road trip montreal boston new york

Road Trip from Montreal to Boston

If you'd like to see some of the best things Vermont and New Hampshire have to offer, including stunning lakes, winding mountain roads and mile after mile of relaxing coast, then the road trip from Montreal to Boston is the one for you.

The 495-km road trip from Montreal to Boston takes 5 hours to drive. Key stops include Albany, Burlington, Vermont, Waterbury, Portland and Salem, as well as Lake Champlain, Lake Placid, White Mountain National Forest and Black River Wild Forest.

There's lots to discover on this epic road trip. Read on for some great ideas on where to stop and what to do on your way.

How far is Montreal from Boston and how long will the road trip take?

The most direct route from Montreal to Boston is along Interstate 89 and takes 495 km and just over 5 hours to drive. Without stopping, this route shouldn't take more than a day to complete if you are limited by time.

That said, the we are going to recommend two slightly longer routes, the first of which takes you through Vermont and along the coast at Portland. At 673 km and taking just over 8 hours to drive, the extra distance will give you a lot more attractions to see en route.

However, if seeing more cities is your priority, then you could opt for our Inland Route, taking you via Albany before arriving in Boston. At 643 km and taking only 6 hours and 29 minutes to drive, this option also has plenty of great places to visit on the way.

While you could complete either of these routes in a single day, the road trip is best enjoyed over two to three days to allow you time for a couple of overnight stops and a more leisurely and scenic drive.

Best road trip route from Montreal to Boston

There are two best options for the road trip from Montreal to Boston. Both involve crossing the Canada border into the US, and will therefore require carrying the correct documentation and proof of identification.

With not a huge difference in either distance or time, the route you decide to pick will mainly be based upon your preference of things to see along the way. While the Coastal Route offers ocean views, our Inland Route offers more US cities to visit, as well as stunning landscapes.

If you really can't decide between the two, why not take one route to Boston and follow the other back to Montreal? Either way, you'll be guaranteed of a great road trip.

Whether you're flying into Montreal or you simply don't have your own transport in the city, renting a car for your road trip is something you'll want to take care of ASAP.

For an easy-to-compare view of rental options for your road trip from Montreal to Boston, take a look at our partner site, RentalCars.com .

How to drive from Montreal to Boston

The map above shows our suggestions for the best road trip routes between Montreal and Boston. Keep reading for detailed descriptions of both routes, where to stay on either, and the best things to do on the way.

The Coastal Route

From Montreal, take Autoroute 10 east through Brossard and Chambly, before taking Autoroute 35 and head south. Pass Bedford, a city which offers fantastic views of the Halifax Harbor before crossing the border into the US.

From here the road merges into Interstate 89 as you arrive at Highgate in Vermont. You can stop and visit Missisquoi National Wildlife Refuge, a habit created for migratory birds, or continue south to Burlington, passing several towns along the way.

Stay on the I-89 until Waterbury — a popular stop, thanks to Ben & Jerry's — and consider visiting Mt Mansfield State Forest, Camel's Hump State Park. Next take the scenic Route 100 past Stowe to Vermont where you could take an overnight rest.

Next take VT-15 east, before changing to I-93 through Waterford and crossing into New Hampshire. Switch to Route 302 east, through the White Mountain National Forest.

Once you've entered Maine, you'll mostly be on the ME-113 and ME-114 southeast to Portland. While a bit of a detour, Portland is a great city to visit and offers some stunning views along its waterfront, as well as restaurants and shops.

From here you can take the I-95 to Boston, detouring off the main Interstate if you want to explore more of the coast, including Salem.

The Inland Route

Our Inland Route takes you on the west side of Lake Champlain. Leave Montreal, heading southeast on A-15 and past Brossard and Napierville before arriving at Champlain on the US border.

The road merges to become Interstate 87 which you will continue on, heading south for the first large section of your trip. Key places of interest along this first stretch is Lake Champlain, High Peaks Wilderness, and Pharaoh Lake Wilderness Area just outside of Pottersville.

Continue south, past Lake George and Glens Falls before following the signs to Albany.

Spend some time exploring this great New York city, before taking I-90 heading east. From here you could take a stop at Springfield or Worcester in Massachusetts, more great cities with fantastic attractions, or continue on I-90 all the way to Boston.

Best places to stop between Boston and Montreal

While the road trip between Montreal and Boston is not particularly a long one, there are plenty of great attractions to visit along the way and a couple of overnight stops are great opportunities to explore more. Here are some of our recommendations for great places to stay:

A room with a view at Burlington - Coastal Route

A short drive from Montreal, Burlington is an unbelievably picturesque city in northwestern Vermont. With a view of the green mountains on one side and the beautiful Lake Champlain on the other, it's an ideal location if you have chosen the Coastal Route for an overnight stop.

Iconic Burlington has something to offer everyone. Food fans can hit the farmer's market while those who enjoy an escape to nature, there's Lake Champlain to explore and Mount Mansfield and its nearby state forest to visit. The city also has plenty of museums and shops to keep you entertained.

If you're looking for somewhere to stay for the night, Hilton Burlington Lake Champlain is a great option . With stunning views of Lake Champlain, this stylish, modern hotel has comfortable rooms, plus an outdoor pool.

From the Hilton Burlington, you're only a few minutes away from the bustling downtown with its shops, cafes and restaurants in the historic Church Street Marketplace, as well as Echo Lake Aquarium. If you'd rather stay in, the hotel also offers dining and an outdoor terrace, an ideal spot for stargazing.

A historic stay at Albany - Inland Route

At 358km and around halfway to your destination, a stop at Albany is the perfect place if you chose the Inland Route to Boston. The capital city of New York State, Albany is a fantastic US city to visit.

Take a walk to the huge Empire State Plaza, which has reflecting pools, an art-filled underground shopping concourse and The Egg, a striking performing arts center. Visit the 1800s New York State Capitol or the New York State Museum, before taking a stroll at Thacher Park.

This historic city is a great place to visit with so many amazing museums, historical attractions and restaurants, you'd be pressed to fit them all into an afternoon. For a memorable experience, we recommend a stay at the Renaissance Albany , just steps away from the Egg Center for the Performing Arts, plus many other top attractions.

Once you've had your fill of the great outdoors, the Renaissance Albany boasts an onsite restaurant and a top-notch cocktail list at the bar - perfect after a long day of sightseeing.

Explore one of the cities in the US - Boston

The road trip isn't complete without spending a bit of time in Boston, after all you did drive all this way! Boston is the capital and most populous city in Massachusetts. Known for its famous baked beans and The Boston Marathon, there's so much to discover about this city.

Ranked as one of the best cities in America, Boston was the first place to construct a public park, the Boston Common in 1634. Nowadays it has plenty of green spaces, from the Esplanade to the Black Bay Fens. There's also tons of cultural attractions, like the Boston Museum of Fine Arts.

After a long day sight-seeing this popular city, a stay at the Seaport Hotel® Boston is a must . This 4-star hotel set on Boston's historic waterfront is a luxurious and modern hotel. Wake up to rooms that overlook either the city or the water, or indulge in a swim on the indoor pool.

Top off your stay with a meal or drinks at the hotel's own restaurant, or rent a bicycle from the convince of the hotel and set about exploring more of Boston. For fantastic views, a great location, parking and a luxury hotel, you can't go wrong with a stay at Seaport Hotel® Boston.

Things to see on a road trip from Montreal to Boston

The road trip from Montreal to Boston is dotted with great things to see and do along the way. From the outdoor activities to cultural and historical places to visit, here are some of the best things to see along the way:

Both routes

• Lake Champlain - This natural freshwater lake borders the US and Canada. Its known as being home to some of the oldest fossil reef in the world. There's also 587 miles of shoreline and 54 public beaches on the lake, making it a popular destination in the summer months.

Coastal Route

• Waterbury, VT – Ben & Jerry's is the ultimate draw of why Waterbury is an absolute must for your road trip, but if you're not into ice cream, there's also breweries and cider mills here you can come up to and visit.
• Portland, Maine – This city offers kayaking, walking tours, museums, art galleries, and lots of great food and shopping at downtown Old Port district.
• Missisquoi National Wildlife Refuge - This wildlife refuge was established in 1943 to provide habitat for migratory birds. Today it has 5 public use trails plus boat ramps to explore the Missisquoi River and Lake Champlain.
• Mt Mansfield State Forest - Discover fantastic hiking scenery around Mount Mansfield. The state forest covers 44,444 acres and is the largest contiguous landholding owned by the Vermont Department of Forests, Parks and Recreation, and is one of its most diverse.
• Camel's Hump State Park - Camel's Hump is the third highest mountain in Vermont. The state park has plenty of trails and for the more adventurous, there's even a hike up the mountain itself.
• Franconia, White Mountains – visit the Flume Gorge at the Franconia Notch State Park, or take a tram up Cannon Mountain.
• Bartlett, White Mountains – Visit the Story Land amusement park, or go skiing or touring at the Attitash or the Bear Notch. Train enthusiasts can also visit the Hartmann Model Railroad and Toy Museum.
• Bretton Woods, White Mountains – There's fun canopy tours, snowmobile rides, ATV tours and even golf at Bretton woods. You can even ride the cog railway up Mount Washington.
• Salem, NH – Visit the house of the Seven Gables, the Peabody Essex Museum or learn about the witch trials at any of the spooky historical guided tours.
• White Mountain National Forest - From mountainous hardwood forests to majestic alpine peaks, explore the beautiful scanery, clear mountain lake sand wildlife at this national forest in New Hampshire.
• Mount Washington - The highest peak in the northeast of America, this stunning mountain can be seen from so far away that on a clear day, at the summit you can see as far as Canada.
• Portsmouth, NH – Travel back into the 17th century at the Strawbery Banke Museum, shop ‘til you drop at Market Square or see the locals put on a show at the Music Hall or the Seacoast Repertory Theatre.

Inland Route

• Lake Placid, New York - Lake Placid is both a village and a lake, known as a Winter Olympics venue and hub for snow sports, there's also a trail you can take around the shoreline and a fantastic Olympic Museum to visit.
• High Peaks Wilderness Area - The largest forest preserve in the US state of New York, High Peaks Wilderness is known as the premiere hiking destination. While challenging, its trails offer fantastic views and stunning lakes.
• Pharaoh Lake Wilderness Area - This tucked-away lake with mountain and forest views, is great for boating, fishing or just relaxing along its pretty shore.
• Albany – The New York capital is a historic and cultural place of interest. Visit the Empire State Plaza or the New York State Museum, there's so much to see at this fantastic city.
• Mount Washington State Forest - Explore 30 miles of hiking trails across 4,000 acres, with views from the summit of Alander Mountain.
• Springfield, Massachusetts - Beside the Connecticut River, this city has plenty to offer including the collections at the Springfield Museum, as well as The Amazing World of Dr. Seuss which celebrates the beloved children's author.
• Worcester, Massachusetts - Stop at Worcester to discover The EcoTarium, a science and nature museum, the Worcester Art Museum or the Salisbury Mansion, an 18th-century Georgian-style building, restored to its 1830s appearance.

Best time to go on a road trip from Boston to Montreal

The busiest season in Boston runs from June to August — think baseball, festivals, and the droves of summer vacationers and tourists you'll be contending with for hotel rates and parking spaces.

Listen to the locals instead and get the quintessential Boston experience in the fall (between September and October) for warm breezy weather and temperatures in the upper 60 degrees Fahrenheit - perfect for sightseeing, concerts and dining al fresco.

Another plus for visiting in the fall means a chance to catch the ski season in Vermont, which runs from around November to April. Just remember to plan ahead and pack those extra layers if you're hoping to catch some snow.

You could make the trip during the spring, but be warned, you'll also likely experience a lot of rain which may affect some of the outdoor attractions you will want to visit.

If you want to avoid crowds, planning your visit outside of April would be preferable. The incredible Boston Marathon is usually held this month and attracts huge numbers of people from all over the world. You'll also find hotels difficult to book unless you've planned ahead.

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35 Best Stops Between Montreal and Boston

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How long is the drive from Montreal to Boston?

The direct drive from Montreal to Boston is 311 mi (501 km) , and should have a drive time of 5 hrs 23 mins in normal traffic.

If you’re going on a road trip from Montreal to Boston, we did the research for you and compiled some great stops along the way — with Burlington , Stowe , Concord , Woodstock , and Manchester , as well as top places to visit like Gault Nature Reserve of McGill University and Fort Chambly National Historic Site, or the ever-popular Canadian Railway Museum.

Top cities between Montreal and Boston

Best stops along Montreal to Boston drive

Canadian railway museum.

Gault Nature Reserve of McGill University

Fort chambly national historic site, centre des arts juliette-lassonde, parc safari, zoo de granby, le musée du chocolat de la confiserie bromont, ski bromont, vignoble de l’orpailleur, union libre - cider & wine, livingston park, currier museum of art, the palace theatre, marc jacobs - merrimack premium outlets, mine falls park, o’neil cinemas, america's stonehenge, canobie lake park, kimball farm westford, nashoba valley ski area, smuttynose brewing co. - tasting bar & retail, hampton beach state park, parker river national wildlife refuge gatehouse, water park of new england, castle hill on the crane estate, crane beach, top searches in boston, other popular road trips from montreal, explore nearby places, all related maps of boston.

• Map of Boston
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Boston throughout the year

• Boston in January
• Boston in February
• Boston in March
• Boston in April
• Boston in May
• Boston in June
• Boston in July
• Boston in August
• Boston in September
• Boston in October
• Boston in November
• Boston in December

Looking for day-by-day itineraries in Boston?

Get inspired for your trip to Boston with our curated itineraries that are jam-packed with popular attractions everyday! Check them out here:

• 1-Day Boston Itinerary
• 2-Day Boston Itinerary
• 3-Day Boston Itinerary
• 4-Day Boston Itinerary
• 5-Day Boston Itinerary

Frequently Asked Questions

Can i drive from montreal to boston.

Yes! You can drive from Montreal to Boston.

How far is Boston from Montreal by car?

The drive from Montreal to Boston is 311 miles (501 km).

How long does it take to drive from Montreal to Boston?

Driving from Montreal to Boston should take you 5 hrs 23 mins in normal traffic.

How much would gas cost from Montreal to Boston?

Gas from Montreal to Boston would cost around $27 to $64 , depending on your vehicle's fuel efficiency.

Where should I stop on the way from Montreal to Boston?

You could check out Gault Nature Reserve of McGill University and Fort Chambly National Historic Site, or the always popular Canadian Railway Museum!

What are the best cities to visit between Montreal and Boston?

People love visiting Burlington, Stowe, and Concord, among others.

What's the weather like in Montreal?

It depends on when you visit! We've compiled data from NASA for each month of the year: see the links below for more information.

• Weather in Montreal in January
• Weather in Montreal in February
• Weather in Montreal in March
• Weather in Montreal in April
• Weather in Montreal in May
• Weather in Montreal in June
• Weather in Montreal in July
• Weather in Montreal in August
• Weather in Montreal in September
• Weather in Montreal in October
• Weather in Montreal in November
• Weather in Montreal in December

What are some other road trips from Montreal?

There are plenty! Below you'll find links to all the road trips we've assembled for Montreal.

• Montreal to New York City drive
• Montreal to Boston drive
• Montreal to Washington DC drive
• Montreal to Toronto drive
• Montreal to Quebec City drive
• Montreal to Orlando drive
• Montreal to Ottawa drive
• Montreal to Chicago drive
• Montreal to Niagara Falls drive
• Montreal to Philadelphia drive
• Montreal to Baltimore drive
• Montreal to New Orleans drive
• Montreal to Nashville drive
• Montreal to Cleveland drive
• Montreal to Pittsburgh drive
• Montreal to Gatlinburg drive
• Montreal to Atlanta drive
• Montreal to Newport drive
• Montreal to Savannah drive
• Montreal to Williamsburg drive
• Montreal to St. Augustine drive
• Montreal to Charleston drive
• Montreal to Saint Louis drive
• Montreal to Branson drive
• Montreal to Memphis drive
• Montreal to Burlington drive
• Montreal to Miami Beach drive
• Montreal to Conway drive
• Montreal to Gettysburg drive
• Montreal to Atlantic City drive

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The Ultimate Guide To Driving From New York To Montreal

With its European flair and lively festivals, Montreal entices many road trippers from New York. The drive takes around 8 hours to complete, making it an easy weekend getaway.

If you’re short on time, here’s a quick answer: The fastest route from NYC to Montreal primarily uses I-87 N and I-89 N . Plan for the border crossing, have your paperwork ready, and stop in scenic towns like Lake Placid along the way.

This comprehensive guide covers everything you need to know to drive from New York City to Montreal. You’ll learn about optimizing your route, preparing your documents, finding fun stops, and crossing the Canadian border smoothly.

Planning Your Driving Route from New York

When embarking on a road trip from New York to Montreal, it is important to plan your driving route in advance. This will ensure a smooth and enjoyable journey. Here are some options for planning your driving route:

The Fastest Route

If you prefer to reach your destination quickly, the fastest route from New York to Montreal is via Interstate 87. This highway takes you through the beautiful Adirondack Mountains and offers stunning views along the way.

The total driving time for this route is approximately 6 hours, depending on traffic conditions.

Alternative Scenic Routes

If you’re in the mood for a more scenic drive, there are alternative routes that will take you through charming towns and picturesque landscapes. One such route is taking the Taconic State Parkway to Interstate 90, then crossing into Vermont and driving north on Route 7.

This route allows you to explore the scenic beauty of Vermont and experience the charm of small towns like Manchester and Burlington.

Another scenic option is to take Route 9N through the picturesque Hudson Valley, where you can stop and visit historic sites such as West Point Military Academy and the Franklin D. Roosevelt National Historic Site.

From there, you can continue on Route 9 into the beautiful Lake Champlain region before crossing the border into Canada.

Where to Stop Along the Way

There are several interesting places to stop and explore along the way from New York to Montreal. One popular stop is Lake George, known for its crystal-clear waters and scenic beauty. You can take a boat tour, go hiking in the surrounding Adirondack Mountains, or simply relax on one of the many beaches.

Another must-visit destination is the charming town of Burlington, Vermont. Located on the shores of Lake Champlain, Burlington offers a vibrant arts scene, delicious farm-to-table cuisine, and a variety of outdoor activities such as biking along the waterfront or exploring the nearby Green Mountains.

As you approach Montreal, make sure to take some time to explore the beautiful city of Quebec. With its cobblestone streets, historic architecture, and European charm, Quebec is a destination in itself.

Don’t miss the opportunity to visit the iconic Chateau Frontenac, stroll through Old Quebec, and indulge in some delicious French-Canadian cuisine.

Remember, whether you choose the fastest route or opt for a more scenic drive, planning your driving route in advance will ensure a memorable road trip from New York to Montreal. So buckle up, hit the road, and enjoy the journey!

Crossing the Canadian Border by Car

Documents needed.

When driving from New York to Montreal, it is essential to have the necessary documents to cross the Canadian border smoothly. The most important document you will need is a valid passport. Make sure your passport is not expired and has at least six months of validity remaining.

Additionally, if you are from a country that requires a visa to enter Canada, ensure that you have obtained the appropriate visa before your trip.

Note: If you are a U.S. citizen, you do not need a visa to enter Canada, but having a valid passport is still mandatory.

Declaring Goods and Purchases

When crossing the Canadian border, it is crucial to be aware of the rules regarding the declaration of goods and purchases. Canada has specific regulations regarding the importation of certain items, such as alcohol, tobacco, firearms, and food products.

It is essential to familiarize yourself with these regulations beforehand to avoid any issues at the border.

Pro Tip: To ensure a smooth crossing, it is recommended to declare all goods and purchases, even if they are within your personal exemption limits. It’s better to be safe than sorry!

Managing Border Wait Times

Border wait times can vary depending on the time of day, day of the week, and season. To manage border wait times effectively, consider the following tips:

• Plan your trip to avoid peak hours and weekends, as these tend to have longer wait times.
• Use technology to your advantage by checking real-time border wait times online or through smartphone apps.
• Consider using designated NEXUS lanes if you are a member of the NEXUS program, which offers expedited clearance for pre-approved low-risk travelers.

Did you know? According to the U.S. Customs and Border Protection website, the busiest land border crossing between the U.S. and Canada is the Ambassador Bridge in Detroit, Michigan, with an average of 10,000 trucks crossing daily.

For more information on border crossing requirements and wait times, visit the official websites of the Canada Border Services Agency (CBSA) and U.S. Customs and Border Protection (CBP) .

Navigating Montreal Once You Arrive

Montreal is a vibrant and bustling city with plenty to see and do. Once you arrive at your destination, it’s important to know how to navigate the city efficiently. Here are some tips on how to get around Montreal:

Using Parking Garages and Meters

Montreal has a number of parking garages and metered parking spots available throughout the city. If you’re planning on driving around Montreal, it’s a good idea to familiarize yourself with the parking options in the area you’ll be visiting.

Many parking garages offer hourly or daily rates, while metered parking is usually charged by the hour. Be sure to check the signs and pay attention to any parking restrictions to avoid fines or towing.

Public Transportation Options

Montreal has a well-developed public transportation system, making it easy to navigate the city without a car. The Société de transport de Montréal (STM) operates the city’s buses and metro system, which covers the entire island of Montreal.

The metro system is particularly convenient, with stations located throughout the city. It’s a great way to quickly and efficiently get from one end of Montreal to the other. The STM also offers a variety of fare options, including single rides, day passes, and multi-day passes, making it convenient for both residents and visitors.

Following Road Signs and Limits

When driving in Montreal, it’s important to pay attention to road signs and speed limits. Road signs in Montreal are typically in both French and English, making it easier for non-French speakers to navigate the city.

It’s important to familiarize yourself with common road signs and their meanings, such as stop signs, yield signs, and speed limit signs. Additionally, be aware that speed limits in Montreal are generally lower than in other parts of North America.

The maximum speed limit on most city streets is 50 km/h (31 mph), unless otherwise posted. Adhering to these speed limits and following the rules of the road will help ensure a safe and enjoyable driving experience in Montreal.

For more information on navigating Montreal, you can visit the official website of the City of Montreal: https://montreal.ca/en .

Key Sights and Activities in Montreal

Old montreal.

Old Montreal is a historic neighborhood that offers a glimpse into the city’s rich past. Visitors can stroll along cobblestone streets and admire the well-preserved architecture of buildings dating back to the 17th century.

The iconic Notre-Dame Basilica is a must-visit attraction, with its stunning Gothic Revival architecture and intricate interior design. History buffs will also appreciate a visit to the Pointe-à-Callière Museum, which showcases the city’s archaeological heritage.

Mount Royal Park

Mount Royal Park is a natural oasis in the heart of Montreal. As the city’s largest green space, it offers a variety of recreational activities for visitors to enjoy. Hiking trails wind their way up to the summit of Mount Royal, where you can take in panoramic views of the city skyline.

The park is also home to Beaver Lake, a popular spot for picnicking and paddle boating in the summer, and ice skating in the winter. Nature lovers will appreciate the park’s diverse wildlife and lush vegetation.

Food and Nightlife

Montreal is known for its vibrant food scene, offering a wide range of culinary delights to satisfy every palate. From traditional French cuisine to international flavors, the city is a food lover’s paradise.

Don’t miss trying poutine, a Canadian dish made with french fries, cheese curds, and gravy – a true local favorite. In the evening, the city comes alive with its bustling nightlife. The Quartier des Spectacles is the hub of entertainment, with numerous theaters, concert halls, and bars hosting live performances.

Whether you’re looking for a cozy jazz club or a trendy rooftop bar, Montreal has something for everyone.

For more information about the key sights and activities in Montreal, you can visit https://www.mtl.org/en .

Lodging and Accommodations

Downtown hotels.

For those who prefer the convenience and luxury of staying in a hotel, downtown Montreal offers a plethora of options. From well-known international chains to boutique hotels, there is something to suit every traveler’s needs.

The downtown area is bustling with activity and is the perfect base for exploring the city’s vibrant culture, historic sites, and renowned dining scene. Some popular downtown hotels include the Fairmont The Queen Elizabeth , Le Centre Sheraton Montreal Hotel , and Hotel Bonaventure Montreal .

These hotels offer comfortable accommodations, excellent amenities, and easy access to public transportation.

Vacation Rentals

If you’re looking for a more homely and flexible accommodation option, vacation rentals are a great choice. Websites like Airbnb and VRBO offer a wide range of vacation rentals in Montreal. Whether you’re traveling alone or with a group, you can find apartments, condos, or even entire houses to rent.

Vacation rentals provide the convenience of having your own space, a kitchen to cook your own meals, and often a more affordable option compared to hotels. Additionally, staying in a neighborhood allows you to experience the local culture and immerse yourself in the city.

B&Bs and Hostels

For budget-conscious travelers or those seeking a more intimate and cozy experience, bed and breakfasts (B&Bs) and hostels are excellent choices. Montreal has a variety of B&Bs and hostels scattered throughout the city, offering affordable rates and a chance to meet fellow travelers.

B&Bs provide a personal touch with homemade breakfast and often have unique charm and character. Hostels, on the other hand, offer dormitory-style accommodations and communal spaces for socializing. Some popular B&Bs and hostels in Montreal include the Auberge du Vieux-Port , Le Gîte du Plateau Mont-Royal , and the HI-Montreal Hostel .

A road trip from New York to Montreal offers the perfect weekend escape, with only 8 hours of peaceful driving to reach the Canadian city. Optimizing your route, preparing border documents, and planning Montreal activities ahead will ensure a smooth journey.

By following the tips in this guide, you’ll be ready to hit the road and immerse yourself in Montreal’s lively culture, fascinating history, and joyful spirit. So gas up the car, queue up your playlist, and get ready for an incredible drive from NYC to Montreal!

Hi there, I'm Jessica, the solo traveler behind the travel blog Eye & Pen. I launched my site in 2020 to share over a decade of adventurous stories and vivid photography from my expeditions across 30+ countries. When I'm not wandering, you can find me freelance writing from my home base in Denver, hiking Colorado's peaks with my rescue pup Belle, or enjoying local craft beers with friends.

I specialize in budget tips, unique lodging spotlights, road trip routes, travel hacking guides, and female solo travel for publications like Travel+Leisure and Matador Network. Through my photography and writing, I hope to immerse readers in new cultures and compelling destinations not found in most guidebooks. I'd love for you to join me on my lifelong journey of visual storytelling!

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This Map Will Take You On The Most Epic Montreal-Boston Road Trip Anyone's Ever Taken

• Below are two itineraries for a road trip from Montreal to Boston .
• From quaint New England villages to national forests, these are the detours to take along the 5-hour route between the two cities.
• Find out where you should stop on your potential road trip to Boston below!
• Visit MTLBlog for more headlines.

Boston and Montreal have a lot in common. Their metropolitan areas are similar in size, they both have colonial roots, and they both serve as the hub of economic and cultural activity for their geographic regions. Boston also happens to be the major American city that is closest to Montreal. The residents of the cities engage in a lot of informal exchange as a result. Both are popular road trip destinations for their respective residents, and many students in New England flee to Quebec for its cheap tuitions.

The routes between Boston and Montreal are therefore well-travelled. One path, via U.S. Route 89, takes drivers past the city of Burlington, through the Green Mountains of Vermont, and into southern New Hampshire before hitting Greater Boston.

The other itinerary involves a drive through the Eastern Townships of Quebec and the impressive White Mountains of New Hampshire.

Though not lacking in scenic views of the countryside, the five-hour trek between the two metropolises can become dull for those who use it most. 

That's why we've put together this list of fun stops along the way. Below you'll find a list of cities and towns along two routes between Montreal and Boston. At the very bottom of this list is an interactive map that illustrates both journeys.

Consider taking a detour to visit one of these destinations in Quebec and northern New England the next time you find yourself on the road to Boston.

The busiest route from Montreal to Boston includes Quebec autoroutes 10, 35, and 133, and U.S. Route 89. These three stops are only possible along this path.

Burlington, Vermont

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The largest city in Vermont sits on the shore of Lake Champlain and commands stunning views of the largest lake in New England and the Adirondack mountains of New York.

In the last two decades, the city has earned a reputation as one of the hippest and most progressive places in the United States (Bernie Sanders was once mayor).

Today, visitors can peruse the cute shops lining the pedestrian-only Church Street, bike along the lake, and enjoy a burger while sitting on a dock.

Montpelier & Barre, Vermont

The Vermont town of Montpelier is the least populous American capital city but it's packed with charm. From the 19th century façades of State Street to the perennial skating rink in front of the State House, Montpelier makes for a fun stop on your way to or from Boston along Route 89.

Almost adjacent to the capital is the town of Barre, whose common (the central park in a typical New England town) is post-card perfect in the snow.

Hanover, New Hampshire

Hanover is a college town, home to Dartmouth, a member of the Ivy League. As such, it's home to everything you'd expect, including student bars and cafés, and a thriving arts scene. The town buzzes with youthful energy.

The colonial architecture of Dartmouth campus is also pretty darn beautiful.

An alternate route from Montreal to Boston takes drivers along Quebec autoroutes 10 and 55 to U.S. routes 91 and 93. These next five stops are only possible with this itinerary.

Magog, Quebec

Magog is a popular year-round destination in the Eastern Townships. The alternative route to Boston takes you right around the city. Take a stroll down rue Principale, grab some amazing poutine at Cantine Chez Paul, and sit by the incredibly difficult-to-type Lake Mephrémagog.

Stanstead, Quebec

Stanstead was once a single community that straddled the U.S.-Canada border. That all changed after 9/11 when the U.S. hardened its defences and put up physical barriers that divided the town.

Visitors can still visit the remnants of the binational town, however, like the dual library and opera house that sits right on the border. A line on the floor marks the division between the two countries. Americans are allowed to step a few feet across the border to read an informational tablet next to the building on the Canadian side.

Rue Canusa Street is similarly unusual. Residents on one side of the street live in Canada while their neighbours on the other side reside in the United States. These Americans live within the Canadian customs zone and have to cross the border to access schools and other services. Be sure to take a look at the license plates of parked cars on either side of the street, it's pretty amusing.

Littleton & Franconia, New Hampshire

The New Hampshire towns of Littleton and Franconia sit at the northern edge of the White Mountains National Forest. Littleton is known for its adorable town centre, complete with boutique shops, diners, and a pretty awesome brewery in an old mill. No visit to Littleton is complete without a walk through the covered bridge that crosses the Ammonoosuc River.

Franconia, meanwhile, is a destination for outdoor activities. The Flume Gorge, a series of waterfalls through a small canyon, is perhaps its most famous feature. It's an easy hike with some pretty spectacular views of the surrounding hills, including Liberty Mountain, whose peak is said to resemble the face of George Washington.

The towns are five minutes apart from each other and make for an easy stop.

Laconia, New Hampshire

Laconia is a city on New Hampshire's Lake Winnipesaukee, a glacial lake with hundreds of islands and lined with cute New England villages. In the summer months, Laconia is a recreational destination, featuring a famous drive-in theatre, beach, and tiny entertainment district (with arcades and bars) along the lakeshore.

When the cold hits, Laconia is a hub of activity for skiers and winter vacationers. The town centre has a collection of restaurants, bars, and shops.

If you have the time, take a drive through the village of Meredith, just a few miles north on the lakeshore.

Tilton, New Hampshire

Tilton is a shopping centre. It has an expansive outlet mall where Quebecer flock to take advantage of tax-free shopping (New Hampshire has no sales tax). Also nearby are all the chain restaurants and retailers that Canada lacks.

Get all your shopping done on your way to or from Boston.

U.S. Routes 89 and 93 converge in Concord, New Hampshire. The following stops are therefore possible no matter the route from Montreal.

Lawrence, Massachusetts

Lawrence is an old industrial city on the Merrimac River. Though it's no longer a manufacturing hub, it retains its 19th-century mill architecture. The city has a busy centre with plenty to see and do.

Lawrence is where the American labour movement got its start, so the city is full of historic sites to check out.

Salem & Marblehead, Massachusetts

These two stops represent the biggest detour on this list. Salem is, of course, a destination in itself. From colonial architecture to an adorable city centre with hundreds of stores and cafés, to its famous witchy history, Salem is a must-see. Visitors must be sure to visit the museums, including the Witch Museum and Peabody-Essex, a large and impressive collection of art and architecture (there's even an early-modern Chinese mansion right in the middle of the museum).

Adjacent to Salem is the town of Marblehead, which has little in the way of places to shop and eat but is famous for its narrow colonial streets, and bright, old homes. It's a lesser-known stop with plenty of Instagram fodder.

Cambridge, Massachusetts

Cambridge is part of the Boston metropolitan area (it borders the city) and is often lumped in with the Massachusetts capital in the popular imagination.

Begin with a walk past the colonial mansions of Brattle Street before hitting Harvard Square and campus. From there, walk all the way down Massachusetts Avenue through the bustling Central Square (with some of the best restaurants in Greater Boston) and MIT campus. You'll end up at the Mass Ave. bridge and Memorial Drive, which commands mesmerizing views of the Boston skyline across the Charles River.

That completes my list of recommended stops on the way to Boston from Montreal. This list also works in reverse for you Americans travelling to the Quebec metropolis.

Here's a map to help you find your way!

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Safe driving!

• Worst Detour Ever: A Quebec Driver's GPS Guided Him Straight Into A River - MTL Blog ›
• A Magical Quebec Garden Is Opening To The Public On Select Days In 2023 & It's Like A Fairytale - MTL Blog ›

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• Destinations

Montreal to Boston road trip

•  KM /   miles

Looking to travel between Montreal and Boston? A road trip is the perfect way to explore all that this scenic route has to offer. From historic sites to natural wonders, there’s something for everyone along the way.

The journey begins in Montreal, Quebec, a culturally rich city with a European flair. Be sure to explore the cobblestone streets of Old Montreal and visit some of the city’s famous landmarks, like Notre-Dame Basilica and Mount Royal Park.

If you’re a foodie, you’ll definitely want to indulge in some of Montreal’s iconic dishes, like poutine and bagels. Continuing on from Montreal, you’ll enter the picturesque state of Vermont. This is a great opportunity to get off the beaten path and explore some of the small towns dotting the landscape. Be sure to check out Burlington, the largest city in Vermont, as well as Shelburne Falls, a charming village located on the banks of the Connecticut River. As you travel through Massachusetts, you’ll pass by several important historical sites, like Plymouth Rock and Harvard University.

Of course, no trip to Boston would be complete without a visit to Fenway Park – home of the Red Sox! After spending some time in Boston, it’s time to head back home (or wherever your journey takes you next!).

As one of the oldest cities in North America, Montreal beautifully combines its rich history with modern flair. Stroll through the cobblestone streets of Old Montreal, where you’ll find the stunning Notre-Dame Basilica, or immerse yourself in the lively atmosphere of the Plateau Mont-Royal neighborhood. Montreal’s culinary scene is unrivaled, with everything from traditional poutine to fine dining. Be sure to explore Mount Royal Park , the city’s green heart, designed by the same landscape architect as New York’s Central Park. The city’s blend of French and English influences creates a unique cultural experience.

Things to do in Montreal

• Barbie Expo
• Jean Talon Market
• La Grande Roue de Montréal
• Mary, Queen of the World Cathedral
• Montreal Botanical Garden
• Montreal Museum of Archaeology and History

Great hotels in Montreal

David Hotel

InterContinental Montreal, an IHG Hotel

Hotel Place d’Armes

Known as the “Cradle of Liberty,” Boston is steeped in history and culture. Walk the Freedom Trail to discover iconic historical sites like the Paul Revere House and the Old North Church. The city’s prestigious universities, Harvard and MIT, lend a vibrant energy to the area. Visit the Boston Public Garden and take a swan boat ride on the lagoon. Boston also offers a delectable food scene – try New England clam chowder, lobster roll, or a cannoli from the famous Mike’s Pastry in the North End.

Things to do in Boston

• Boston Children’s Museum
• Boston Common
• Boston Tea Party Ships & Museum
• Charles River Esplanade
• Faneuil Hall Marketplace
• Fenway Park
• Franklin Park Zoo
• Museum of Fine Arts, Boston

Great hotels in Boston

Hyatt Centric Faneuil Hall Boston

The Ritz-Carlton, Boston

From NYC to Montreal - make the most of your road trip to Montreal

Road trip across two vastly distinct nations, stopping at four separate cities that each serve up their own brand of an unforgettable city break. From cartoonish yellow cabs and theatrical capers in NYC to colonial-era cathedrals and cobbled streets within Montreal’s early French settlements, our road trip New York takes us to cross border and cross-culture to enjoy world-class dining, shopping and natural phenomenon around North America’s greatest cities. Save on airfare and carbon emissions by opting for four wheels and driving northwards over 370 miles, from the Big Apple to the City of Saints and beyond. Let Mr Hudson take the wheel while you get acquainted with the itinerary.

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Photo: Andre Furtado

Tips on crossing the US/Canada border

As you’ll be crossing two countries, avoid a visa blunder and make sure to check the independent visa restrictions for both the US and Canada. The US has a reputation for stricter conditions but their Visa Waiver Program is available for most Europeans who wish to stay for up to 90 days. You’ll undergo a separate visa and passport check when you make a border crossing into Canada where you will similarly require an Electronic Travel Authorisation from the Canadian government to enter. For the chillest border crossing possible, be ready to answer questions about your travel purpose and length of stay. Possession of alcohol, tobacco and firearms will be monitored, so save your trip to the liquor store until after crossing.

Bear in mind that major highway crossings tend to be busier than smaller highway and truck routes, meaning that a small detour can save you potential hours queuing in traffic. The Canadian Border Services Agency’s Twitter feed can provide up-to-date information on border waits and opening times, or check here . Those wanting to cross in style should consider investing in a NEXUS card which gives pre-approval for travellers who pay $50 for a five-year card and take an interview with US and Canadian officials at the NEXUS enrolment centre.

Don’t get caught out speeding down the freeway on the other side without first getting to grips with Canada’s metric system. You’ll see speed limits written in kilometres, not miles so check closely on your speedometer for the conversion, or otherwise, check online before heading out.

Photo: StockSnap

Starting point of your Road trip – New York

Before revving off on your New York to Canada road trip, go on a New York City tangent and discover the best of Broadway musicals, Brooklyn vibes and deli bites. New York is a neon-lit cultural powerhouse where high-rise skyscrapers and street-level hot dog stands mingle with grandiose monuments, museums and modern art. For the unconvinced, our dedicated New York City travel guide aims to fill you in on the trendiest areas for sightseeing and partying. For more guidance on where to lay your head for the night, see our rundown of the best gay-friendly hotels in New York City .

New York City | Photo: Florian Wehde

New York to Quebec City – Itinerary

After a hectic few days pounding the asphalt in NYC, begin the epic journey towards Montreal at any pace you choose. The direct journey will be a six to seven-hour drive northwards on I-87 North Highway. (FYI, as well as being a great destination road trip from New York, Montreal is also a 455-mile leg from Philly, 308 miles from Boston and 260 miles from Portland and Maine).

Opt for the scenic route towards Montreal and take a brief interlude at Niagara Falls. The falls are also seven hours from New York, but instead, we take the I-80 West, I-81 North or I-90 West. From there, travellers have the added option of driving to Toronto (1.5 hours via the Queen Elizabeth Way) before making their way to Montreal (5 hours via ON-401 East) and concluding in Quebec City (2.5 hours via Route Transcanadienne / Autoroute 20 East).

Photo: Nathan Ziemanski

Photo: Guillaume Jaillet

Straddling the US-Canada border, Niagara Gorge rises 160 feet covering three waterfalls where six million cubic feet of water gushes past every minute

Road trip from New York to Niagara Falls

If a dousing at Niagara Falls is on your to-do list, pack your umbrella hat and poncho and read on. Straddling the US-Canada border, Niagara Gorge rises 160 feet covering three waterfalls where six million cubic feet of water gushes past every minute. The most powerful in the whole of North America, these falls are spectacular viewed from any angle, either side of the border. Boat rides on the US side operate daily.

Niagara Falls | Photo: Sergey Pesterev

Return to your vehicle and make the short dash to Toronto, hopefully arriving in time to sample a Toronto Cocktail or two. Not only repped by the likes of Drake and Keanu Reeves, Toronto is also well known for its lid-off diversity where 230 nationalities communicate in over 140 languages – although English remains lingua franca. Travel the city’s distinct cultural microcosms, getting drunk on heady spices in Little India and full up on hearty local produce in Greektown. A foodie’s last stand, Toronto honours Canada’s indigenous heritage while embracing diversity, with an exciting range of fusion and authentic global cuisine. Toronto’s openness extends through to its gay scene, where Church Wellesley Gay Village acts as the central hangout for a gay community that now spills into the trendy area of Queen Street West, Old Cabbagetown and beyond.

Read up on more of Toronto’s downplayed best bits, with Mr Hudson’s Toronto travel guide .

Parc de la Cité-du-Havre, Montreal | Photo: Marc Olivier Jodoin

Whether you’ve come straight from the border or taken a sojourn in Toronto, Montreal will feel like a whole world away. Distinctly Canadian yet licked with French heritage, Montreal features European-style avenues side by side with chaotic Chinatown alleyways and, of course, an internationally contending Gay Village. The second-largest city in Canada, Montreal is also the world’s second-largest French-speaking city, although – unlike Paris – English is widely spoken.

Either way, brush up on your Français and you won’t regret it. A little effort goes a long way and a few words in French can quickly make you a local friend or two. As for dating, old school Montrealians still seem to prefer face-to-face flirtation in bars, nightclubs and bathhouses over hook-up apps. Discover more of Montreal with our full-length Montreal travel guide .

Photo: Talen De St Croix

Photo: Louis Renaudineau

Montreal to Quebec City drive

Take your sweet time on the next leg which will take you from Montreal to Quebec City through rural Canada at its most mesmerising, dotted as it is with quaint towns, local wineries and boutique districts. More slow-paced than its opposing urban ends, Quebec province allows visitors to return to nature, rekindling an appreciation for the simple things such as moseying through forests, indulging in farm-to-table fare and exploring the provincial sites of a gone-by era alongside a friendly diverse community.

The wider Quebec province encompasses the majority of Canada’s northeast, flanking Ontario in the west and rugged Newfoundland in the east. Feel free to venture further north for hiking excursions and picturesque drives, but for now, we stick to the more populated areas, following the St Lawrence River east to where Quebec City sits spoiled with stunning backdrops including Montmorency Falls, the Jacques-Cartier National Park and a variety of idyllic isles just moments from the centre.

Quebec | Photo: DEZALB

Quebec city

Unique across North America for its colonial fortifications, QC is an intriguing endpoint for our NYC to Quebec City road trip, where historical sites and cobbled streets provide the backdrop for a packed cultural calendar and lively night-time escapades. Of the many things to do in Quebec City, be sure to take a romantic walk and soak up the city’s Nouvelle-France architecture before winding up in the Saint-Jean-Baptiste neighbourhood, where the city’s queer centre lies on Rue Saint-Jean. Despite lacking an official gay village, Quebec City is as liberal as they come, being one of the first jurisdictions in the world to prohibit discrimination based on sexual orientation. The energy, passion and inclusivity in this city are clear – your rainbow flags and excessive PDA won’t even raise an eyebrow. While the use of English is pervasive in Quebec, attempting a greeting in French will again win you much favour with the locals… Essayez-le aujourd’hui!

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Quebec | Photo: Alain Audet

Quebec | Photo: Ali Kazal

Saint Gabriel de Brandon, Quebec | Photo: Laurie Anne Robert

Photo: Alex Guillaume

Photo: Bantersnaps

Photo: Neil Rosenstech Pew

Toronto | Photo: Syed Ahmed

Photo: Bhavya Shah

Photo: Arturo Castaneyra

Toronto Skyline | Photo: Mwangi Gatheca

Photo: Bryce Evans

Photo: Ali Tawfiq

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The Ultimate New York Road Trip Itinerary

Ready to plan to best every New York road trip itinerary? Umm, hell yeah you are. Because contrary to popular belief, there is WAY more to New York than just NYC.

Sure, NYC is nice but you kind of owe it to yourself to enjoy EVERYTHING that New York state has to offer.

Because between rolling hills, iconic metropolises, awe-inspiring waterfalls, and lakes that stretch out as far as the eye can see. New York really does have it all. I pinkie promise.

But, if you’re not from New York, it can be difficult (aka stressful) to figure out exactly where to start when planning a trip to the Empire state.

And that’s where I – and my tried and true New York road trip itinerary – come into play. I mean, I want to use my 30+ years of experience of traveling in New York to make your life a whole heck (only pretend I didn’t say heck) of a lot easier.

This way, you can quickly and easily all of the best landmarks in New York.

So, if you’re ready to experience New York like a REAL New Yorker, then onwards my friend as we swan dive into this New York road trip itinerary.

Trust me, it’s filled with TONS of insider tips and tricks to make your life 10,000 times easier. And yes, that is an exact number.

This post may contain affiliate links. Please see my  disclosure  for more information. As an Amazon Associate, I earn a small commission from qualifying purchases.

Table of Contents

Traveling To New York

Thankfully, traveling to New York for your New York road trip itinerary is pretty dang easy.

After all, New York is home to no less than three major airports – JFK, Newark, and LaGuardia – that are all well connected both domestically and internationally.

Personally, I’d recommend flying into either JFK or LaGuardia since both are closer to NYC than Newark, which is actually in New Jersey.

From here, you can then spend a few days in NYC before starting your New York road trip itinerary.

Personally, I wouldn’t rent a car in NYC just because it can be super expensive.

Instead, I’d spend a few days in NYC, take the train/bus to the Catskills, and THEN rent a car upon arrival.

Now, to get to the Catskills – the first stop in this New York road trip itinerary – from NYC you have a couple of different options. You could:

Take the Train  – Take NJ Transit’s mainline or the Bergen County line from Penn Station and then transfer to Metro-North’s Port Jervis line to Otisville. Once at Otisville, you can use a rideshare service to take you to the nearest car rental service.

Take the Bus  – This option is a bit more straightforward. Basically, all you’d need to do is hop on an Adirondack-Pine Hills Trailways/Greyhound bus and take it to the Catskills. Yeah, it really is that easy since they depart from the Port Authority bus terminal in Mid-Town. Once there, you could again use a rideshare service to take you to the nearest car rental service.

Pro Tip:  I’d go by bus. It’s easier, only takes about 2.5 hours, and will only cost between $45 and $65 per person. You’ll also get dropped off at the Catskill Park and Ride which is in Catskill, NY, near exit 21 of the New York Thruway.

How to Get Around New York

There is no reason why you should EVER drive in New York City. No really, that is not an exaggeration.

Not only are parking spots hard to come by – with insane, totally different, super complicated parking laws are found on every street block – but traffic is awful and if you park in a garage, well, you’ll pay the equivalent of the GDP of a small(ish) country.

Translation? You’ll pay a lot. Like, $40+ an hour a lot.

So, yeah, never drive in NYC and ALWAYS take the subway. Or bus. But the subway is usually easier since there’s no traffic.

Once outside of NYC though, you’ll 110% need a car. Yeah, sorry but outside of NYC, New York’s public transportation system is notoriously terrible or non-existent.

In either case though, you’ll need a car any time you travel outside of NYC.

So, if you want to start in the Catskills like this New York road trip itinerary suggests, I’d take the bus from Port Authority to the Catskills and then rent a car upon arrival.

Car rental services in Catskill, NY are basically Hertz. Conversely, you could always do a rideshare to Kingston and check out Enterprise, Budget Car Rental, or Sensible Car Rental while you’re there.

Best Time to See Fall Foliage in New York

Honestly, most people typically plan a New York road trip itinerary for the autumn since this is when vibrant foliage typically takes over the New York region.

So, if you’re lookin’ to do a wee bit of leaf peepin’, then consider planning your New York road trip for sometime in October.

Typically, fall foliage is JUST starting to come out in late September and then really takes over the region in October.

And depending on where you are in the state, fall foliage typically peaks in early October in the Adirondacks and around mid-October in the Catskills, which is much further South.

Below you’ll find two different totally amazing New York road trip itineraries that have ten amazing places in total.

Obviously, this is just a suggested NY road trip itinerary and it will vary based on your interests and how much time you have to spend in New York.

So, use this post as a rough guide and to help you plan one of many perfect road trips from NYC for you!

New York Road Trip Itinerary #1 – Headin’ Up North

New york road trip stop 1: catskills.

First stop: the Catskills! And I truly love this region since everyone takes something different away from this vast area of natural beauty.

Will you go get lost in the woods? Or head up to the lake to catch fish for supper? Perhaps you’ll attempt to climb one of the many mountains in Catskills? The possibilities are endless!

Things To Do In The Catskills

Explore Catskill Park  – There are two lakes for water sports, over 120 miles of mountain bike trails, and 8 major hiking routes , including climbs up 5 of the 10 highest peaks in the Catskill Mountains. So, there’s plenty to do for anyone looking to get physical during their New York road trip itinerary!

Take in the view at Kaaterskill Falls  – See this beautiful natural marvel in its full glory, as water drops down over 260 feet at the highest waterfall in New York State! This gorgeous site has captured the hearts and minds of painters and poets for hundreds of years. It also happens to be one of the best waterfalls in New York  State!

What To Eat In The Catskills:

Binnekill Tavern  – If fine dining is yo’ thang, head over to Margaretville and grab yourself some top-level dishes at the Binnekill Tavern. Re-opened in 2018 with a new highly acclaimed chef, this Catskills institution will make you want to come back again and again! I recommend the schnitzel – it’s a local specialty!

Gracie’s Luncheonette  – If you feel the need to chow down on some good ol’ comfort food, but with a southern twist, look no further than Gracie’s Luncheonette in Leeds.

Feel-good food is the top priority here, with all-day breakfasts, fry baskets, hamburgers, and sandwiches aplenty. You might have to roll me on over to the next stop after a meal here!

Where To Stay In The Catskills: 

Mountain Treasure Bed & Breakfast  (Maplecrest)  – The scenery alone makes this place a pleasure to stay in! Add in spacious rooms, cozy furniture, cute fire pits, and an adorable gazebo, and you could convince me that  Mountain Treasure  might have been plucked straight out of a fairytale!

Antique Rose Inn  (Windham)  – With interiors like this, you’ll find it hard to head outdoors.  The Antique Rose Inn  also offers wood-paneled walls, provides personally tailored breakfasts, and has beautiful gardens surrounding Victorian-style architecture.

There’s also a wrap-around terrace that is perfect for sitting and watching the evening sunset with a cup of warm cocoa – or a cool beer, depending on when you stay

New York Road Trip Stop 2: Albany

Time to head further up the highway! Because believe it or not, Albany has a rich history, and it shows in every part of the city.

From the nightlife to the wineries and breweries, to the live performances, to the county fairs, there’s something for everyone who comes to visit. If you are one of those people who love the great outdoors, you can even chase waterfalls near Albany!

Things To Do In Albany

Head to the State Capitol  – Trust me – you can’t miss it! This five-story, hugely ornate building took over thirty years to build. But it looks like it was worth it!

And as the focal point of the Empire State Plaza in Capitol Park, the building is listed on the National Register of Historic Places. Also be sure to take a tour so that you can explore to the vast interior too!

Albany Institute of History and Art  – Put those thinking caps on, y’all! This is one of the oldest museums in the US, and has over 20,000 different pieces on display, including paintings, sculptures, historical artifacts, and more!

What To Eat In Albany:

Sam’s Italian American  – This family-owned Albany mainstay has been serving customers for four generations. So, if you want to get your Italian pasta fix, Sam’s is the place for you.

The portions are huge, the menu is long, and by the end of your meal, you’ll feel like you just had dinner at your favorite Italian grandma’s house!

Cheesecake Machismo  – Need to satisfy that sweet tooth? Then head over to this epic place on Hamilton Street. it’s a quirky bakery that will ensure that you remember your New York road trip itinerary for years to come! Cherry Amaretto, Bavarian creme, green tea with chocolate…

Whatever you decide on, buy it by the slice or pick up a whole cheesecake for the road!

Where To Stay In Albany

Oakcliff Bed & Breakfast  (Halfmoon)  – Built in the style of Greek revival architecture,  Oakcliff Bed & Breakfast  will make you feel like royalty. Seriously, whether you’re resting your head in a four-poster bed or admiring the grand piano in the lounge, you’ll never not be in the lap of luxury here!

Olde Judge Mansion B&B  (Troy)  – This striking gothic-Victorian style building feels like something out of a game of Clue if the staff weren’t so welcoming and hospitable! Guests will also be treated to ornate furnishings and delicious home-cooked breakfasts. The only question is, will you entertain yourself in the poker room or in the parlor?

New York Road Trip Stop 3: Saratoga Springs

No New York road trip would be complete without a visit to Saratoga Springs. And I’ve talked a lot about it a lot before in my article about  25 amazing things to do in Saratoga Springs, NY !

Because from thrilling horse racing to charming Greek Revival-style homes, Saratoga Springs brings its A-game to anyone who crosses its welcoming borders!

Things To Do In Saratoga Springs

Saratoga Spa State Park  – You could spend your entire stay in Saratoga Springs inside Saratoga Spa State Park and not run out of things to do. I mean, hiking, fishing, swimming, spa treatments (of course), museums, and even golf are just some of the things you can do here. The hikes in Saratoga Springs are mind blowing! There are also tons of food venues so you won’t go hungry either.

Ride the historic carousel in Congress Park  – Take a blast from the entertainment past with this 120-year-old wooden merry-go-round! The original hand-carved animals are still in place, and will take you back to the good ol’ days as you bop up and down in style!

What To Eat In Saratoga Springs

Osteria Danny  – Just around the corner from Congress Park is this delightful Italian restaurant. Fill your belly with such delights as bacon-crusted cod, lobster bolognese, or a wealth of vegan and gluten-free dishes, which are all sure to fortify you during your awesome New York road trip itinerary!

Sushi Thai Garden  – Or if you’re feeling like you want some Asian cuisine, Sushi Thai Garden will be able to provide you with delicious sushi featuring all kinds of seafood, including salmon, crab, tuna, mussels, and octopus.

They also serve a whole host of different Thai curries, with fried rice and noodle dishes available too.

Where To Stay In Saratoga Springs

Adelphi Hotel  (Saratoga Springs)  – Looking for some luxury during your NY road trip itinerary? Well, then this place will blow you away. It features spacious rooms with breathtaking views of the city (make sure you book a room with a balcony!), beautiful furnishings, and top-quality service.

Some say it’s also one of the  most haunted hotels in New York , but don’t let things that go bump in the night spoil your stay!

Ann’s Washington Inn  (Saratoga Springs)  – If you’re in the mood for more of a quiet, peaceful night’s sleep, head on over to Ann’s Washington Inn. This delightful guest house comes with lush gardens and terraces on which to sit, have a drink and relax.

It’s no wonder plenty of couples decide to host their weddings here – it’s a place where you’re guaranteed to have a good time (and a comfy bed afterward)!

New York Road Trip Stop 4: Lake George

It’s time for a tan! Or in my case, a mild change in my pasty white, white complexion! And the one place I like to pretend to tan is Million Dollar Beach.

But, this beautiful natural oasis is just one of the many things that attract road trippers to Lake George every year. And there’s no reason for you to miss out either.

Because this top NY road trip destination is more than just a big body of water – there’s historical forts, rail bikes, a huge amusement park, need I say more?

Things To Do In Lake George

Take an authentic steamboat cruise on Lake George  – Get out on that water, yo! After all, this town is named after the lake for a reason, and you should definitely head onto one of their local steamboats – especially the Minne Ha Ha Paddlewheel! – to enjoy one of the oldest pastimes in the USA.

House of Frankenstein Wax Museum  – Wax figures? Check. Movie monsters? Double-check. The ultimate creepiness collection? Check check and CHECK! If you’re after some scares during your ultimate New York road trip itinerary, this house of horrors will definitely scratch that itch. Be warned: not all of the wax statues stay still ….

What to eat in Lake George

The Garrison Restaurant and Bar  – For great food and great company, head to the Garrison, just around the corner from Million Dollar Beach. This all-American bar and grill boasts live music, patio seating, and a huge menu full of satisfying pub grub. Plus, there’s plenty of craft beers on tap!

The Boathouse Restaurant  – For the best in waterfront dining that Lake George has to offer, this former boathouse (who would have guessed?) provides high-stacked burgers, tasty steaks, the freshest seafood, and a whole host of other dishes that will kick your New York road trip up an extra notch!

Where To Stay In Lake George

Inn on the Hill  (Lake George)  – This place has everything you could want from a comfortable night’s stay, with modern furnishings and the added bonus of an outdoor pool.  Umm, hi. Sign me up, please! Plus, it’s just a stone’s throw from Lake George itself, meaning you can head straight out onto the water easily.

The Inn at Erlowest  (Lake George) –  I’ll admit it, this place comes with a hefty price tag. But when you want luxury, this is the place to measure it by. This beautiful stone building comes with HUGE rooms, some even with a fireplace or a jacuzzi, and excellent views of the lake, so your breakfast scenery will be second to none

New York Road Trip Stop 5: Lake Placid

It’s now on to our final stop of our first New York road trip itinerary – Lake Placid, a jewel among the Adirondack Mountains and home to one of the  best lakes in New York . .

If you’re venturing out on the ultimate road trip from NYC in the winter, this will be the perfect place to finish, because Lake Placid is a snow sports paradise!

But what if I’m on a NY road trip in summer? Oh well, I guess you’ll just have to settle for the natural beauty of sunlight pouring through green trees and shimmering off the cool, clear lake water. Sigh, it’s a hard life!

Things To Do In Lake Placid

Zip through the trees at Experience Outdoors  – What better way to view nature than by speeding over it at top speed? JK y’all, this isn’t you’re usual outdoor adventure! But just south of the main town of Lake Placid, make sure you stop by this family-friendly thrill ride.

Because in addition to epic zip lines, there’s also an adventure park full of challenging obstacles all set up in the Adirondack Mountain forests! You can see why this is one of the popular things to do in Lake Placid.

Shoot across Mirror Lake in a Toboggan  – Prepare for the longest slide of your life as you rocket down this 30-foot tall structure straight onto Mirror Lake! Although only available in winter, this is one of the most unique things to do in Lake Placid , with some sledders managing to slide over 1,000 feet across the ice!

You can also check out some of the best breweries in Lake Placid while you’re here.

What To Eat In Lake Placid:

Delta Blue  – Classic Lake Placid decor meets sumptuous Southern cuisine in this wood-paneled establishment complete with tree branches lining the ceiling. On the right day, you can even catch a live blues night while you enjoy your barbecue ribs!

Mis Amigos  – Sometimes you just want a burrito, amirite? Or, tacos, nachos, enchiladas, and the ocassional chimichanga. Well,  Mis Amigos deffo has got what you want with dishes that are bursting with flavor! If the weather is good, make sure to get a seat by the fire pit outside on the patio so that you can embrace Lake Placid’s sweet, small-town ambiance.

Where To Stay In Lake Placid:

Maple Leaf Inn  (Lake Placid)  –  Maple Leaf Inn  sits between Mirror Lake and Paradox Bay, within easy walking distance of both lakes. This quaint budget option will have you ready and refreshed for the day’s activities, and is perfectly positioned for anyone wanting to head up to Whiteface Mountain!

Cobble Mountain Lodge  (Lake Placid)  – When you think “mountain lodge”, this is what will appear in your head. Warm and comfortable rooms, with wooden furnishings and wood-paneled walls, this place just screams cozy!

New York Road Trip Stop 6: Montreal

If you’ve driven this far north, why not go a little bit further and add another country to the mix? I mean Canada is just right across the border and Montreal looks so tempting right? Montreal is one of those places that I have been to more times than I can count because it is such a beautiful city and it is so accessible. Probably why I’m a bit biased when it comes to visiting it.

Things To Do In Montreal

Explore The Gorgeous Sandy Beaches – Montreal has some great beaches where you can enjoy the sand and the sun. If you are visiting in summer that is. If it’s winter, you can still enjoy the sand but it would be a bit too cold to enjoy the water. Nevertheless, it still a great spot to come to enjoy the view!

Go For A Hike – Montreal is a haven for anyone who loves the outdoors. There are amazing park trails for people at all levels of hiking experience and endurance. It is a great way to unwind.

Some of the popular parks are Parc Jean-Drapeau, Mount Royal, Lachine Canal and Champ des Possibles. These parks are just one of those benefits for the lucky ones living in Canada.

What To Eat In Montreal

Foiegwa – Head to Foiegwa for one of the best brunches in Montreal . This elegant diner was actually crafted out of an abandoned space. It is currently known for its gourmet regional cuisine and yes as I mentioned its brunch!

If you visit Foiegwa make sure to try out the waffles and the chicken. Doesn’t sound gourmet? Trust me, you will be surprised!

La Cave A Manger – You may have left NYC way behind but Montreal can offer you one of the most iconic dishes from your fav city. Try the Lafayette Supreme croissant at La Cave A Manger. This is a cream filled delicacy with multiple circular croissant layers. Have I convinced you yet? You seriously have to try it because it will have you craving for more than just one!

Where To Stay In Montreal

Best Western Plus Hotel – The Best Western is a popular hotel chain and with good reason. The hotel has modern rooms which are clean and pretty large. It comes with all the amenities that you could need for a night out in the town. Plus it is very conveniently located in the downtown area.

Hotel Bonaventure Montreal – This is another pretty great hotel to stay at and it has some raving reviews. Not only is Hotel Bonaventure in the heart of the downtown activity, it even has a fitness center that guests can use for free. The 2.5 acres of manicured gardens is also a big draw, as is the rooftop pool and terrace.

Bonus Stop For The Winter Lovers: White face mountain

Whiteface mountain is so close to Lake Placid that you don’t really need to have two bases to visit it. The location however does beg to be mentioned especially if it’s winter but it really doesn’t matter which time of the year you head there. There is always something to do. If you don’t want to be ultra adventurous, there are so many options where you can just kick back and enjoy the view!

Did I mention that there quite a few cool romantic winter getaways here too?

Things To Do In White Face Mountain:

Skiing:  Did you know that the White face mountain is one of the highest in the country? During winter the slopes get coated white and it is a great spot to test your skills whether on a snowboard or on skis!

Hill falls gorge:  It is a privately owned nature park but everyone really raves about how there are trails and activities for all ages. Plus the views are spectacular and it is rather peaceful. Such a break from the noisy streets of the city, if you get what I mean!

Santa’s workshop:  A quirky theme park that has stood the test of ages! It is perfect for families with kids and a fun stop along the way. Don’t expect a huge amusement park with rides though. Here the kids can catch a bit of the Christmas magic and so can you. I know I loved it. Bonus points because I got to feed the reindeer which was so much fun!

Where To Stay In White Face Mountain

Hungry Trout Resort:  It is perfect if you want to stay close to the ski lifts and get as much out of the slopes as you can. 

Sara Placid Inn:  Located in Lake Placid, this a warm tranquil place to stay. It allows you to access the slopes and yet have the quite laid back life near the lake.

New York Road Trip Itinerary #2: Way Out West

New york road trip stop 1: ithaca.

It’s wine o’clock, baby! Because wine and craft beer are the names of the game in Ithaca. Just get me a bespoke beverage, y’all!

So, as you head west into the Finger Lakes region – aka the number 1 wine region in the USA (oh yeah!) – Ithaca will be your first port of call.

As you pass vineyards full of delicious grapes just waiting to be picked, keep an eye out for the many waterfalls you’ll be passing along the way.

With excellent wine and so much gorgeous scenery, this will be the perfect place to start the best New York road trip itinerary ever! Aside from wine, there are also loads of things to do in Ithaca that draw people here year after year.

Things To Do In Ithaca

Head to Taughannock Falls State Park  – The biggest and most impressive of Ithaca’s 150 waterfalls (OMG is there a place where water ISN’T falling around here?!), the Tuh-GA-nick Falls waterfall, as it’s known locally, is 215 feet tall. And the rest of the state park isn’t too shabby either! There are hiking trails , swimming in Cayuga Lake, camping grounds, playgrounds, picnic areas, and more.

Get your art on in Downtown Ithaca  – Walking around Downtown Ithaca is like walking around an art gallery, except that you’re outside on the streets! There are statues and murals everywhere, many by local artists. It’s easy to see why this place has a reputation for its artistic diversity! Heck, even the restaurants and the nightlife are unlike anything you’ll find anywhere else!

What To Eat In Ithaca

Moosewood  – Get yourself some all-natural cuisine at Moosewood Restaurant! Dishes here are made with whole grains, nuts, beans, and seeds, and mixed with the freshest vegetables and spices, for the most organic meal imaginable. You’ll probably feel healthier just by reading the menu!

Agava  – Over in east Ithaca, Agava offers the best in Southwest-inspired vegetarian and vegan cuisine with its amazing selection of farm-to-table style dishes. Just choose between traditional entrees or tapas-style small plates, making it great for groups of friends and families alike. Get sharing, yo!

Where To Stay In Ithaca:

William Henry Miller Inn  (Ithaca)  – This cozy bed and breakfast is right in the Downtown area of Ithaca, and treats guests to historic ambiance while also providing all the modern-day comforts you could want. And if you’re after handmade desserts before bed following a day of fun in the city, then this is the place for you!

Fairfield Inn & Suites by Marriott  (Ithaca ) – This hotel sits right by the Buttermilk Falls State Park, with Cayuga Lake just a 5-minute drive away. The rooms are also neat and spacious, with a pool and a fitness center on-site. That’s why, this is a great place to stop, drop and recharge.

New York Road Trip Stop 2: Watkins Glen

It’s time to jump from one Finger Lake to the next. Because Watkins Glen is less than an hour from Ithaca and sits on an entirely different – but totally picturesque – body of water that is known as Seneca Lake .

Therefore, it’s the perfect spot to go for a hike, cruise out on the lake, or sample some delicious wine from one of the many Seneca Lake vineyards that can be found in this quaint little New York town.

The Corning Museum of Glass also isn’t too far away if you fancy a little trip to one of the best museums in the region.

Things To Do In Watkins Glen

Hike the Gorge Trail  – This hour and a half long trail through Watkins Glen State Park is one of the  best hikes in upstate New York ! Start at the Sentry Bridge, walk around behind the Cavern Cascade waterfall, cross the suspension bridge, marvel at the Rainbow Falls plunge pools, and head onwards towards Jacob’s Ladder. It’s an awesome adventure!

Get your pick of the bunch at the Farmers Market  – Throughout the summer and fall seasons, you won’t find a better selection of fresh produce, meats, crafts, and toiletries than at the Watkins Glen Farmers Market in Lafayette Park. See the community of Watkins Glen at its best here, and grab yourself a bargain!

What To Eat In Watkins Glen:

Seneca Harbor Station  – Here you’ll find meals that’ll fill you up, all year round. During the summer, it’s seafood, steak, and sandwiches. But throughout the winter, the menu changes to hearty chowders that will keep you warm and happy on the inside for a long time!

Blue Pointe Grille  – If you’re after breakfast then the Blue Pointe Grille at the Harbor Hotel is an excellent choice. Order yourself a Finger Lakes omelet and follow it up with some pancakes and waffles. You might even want some oatmeal, yogurt, and perhaps even a muffin. Regardless of what you choose tough, the food here is guaranteed to leave you feeling ready to start your day!

Where To Stay In Watkins Glen

Budget Inn  (Watkins Glen)  – Cheap an’ cheerful, as they say in jolly old England! But don’t worry, the service is 100% American-style hospitality. The location is great too since this hotel sits in between the Six Nations Campground and the Catharine Creek Wildlife Management Area, which means that you’re downtown!

Lakeside Resort  (Watkins Glen) –  The Lakeside Resort  is exactly what it sounds like! So, enjoy 30 acres of walking trails, waterfalls, and garden areas, plus plenty of space for hanging out on the terrace and having a barbecue. You’ll be living the cabin life to the max here during your New York road trip itinerary!

New York Road Trip Stop 3: Rochester

Time to head north! And Rochester makes for an epic, intellectual stop on your New York road trip itinerary.

Especially since there are museums aplenty up here by Lake Ontario, covering everything from science to gamesto art, and even photography.

Plus, there’s the Seneca Park Zoo, which has been open and running for over 120 years!

Things To Do In Rochester

It’s game time at The Strong National Museum of Play  – What’s that? An entire museum dedicated to games, toys, and entertainment? Hold my beer! Because it’s not just kids that will enjoy this museum (although this place is totally family-friendly!).

I mean, there are over 30,000 consoles and games in the International Center for the History of Electronic Games, and it’s home to New York’s only indoor butterfly garden!

Browse through paintings at Artisan Works  – This not-for-profit gallery showcases community artwork that has been created by the local people of Rochester. So, marvel at the artistic creative process in action as artists work to create imaginative new pieces while you visit. There are also guided tours of the facility available for all age groups too!

What To Eat In Rochester

Voula’s Greek Sweets  – Vegan and vegetarian Greek food never looked and tasted so good. And you don’t hear me saying that very often! Whether it’s brunch, lunch, dinner or just some pastries to go, everything here is delicious, and almost all of it is gluten-free or has the option of being gluten-free. Yup, go, go Greek food!

Nick Tahou Hots  – For something uniquely Rochester, head to Nick Tahou Hots and order yourself a “garbage plate”. This local dish, invented at Nick Tahou Hots, includes your choice of protein (steak, chicken, hamburger etc) served on top of a combination of home fries, baked beans, and macaroni salad, topped with a spicy meat sauce.

One way or another, you’re sure to remember your New York road trip itinerary here!

Where To Stay In Rochester:

Hampton Inn Rochester  (Irondequoit)  – This is a modern hotel features plenty of amenities like an indoor heated pool and gym, as well as a daily breakfast with plenty of tea and coffee. Yup, sure sounds good to me! The rooms are also nice and big and well maintained. Hip hip hooray!

School 31 Lofts  (Rochester)  – Right in the middle of the Neighbourhood of the Arts, this modern hotel comes with some impressive furnishings mixed in with some very artistic designs, which is appropriate! You can totally tell this used to be a school, but this is a much better use of the building if you ask me. I’ll take comfort over homework any day!

New York Road Trip Stop 4: Buffalo

Time to head further west to Buffalo, New York’s second-largest city.

As you can imagine, with great size comes a great amount of things to see and do! So, when you visit, expect to find nature preserves, botanical gardens, museums, a thriving nightlife scene, and plenty of activities down by the harbor.

Because it’s all happening here, at least if you embark on one of the best road trips from NYC!

Things to do in Buffalo

Buffalo and Erie County Botanical Gardens  – These amazingly beautiful gardens were designed by the same guy who developed Central Park back in New York, New York! Not only are they a visual spectacle to behold, but they also act as a center for research and education. They’re dual-purpose, y’all!

And the centerpiece of it all is a tri-domed conservatory that is made from wood, steel, and glass, which houses tropical plants and looks Insta-mazing at sunset!

Definitely take some time to go on the Garden Walk, which is known for being America’s largest garden tour. And if you want to be the first one through the door, they also offer an early access activity where you get to help feed the koi fish who live in the ponds here!

Explore Outer Harbor  – This quiet area is home to over 200 acres of green spaces, with plenty of bike paths and walking trails for you to enjoy. There are also plenty of places here where you can rent out kayaks and head onto the waters of Lake Erie. You even have the option of renting water bikes, so you can cycle across the lake. It’s fun and a bit surreal, all at the same time!

Plus, If you head north into Buffalo Lighthouse Park, you can see the towering figure of Buffalo Main Light right at the edge of the water.

What To Eat In Buffalo

Sinatra’s  – Time for some fine dining during your New York road trip itinerary! And this family-owned Buffalo institution fits the bill since they’ve been in operation for over forty years.

They also serve up some of the best Italian Old Country flavors with a bit of modern flair. Soups, salads and antipasti will lead into pasta and specialties like Osso Bucco. With a bottle of wine (or two – who’s counting?) to accompany the proceedings, you and your NY road trip friends will feel like royalty!

Black & Blue Steak and Crab  – Seafood, seafood, seafood, and – oh yeah – more seafood. After all, this is a harbor city, that is known for it’s fresh catch of the day and stunning scenery.

So, for the best seafood the city has to offer, head to Black & Blue for tasty oysters, red snapper, lobster, scallops, shrimp, and, of course, crab. There’s plenty of fish alternatives on offer too if seafood ain’t your jam, including all manor of steaks and sides to go with them!

Where To Stay In Buffalo

The Delavan Hotel  (Buffalo)  – Feel like playing some billiards? Then staying at  the Delavan Hotel  will make you feel like you’re living in a palace!

Yup, nothing but large rooms with an abundance of lamps and chandeliers. Add in a 24-hour front desk, an on-site fitness center, and a bar to create the perfect place to stay in Buffalo. Yes, nothing but the star treatment for me, please!

Wyndham Garden  (Buffalo Downtown)  – Located right in the center of the city, this affordable hotel is perfect for those who want to stay right where the action is.

The rooms are comfortable and well equipped, with friendly and hard-working staff who help facilitate an easy check-in and check-out. Yup, just what you want during your New York road trip itinerary!

New York Road Trip Stop 5: Niagara Falls

“It’s the end of the world and we know it”, and by world, I mean road. Because yes my friend, this is the final stop on our New York road trip itinerary!

And I dunno about you but I personally think it’s important to end with a big finish, and they don’t come much bigger than this!

Because Niagara Falls is famous for being home to one of the world’s most amazing and beautiful natural waterfalls. One of those things that makes you proud to be a New Yorker!

Fortunately, there’s way more to this corner of New York state than just impressive (VERY impressive!) water features.  But, I alos understand if you just want to spend most of your time at the falls.

Things To do In Niagara Falls

Uh … visit Niagara Falls?  – I mean, how are you not gonna see it? You have to, really, it’s SUPER famous! Although, you really do have to see Niagara Falls with your own eyes to appreciate the full power of its beauty. I have a whole Niagara falls itinerary that guarantees you make the best out of your trip!

First, head over to Niagara Falls State Park to begin your journey, and then head up to Prospect Point to take that all-important selfie. Gotta make those waterfalls more beautiful, amirite? Don’t forget to match those amazing pics with the right Niagara falls captions.

If you want, you can even take a ride aboard the Maid of the Mist to see the base of the Falls and refresh yourself in the cascading mists! Just make sure that you pack everything you need for Niagara falls .

What To Eat In Niagara Falls

Zaika Indian Cuisine & Bar  – For a vegetarian-friendly taste of India, this restaurant creates dishes taken from royal Indian menus dating back hundreds of years.

Choose from exotic meals like paneer, biryani, rogan josh, dal makhani, and more. Finally, wash it all down with a refreshing lassi, or a yogurt-based drink that can be served sweetened or salted, your choice!

Top of the Falls Restaurant  – It’s the only restaurant that actually overlooks Niagara Falls! So, as you munch away on your fish and chips, Beef on Weck, or a quality hamburger, you can gaze out the floor-to-ceiling windows at Horseshoe Falls. And if you want, you can even sit on the outdoor dining deck for a closer look!

Where To Stay In Niagara Falls

Wanderfalls Guesthouse and Hostel  (Niagara Falls)  – If you’re looking for a cozy, budget accommodation, and all you really need for the night is a bunk and a pillow, then  Wanderfalls Guesthouse and Hostel  will be perfect for you.

There are also plenty of different sleeping options available, all of which include comfortable communal eating and living spaces. Yup, it’s the perfect place to meet like-minded travelers who have also embarked on one of the best road trips from NYC to see the world-famous Niagara Falls!

Seneca Niagara Resort & Casino   (Niagara Falls)  – Feel like splashing out on your final New York road trip itinerary stop? Well, this is the place for high rollers and ballin’ ballers such as yourself!

I mean, the rooms here are equal parts huge and amazing and include access to jacuzzis, swimming pools and gym equipment. You can even get pampered in the in-house spa, or try your luck in their casino and have yourself a great time!

Map of the Ultimate New York Road Trip itinerary

Additional New York Travel Resources You’ll Love

• Best Things to do in Beacon
• Best Things to do in Poughkeepsie
• Best Things to do in Lake Placid
• Best Things to do in Lake George
• Best Christmas Tree Farms in New York
• Romantic Winter Getaways from NYC

Well my road trippin’ homies, that just about concludes this epic guide to the ultimate New York road trip itinerary!

Tell me, did all your favorite road trips from nyc make the list if not then let me know in the comments below and i’ll check them out. , and if you found this post helpful, be sure to join our email list and pin this post now so that you can read it again later.

Monday 4th of July 2022

Nice article with excellent suggestions. However, Sam's Italian in Albany has permanently closed.

travelnewyorknow

Saturday 7th of January 2023

Thanks for letting me know!

Saturday 18th of June 2022

Loved this, but what about the 1000 Island /St. Lawrence area... Maybe this is your next project. Lots to do there and along that western coast

New York to Montreal Road Trip: Where Past Meets Present

Whether exploring the Great Camps of the Adirondacks, cheering on your horse at Saratoga Springs or biking amongst the outdoor exhibits of a forward-thinking art center in Hudson Valley, this New York to Montreal road trip balances the glamor of an era gone by with the area’s forward-thinking, contemporary heart.

The Catskills and Hudson Valley

Days 1 & 2

Leave New York City behind as you venture into the bucolic Hudson Valley just a few hours drive north of the big city. Thanks to generations of artists escaping the city to find inspiration in nature upstate, Hudson Valley is awash with trendy boutiques, fantastic restaurants and acclaimed art institutions.

Indulge in a farmer-led visit and lunch at the renowned Stone Barns Center for Food & Agriculture, then stop by Storm King Arts Center to explore this leading open-air museum by bike. At the end of the day, rest your head at Troutbeck – a beautiful 250-acre estate that has hosted naturalists, poets and other romantics of the likes of Emerson and Hemingway.

On your second day, Troutbeck has a myriad of activities to immerse you in the surrounding forests and valleys that have long inspired its visitors. Whether you’re interested in hiking, a guided fly-fishing experience or meditation, there’s something for everyone.

Saratoga Springs

Day 3 & 4

Continue to step back in time as you venture further upstate. First, you’ll stop by Olana Estate, home to one of the major figures in the Hudson River School of landscape painting, for a private tour through the historic building and sweeping grounds. Then it’s onward to Saratoga Springs , where you’ll enjoy the nostalgic glamor of thoroughbred horse races. We’ll arrange your VIP box seats at the track with a private paddock pass and access to the winner’s circle. Don your race day best (don’t forget your hat!) and hope the odds are in your favor.

The Point in the Adirondacks

Continuing north, you’ll drive a few hours to enter the Adirondacks. This wild landscape sprawls across over 6.1 million acres of beautifully rugged mountains, lakes and natural beauty. Soak in your beautiful surroundings with cocktails from the epic vantage point of the Lake Placid Olympic Ski Jump.

Enjoy the best of this beautiful wilderness from the comfort of The Point , a secluded luxury property on Saranac Lake. The Point is a true vestige of the past and a member of the elite ranks of the “Adirondack Great Camps.” In the early 19th century, Gilded Age magnates– such as the Vanderbilts and Guggenheims– built idyllic log mansions along the lakeshores of upstate New York as much-needed escapes back into nature. The Point, built by a member of the Rockefeller clan, is the paragon of this Great Camps era and continues to promise the offer of peace and natural beauty to this day.

During your luxurious stay at The Point, unwind without the distraction of television and with the serenity of the lake and forest at all sides. Twice a week you’ll have the opportunity to dress up in formal attire and join an elegant seven-course meal, in the glamorous style of the Rockefeller’s Great Camps of old. During the day, participate in as many (or as few!) activities as you choose– from waterskiing, fishing and paddle-boarding on the lake to hiking, tennis or croquet amongst the trees.

Finish off your journey by crossing the Canadian border into Montreal, the cosmopolitan heart of Quebec. This city is a convergence of the Old and the New World, the French and English language, exciting new ideas and centuries of history. Your accommodation at the Hotel William Gray mirrors the dichotomy of the city itself with its unique blend of modern design and historic architecture.

Walk the cobblestone streets of Old Montreal with a local historian and peel back the layers of time as you discover the city’s journey from a 17th century fur-trapping town to the multicultural hub it is today. Alternatively, get a taste of Montreal’s multicultural influences on a food tour of North America’s largest open air market with a local chef.

Time to head home! You can fly from Montreal or choose to make the long haul driving back to New York City (6 hrs).

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The best road trips from NYC

These road trips from NYC will take you to stunning locations all within seven hours of the city

We’re huge fans of all things NYC, but sometimes even we need a break from the city and all it entails. Fortunately, New York City provides one of the best bases in the country to use as a jumping-off point for some incredible day trips or even longer road trips. Whether you're taking someone special on a romantic getaway , or are looking to disconnect from your devices with a serious dose of nature, these road trips from NYC serve as an ideal weekend getaway .

Maybe you’re looking to escape the heat of NYC in the summer, or you’re just wanting to discover a nearby destination you’ve never been to before. Here are the best road trips from New York City, from the most scenic corners of New England to charming Catskills enclaves.

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Top road trips from NYC

1.  Cold Spring, NY

54 miles from NYC

For New Yorkers, it’s hard to imagine the city’s western boundary, the Hudson, in the context of a small town. But Cold Spring is just that—a riverside hamlet with an almost gratuitously all-American sensibility. (It’s where Don McLean wrote the song “American Pie,” so yeah, it’s fairly patriotic.) There are also antique shops, a trolley and a country store to boot.

Necessary pit stop: RiverMarket Bar and Kitchen  in Tarrytown serves locally sourced food right on the river.

2.  Berkshires, MA

152 miles from NYC

Dense, lush forests and rural New England charm define this bucolic spot in Western Massachusetts. You should picnic beside Berry Lake (and maybe see black bears eating blackberries) and drink niche brews and exotic whiskies on a comfy wooden stool in Moe’s Tavern  in Lee, MA.

Necessary pit stop: Take a stop off the Taconic State Parkway and picnic at Barton Orchards  in Poughquag, NY where you can pluck a wide variety of fruits and veggies, including apples, tomatoes, cucumbers, eggplants and pumpkins.

3.  Philadelphia, PA

97 miles from NYC

Philly is the place to be to see street art, from wall-crawling mosaic art exhibits to an all-star showcase for the electric-colored graffiti by local artists. Rittenhouse Square is a well-ornamented park and a nice break from the bustle, and you shouldn’t be too cool to go to Independence Hall, where America began. (It’s where the Declaration of Independence was signed and where the Liberty Bell lives.)

Necessary pit stop: Bracket your contempt for Jersey and hit up the Colonial Diner  in Brunswick, NJ to try the fluffy-AF French toast.

4.  Narragansett, RI

168 miles from NYC

Nestled between the eastern bank of the Pettaquamscutt River and the mouth of Narragansett Bay, this shore-side locale boasts three pristine beaches: Scarborough State Beach, Narragansett Town Beach and Roger Wheeler State Beach. If the blank coastline begins to bore you, check out the Point Judith Lighthouse which dates back to 1816.

Necessary pit stop: Stop in Connecticut and munch succulent seafood at Liv’s Oyster Bar  in Saybrook, CT.

5.  Cape Cod, MA

246 miles from NYC

The lure of this sea-worn town is well known—it’s where gentle green dunes meet a rocky shore, the beach is worn by waves and the sunsets look tangerine over a royal-blue Atlantic. If you like to fish, there’s nowhere better: The waters are home to bluefin tuna, striped bass, flounder and fluke and are patrolled by salty curmudgeons wearing yellow slickers and steering wooden skiffs.

Necessary pit stop: Hop off the Interstate and cruise around Providence. Drive past its Venetian-style canals towards College Hill. Stop by Aleppo Sweets , an amazing Syrian bakery and cafe.

6.  Finger Lakes, NYC

256 miles from NYC

The Finger Lakes region can be turned into an even longer trip. Chock full of scenery, hiking, wineries and historic attractions along its 11 beautiful lakes. Visit the Heart & Hands Wine Company and hike in Watkins Glen State Park  (or Robert Treman State Park  to escape the crowds of the latter).

Necessary pit stop: In the tiny town of Roscoe you'll find Roscoe Diner . The vintage joint is known for thick slabs of french toast. 

7.  Lake Placid, NY

290 miles from NYC

The aptly named Lake Placid is a small village that provides a relaxing retreat from urban life. Its big, conifer-covered mountains surround the 122-acre Mirror Lake, around which the town is centered. The high altitudes keep the climate here mild, so you can stay chill even in the dog days of summer and even learn about sports history at the Olympics Center.

Necessary pit stop: Remind yourself that New York City isn’t the state capital (though it arguably should be). Stop at the actual New York State Capital in Albany.

8.  Cape May, NJ

158 miles from NYC

This idyllic resort town on the Jersey Shore is known for grand Victorian houses, historic spots like the Congress Hall hotel and the lovely paved promenade along the beaches. Enjoy a drink at the waterfront bar The Rusty Nail then go for fresh seafood at The Lobster House.

Necessary pit stop: Might as well stop in Atlantic City. You can grab a bite to eat at Tony's Baltimore Grill (yes, get the spaghetti pizza).

9.  Stowe, VT

334 miles from NYC

This sleepy getaway is ripe for outdoor adventure—rich thickets of sugar maple, beech and yellow birch trees surround the town center, which, as is typical of Vermont, is dominated by a towering white church steeple. To get a sense of the surroundings, take a canoe or kayak out on Lake Elmore, the Green River Reservoir or up the Lamoille and Winooski rivers. And every summer, the Stowe Theater Guild   puts together shows to entertain you in the evenings.

Necessary pit stop: If you need a rest stop, drive west to Brattleboro. Whetstone Station serves unique, small batch craft beers alongside inspired food-truck-style favorites.

10.  Saratoga Springs, NY

190 miles from NYC

This town gets its name from an abundance of mineral springs (there are 18), which have attracted spa-seekers since the 19th century. Almost all the springs are naturally carbonated, so we recommend sipping some complimentary Saratoga Sparkling Rosé when bathing in them. The city’s also famous for the Saratoga Race Course  where you can place legal bets. 

Necessary pit stop: Stop in Woodstock and hike up Overlook Mountainin Woodstock for a view of the Hudson River Valley that is seriously worth the two-and-a-half-mile walk.

11.  Alexandria, VA

238 miles from NYC

Cobblestone streets, sidewalk cafés and a generally dreamy attitude endow this small city with a romantic feel. Walk along the pastel-colored buildings on King Street, the main drag in Alexandria’s Old Town, for unique shopping at (mostly) non-franchise boutiques. Then treat your eyes to Torpedo Factory Art Center  which houses 82 artist studios and six galleries, all of which are open to the public.

Necessary pit stop: The Coffee Station  in Garnet Valley, PA serves up diner-food delights in an unpretentious setting: There’s often live music and a mug full of Trivial Pursuit cards on each table.

12.  Bar Harbor, ME

487 miles from NYC

Granite cliffs meet the Atlantic Ocean and Colonial Revival cottages line the quiet streets in this city. Walk along the Shore Path, which hugs the chocolate-box coastline and runs from the Town Pier toward Mountain Desert Island. Then sample something sweet at Mount Desert Island Ice Cream — just look for a bench painted a Victorian-y shade of purple.

Necessary pit stop: Stop in New Hampshire and drink suds at the top-notch Portsmouth Brewery .

13.  Niagara Falls, NY

408 miles from NYC

This tourist attraction and old-timey honeymooner fave is well worth a visit. The seven-hour trip is an exceptionally scenic one, so build in time for stops and hikes. There's a reason tourists flock to Niagara Falls State Park —thunderous falls, mist and plenty of rainbows are unforgettable.

Necessary pit stop:  As you drive through the Catskills, grab a stop on the patio at Yiasou Cafe , a cheerful spot serving a variety of traditional Greek & Mediterranean dishes.

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États-Unis–Montréal : guide du parfait road trip

Jamie O'Meara

Jamie O’Meara était le rédacteur en chef pour C2 Montréal. Il a été le rédacteur en chef du journal alternatif hebdomadaire  HOUR Magazine .

Cet article a été mis à jour le 10 avril 2024.

Le secret est encore bien gardé pour plusieurs : les charmes de l’Ancien Monde et le modernisme métropolitain de Montréal sont à seulement quelques heures de route pour bon nombre d’Américains du nord-est du pays de l’oncle Sam. L’automobile demeure donc l’un des moyens les plus simples de faire le voyage dans notre ville qui a rouvert toutes grandes ses portes et est prête à accueillir les visiteurs. Voici quelques conseils à considérer avant de prendre la route vers la métropole de la Belle Province. 

Comme dans la plupart des grandes villes, la saison estivale est le moment d'entreprendre des travaux pour améliorer le réseau routier. Pour bien planifier vos trajets et éviter les retards, consultez le site Internet de Mobilité Montréal .

La route vers Montréal : rien de plus facile!

Montréal est située non loin de la frontière canado-américaine et les principaux postes d’entrée au Québec sont installés, sans surprise, au bout d’autoroutes américaines majeures. À partir de New York et via Plattsburgh, l’autoroute I-87 vous mène au poste frontalier de Champlain/Saint-Bernard-de-Lacolle (à seulement 45 minutes de Montréal grâce à l’autoroute 15); en partance de Boston, l’I-93 Ouest et l’I-89 Nord vous mène au poste de Saint-Armand/Highgate Springs; et du Vermont, l’I-91 Nord vous mène au poste de Stanstead/Derby Line.

Cela dit, si vous arrivez de l’État de New York via le pont des Mille-Îles, le pont international de la Voie maritime/Traversée des Trois Nations ou encore le pont international Ogdensburg-Prescott, en Ontario, et prévoyez emprunter la célèbre autoroute 401 jusqu’au Québec, nous vous recommandons de lire ces conseils pratiques afin de profiter pleinement de la route vers Montréal.

Choisissez votre porte d’entrée

Vous voudrez choisir à l’avance votre poste frontalier parce qu’ il en existe plusieurs , petits et grands, le long de la frontière québécoise (17 avec l’État de New York et 15 avec le Vermont). Gardez en tête que les plus grands postes sont habituellement plus achalandés et demandent une plus grande patience. Vous pouvez visiter le site web de l’Agence des services frontaliers du Canada (ASFC) pour consulter les temps d’attente actuels (mis à jour aux heures) aux principaux postes et pour vous inscrire aux alertes par courriel. Le Service d’alertes frontalières par courriel de l’ASFC avertit les abonnés lorsque des événements majeurs causent une interruption importante à la frontière. Une alerte est alors envoyée pour indiquer quels postes sont touchés et quelles sont les solutions de rechange.

Traverser la frontière canadienne est habituellement assez simple et entraîne un minimum de tracas; après tout, la circulation doit demeurer la plus fluide possible. Vous pouvez vous attendre à répondre à des questions concernant les raisons de votre visite et la durée de votre séjour – tout ce qu’il y a de plus normal. On vous demandera peut-être aussi si vous avez de l’alcool, du tabac, de la nourriture et des armes à feu en votre possession. Si l’alcool et le tabac sont permis en petite quantité certaines marchandises sont réglementées ou interdites. Apprenez-en davantage sur ce que vous pouvez apporter ou non avec vous ici .

Si vous croyez que vous ferez le voyage plus d’une fois dans les cinq prochaines années (ce que nous vous encourageons à faire à coup sûr), vous souhaiterez peut-être investir 50 $ dans une carte NEXUS . Cet outil permet aux visiteurs canadiens et américains de profiter d’un programme d’entrée accélérée et de voies prioritaires dans certains postes frontaliers.   

Vous êtes arrivé au Québec! Qu’est-ce qui vous attend?

La première chose que vous remarquerez sans doute : les panneaux sont en français. La deuxième chose : vous pouvez maintenant rouler à 100 sur l’autoroute. Youpi! Sauf que chez nous, les limites suivent le système métrique : il s’agit donc de kilomètres/heure et non de miles/heure. Cent kilomètres/heure équivalent à 62 miles à l’heure. Puisque Montréal est sur une île, vous devrez gagner le centre-ville en empruntant un pont. Les deux principaux sont le tout nouveau pont Samuel-de-Champlain (qui vous mènera jusqu’à l’ouest du centre-ville) et le légendaire pont Jacques-Cartier (qui vous mènera plutôt à l’est du centre-ville). Conduire en ville n’est pas compliqué, mais c’est parfois différent. Nous vous recommandons de consulter notre guide pratique sur la conduite à Montréal . À bientôt!

Consultez le site de l’Agence de mobilité durable pour trouver du stationnement près de votre destination. Vous pouvez également télécharger l’ appli P$ Service mobile pour payer votre parcomètre, peu importe où vous êtes. 

Vous ne voulez rien manquer ?

L’infolettre de Tourisme Montréal, c’est toute l’action qui fait vibrer Montréal réunie au même endroit.

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10 Must-Stops For A New York To Boston Road Trip Through The Hudson Valley

Marcio Jose Bastos Silva / Shutterstock

• Destinations
• Hudson Valley
• Massachusetts
• Road Trips In The U.S.
• Types of Travel
• United States

A road trip from New York City to Boston is on many bucket lists. Most people drive the coastal route with stops in Connecticut and Rhode Island. As an alternative, try going inland through New York State and Western Massachusetts. You will discover many cultural, culinary, and historical hidden gems on this road trip.

This road trip can be done any time of year. On an autumn trip, you will see amazing fall colors. Spring brings an abundance of flowers. It is doable in winter, but some spots are seasonal and the roads can get snowy. Summer is full of interesting events and a lot of crowds.

turtix / Shutterstock

1. New York City

New York City is a fantastic destination any time of year. Culture, theater, food, parks, and history — it’s all there. If you are a first-time visitor , you may want to focus on the top attractions: Central Park, the Statue of Liberty, the Empire State Building, the Brooklyn Bridge, Grand Central Station, Chinatown, and Broadway.

As a native New Yorker, I like the hidden gems of New York , and you might also include a trip to Brooklyn, Queens, Staten Island, or the Bronx as part of your adventure.

New York is one of the culinary capitals of the world, so be sure to sample the many ethnic cuisines in the city. Chinatown, Curry Row, Katz’s, and Yonah Schimmel Knish Bakery are definitely worth a try.

Songquan Deng / Shutterstock

Once you’ve had your fill of the Big Apple, it’s time to get on the road. First stop: the Hudson Valley. The Hudson Valley begins just north of New York City and extends all the way to Albany. On this road trip, you’ll be going through the lower portion of the Hudson Valley, about an hour’s drive from Manhattan. The next several stops in our itinerary will allow you to experience the beauty of this fine region.

Linda Harms / Shutterstock

2. Union Church Of Pocantico Hills Stained Glass

The first stop is a hidden gem. Built by the Rockefeller family, the Union Church of Pocantico Hills is a small, unassuming church with nine stained glass windows by Marc Chagall and one by Henri Matisse. Take a moment of quiet reflection and to admire the stained glass. Photography is not allowed inside the church. It is wheelchair accessible and a short walk from the parking lot.

Felix Lipov / Shutterstock

3. Kykuit: The Rockefeller Estate

The Hudson Valley is full of historic sites that date to the gilded age, including the Rockefeller and Vanderbilt estates as well as those of Presidents Martin Van Buren and Franklin Roosevelt. Pick at least one to visit.

Our favorite is Kykuit, the home of four generations of Rockefellers. The gardens, views, and homes are spectacular. You can only visit Kykuit by booking a tour . It is best to buy your tickets in advance, especially if you are visiting in the summer. The art galleries are included on the three-hour tour.

The grounds are extensive, so walking shoes are important. Some parts are accessible, but not all. When booking a tour, check the website for full accessibility information.

For a dinnertime splurge, Blue Hill at Stone Barns is nearby. This farm-to-table restaurant is amazing but very expensive. There are many affordable restaurants, hotels, and bed-and-breakfasts in Tarrytown and the surrounding areas, too.

If you are in the Hudson Valley during October, Sleepy Hollow is a great place to experience Halloween for children and families.

After checking out of your overnight stay the next morning, head up to New Windsor, about an hour’s drive.

Photo Spirit / Shutterstock

4. Storm King Art Center

Storm King is a 500-acre outdoor museum with large-scale sculptures. It is stunning any time of year. Our favorite time to visit is in autumn when it is less crowded and the fall colors light up the area. Sunscreen, insect repellent, and good walking shoes are in order. If you have mobility challenges, a tram traverses the grounds and is equipped for wheelchairs.

For lunch, there is food onsite and in nearby restaurants. Alternatively, take a 40-minute drive to our next recommended stop: the Culinary Institute of America.

Nancy Kennedy / Shutterstock

5. Culinary Institute Of America

Want to see where the next top chef is being trained? Stop by the Culinary Institute of America (CIA). CIA was the first college to offer culinary arts instruction in the U.S. The late celebrity chef and host of Kitchen Confidential , Anthony Bourdain, was an alumni.

Located in beautiful New Hyde Park, the CIA primary campus is a good place to visit for an hour. The school has a cafe and two restaurants on the premises. Reservations are recommended and are sometimes booked up months in advance.

6. Rhinebeck, New York

Rhinebeck is a short 20-minute drive from CIA. It is very popular for antiques. You can find treasures anytime of the year, and there is a huge antique show in October . If you visit in July, there is a hot air balloon festival . In May, you’ll find an antique car show .

Stay overnight in Rhinebeck. Make sure to book your room in advance if you are attending one of the festivals. The Old Rhinebeck Inn and the Fiddlers Farmhouse are two possibilities.

T photography / Shutterstock

7. MASS MoCA

Get on the road first thing the next morning for the two-hour drive to North Adams, the home of the Massachusetts Museum of Contemporary Art (MASS MoCA) .

Located in North Adams, MASS MoCA is one of the largest contemporary art and performing spaces in the country. Housed in a converted print factory complex, the museum is known for its oversized modern and contemporary installations not usually found in traditional galleries. In addition to special exhibitions, MASS MoCA offers a wide variety of music, sculpture, dance, film, painting, photography, and theater. The museum has an excellent bistro on site.

The place to stay when visiting MASS MoCA is across the Hoosic River. The Porches Inn is a charming boutique inn converted from a row of beautifully restored 19th-century Victorian homes. Named for its porches filled with rocking chairs, it is very cozy with working fireplaces and claw-foot tubs. The inn blends whimsical comfort with modern amenities.

8. Northampton, Massachusetts

An hour’s drive from MASS MoCA, Northampton and nearby Amherst are college towns. Smith, Hampshire, Amherst, and Mount Holyoke Colleges are located there. The Botanic Garden of Smith College is worth the trip. You can also wander Main Street to see the art galleries. Want to travel off the beaten track? Visit the Yiddish Book Center in Amherst. The center is dedicated to the preservation of Yiddish, the language of eastern European Jewish communities. More than a million books are collected there.

It’s a two-hour drive to the next stop — Salem, famous for the Salem witch trials of the 1690s.

Pierrette Guertin / Shutterstock

9. Salem, Massachusetts

Salem has much to offer and could easily be an overnight stop or a day trip from Boston.

Of the many tourist attractions related to the Salem witch trials, our favorite is the Salem Witch Memorial to the 20 men and women who were tried and executed. Fans of Nathaniel Hawthorne can also take a walk to see the House of the Seven Gables, the setting for the novel.

The Peabody Essex Museum is also a must-see. Its collection spans widely from maritime artifacts to Asian and African art.

While in Salem, make sure to go to the Punto Urban Art Museum on the other side of town. The area has extensive murals painted by local and internationally famous artists. It is part of an effort by the North Shore Community Development Corporation to use street art as a social justice and community development effort.

Once you are done in Salem, make the 40-minute drive to Boston where you will spend the next three days exploring the city.

Sean Pavone / Shutterstock

10. Boston, Massachusetts

You’ve now arrived in Boston, a city with many historical gems . Some favorites are the Freedom Trail, Paul Revere’s house, and Faneuil Hall. Perhaps you’ll want to catch a baseball game in Fenway Park, soak in the sun in Boston Commons, or grab a drink at the famous Cheers bar. Crossing the Charles River will bring you to Harvard , MIT, and Cambridge.

Take your time to savor the scenic drives on this road trip and the hidden gems throughout the Hudson Valley. If you enjoy bed and breakfasts, there are many. Make sure to book your accommodations well in advance if you are traveling in the summer or during one of the many festivals. If you want to dine at the Culinary Institute of America or Blue Hill at Stone Barns, we recommend making reservations months in advance.

Sue Davies and Regina Ang live in both the New York area and Singapore. Sue -- a native New Yorker -- and Regina -- a native Singaporean -- share their experiences at Travel for Life Now . Between them they've traveled to all seven continents (including Sue's dream trip to Antarctica) and more than 50 countries. They love Street Art, LGBTQ+ travel, Asia (especially Singapore), local food, and the search for local travel experiences around the world.

7 Not-to-be-Missed Stops on a New York to Boston Road Trip

Whether you live in NYC and need a getaway or you just want to plan a road trip, a New York to Boston road trip is a classic vacation. While you can make the trip in a day, don’t rush it but plan some stops to see cute towns, historic sights, and beautiful beaches along the way.

I’ve structured this trip to take a week or so, but you can easily turn this into a long weekend trip by cutting down on some of the stops. Some alternate itineraries are outlined below.

The Boston to New York route can get quite congested. In the summer, you can expect a lot of traffic from people traveling to or from the Cape, especially on the weekends. Interstate 95 through Connecticut is notorious for its traffic jams so be sure to check Waze or use Google or Apple Maps to check for the fastest routes. Sometimes using the Merritt Parkway through Southern Connecticut can save you some time. Some people may choose to jump on a Peter Pan bus , or take the train from Boston to NYC , but driving will let you stop along the way.

If you want to go further north, continue on with this Boston to Bar Harbor Maine coast road trip itinerary or extend your road trip even further with this East Coast road trip .

Where to Stop on your New York to Boston Road Trip

Note: This post may contain affiliate links. If you click a link and make a purchase, I may receive a small commission. All opinions are my own.

New York, NY

If you haven’t been to New York City , plan to spend a few days at the beginning or end of your road trip. If this is your first trip to NYC, pick one neighborhood, like the Theater District, Midtown East, Soho, or Lower Manhattan, and explore.

You can’t expect to see everything in one weekend but you are bound to find something for everyone from Broadway shows, world-class museums, walking tours, dining experiences, local food halls, or outdoor enjoyment in Central Park, Battery Park, the High Line, or walking across the Brooklyn Bridge.

Here are some fun ideas for things to do in NYC with kids .

Day 1: Essex, CT

Kick off your road trip to Boston with a drive along the Connecticut coast. You can complete this drive in two hours, but if you aren’t in a hurry, take your time with some stops along the way. Your destination is the quaint Connecticut town of Essex, in western Connecticut. However, you may want to make some stops along the way. The upscale waterfront town of Greenwich is a perfect spot for lunch or some upscale shopping.

However, if you have gotten an early start, skip over Greenwich and stop in Norwalk. In the summer you can hop on board a harbor cruise or take a boat ride into history and nature with a Sheffield Island lighthouse cruise. The SoNo historic district is packed with restaurants that are perfect for lunch.

Continue along to Essex, where you can make your home base for a couple of nights at the Griswold Inn , the oldest continuously operating inn in America. Dining in the historic taproom is a fun experience. Alternatively, you could stay in nearby Mystic .

There is so much to do in this area, especially with kids. Take a ride on the Essex Steam Train, enjoy a fall foliage cruise on the Connecticut River, visit the bizarre and historic Gillette Castle, explore local lighthouses on a harbor cruise from New London, and stroll along the Niantic Boardwalk.

Day 3: Mystic, CT

On your next day, head over to nearby Mystic , Connecticut. You can spend the morning at the Mystic Aquarium and go back in time at the Historic Mystic Seaport. This is a great opportunity to learn about the fishing heritage in this area. You may want to stop for lunch at the popular Mystic Pizza, although I prefer the cool vibes of Engine Room. Nearby, wine aficionados will enjoy a tasting and picnic at Jonathan Edwards Winery in nearby Stonington, CT.

After exploring Mystic, cross the border into Rhode Island where you may want to pop into Watch Hill for a ride on the historic Flying Horses carousel. From there it is only an hour drive to Newport, Rhode Island.

There are many great hotel options in Newport, including the historic Hotel Viking or The Vanderbilt , although families may prefer the contemporary Newport Marriott (especially if you want to use points).

Day 3: Newport, RI

Of course, there is so much to do in Newport , you can easily spend a long weekend. If this is your first visit, there are three things you have to do. First, visit one of the Newport Mansions, such as the famous Breakers. Next, either take a walk on the Cliff Walk or a scenic drive along Ocean Avenue.

Have lunch downtown at Diego’s or The Black Pearl before setting sail for an afternoon or evening sunset sailing cruise. If you have timed your visit with one of Providence ‘s famous Waterfire events , head 45 minutes north to Rhode Island’s Creative Capital for this unique experience.

There are plenty of great places to stay in Providence, but if you are going for something unique, stay at the Graduate Providence .

Day 4: Providence, RI

It is nice to spend at least half a day in Providence before driving another hour or two to Cape Cod. In Providence, you can explore the amazing murals downtown, then walk along the river and over the pedestrian bridge for lunch at Plant City, the city’s only plant-based food hall.

If you have time, you may want to try a Rhode Island Red food tour to check out the city’s famous food scene or get the history of the city from the river with a tour from Providence River Boat Company.

Soon it is time to head east to Cape Cod. If you only have one night to spend on the Cape, you may want to stick to Falmouth at the Sea Crest Beach Hotel or Hyannis at the Cape Codder Resort . If you want to spend more time at the beach, venture a little further out to stay at the luxurious Wequasset Resort or Chatham Bars Inn .

Day 5: Cape Cod, MA

On Cape Cod, you can spend the day biking the Cape Cod Rail Trail, exploring the National Seashore, and enjoying the Cape’s gorgeous beaches and sunsets. You may also enjoy a whale-watching cruise or a lobster bake on the beach with Art’s Dune Tours in Provincetown.

There are endless options to explore on the Cape, even in the off-season .

Day 6: Plymouth, MA

Just 40 minutes up the coast from Cape Cod is a must-stop destination for United States history buffs . Plymouth is a fun seaside town to explore, just don’t have high expectations for Plymouth Rock. Kids will enjoy stepping onto the replica Mayflower II ship — returned to its home in Plymouth in 2020.

I would also highly recommend visiting the Pilmouth Pawtuxet Museums (formerly known as Plimouth Plantations.) The site consists of a 17th-century English village and a Wampanoag homesite.

You can stay overnight at the John Carver Inn , but it probably makes sense to continue 45 minutes further into your ultimate destination — Boston!

Day 7: Boston, MA

There is so much to do in Boston you really want to give yourself a couple of days, but if you only have a day you can hit a few of the highlights. Start at the Boston Public Garden and Boston Common and strap on your walking shoes to explore the 2.5-mile Freedom Trail. There is a lot of history to absorb and for families, a great spot to do that is at the Boston Tea Party Museum and Ships.

Afterward, explore the waterfront, pop into the North End for a great Italian lunch and pastries, stroll down the Rose Kennedy Greenway, visit the Boston Public Market food hall, and explore the city center. If you don’t feel like doing all the walking, you can also hop on board an amphibious duck boat tour.

If you spend 3 days in Boston or more, you can also plan a day trip from Boston up to Salem or Gloucester . See also my guide for visiting Boston on a budget and find out things to do in Boston with kids .

Day 8: Return to New York City

On your trip back from Boston to NYC, you can return the way you came in a four-hour drive or extend your road trip by taking a different route back. If you are looking for an alternative, driving from Boston, you can take Interstate 90 / the Mass Pike West instead of heading back down 95.

An hour west of Boston you will come to Old Sturbridge Village, MA. This is the largest outdoor living history museum in New England, with buildings and interpreters representing life in rural New England between 1790 and 1830. From here, travel south on Interstate 84 to Hartford and continue on Interstate 91 to New Haven, CT, for approximately 1.25 hours in total.

If you are hungry, be sure to enjoy Frank Pepe’s famous pizza (there is also an outpost in Hartford.) If you need to stretch your legs, take a stroll through the Yale University campus. If traffic goes well, it is then less than two hours drive back to New York City.

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Tamara Gruber is the Founder and Publisher of We3Travel. A former marketing executive and travel advisor, Tamara is an award-winning travel writer and recognized expert in family travel. Tamara is a member of SATW and the Adventure Travel Trade Association, and serves on the Board of the Family Travel Association. She is also the publisher of YourTimetoFly.com and the co-host of the Vacation Mavens travel podcast.

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Publish Date: November 22, 2022

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Roadtrip from NYC to Boston, White Mountains, Niagara Falls & Washington D.C.

My road trip on the east coast of the usa.

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This tour along the East Coast is one of the most impressive road trips I have taken in the USA. In October 2016, my father and I started this trip in New York (where else?!) because I wanted to show him why I have, for many years, loved this city so much, and introduce him to the spots that are close to my heart.  

You'll love this:

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In total, this route took us through 12 US states with a travel distance of 1,600 miles. I have detailed the highlights of our road trip on the East Coast of the USA and I’ll share them here with you in the travel review!

Table of Contents

Our route on the map

Our day-by-day itinerary

Days 1 to 3: new york to new england via providence, martha’s vineyard, and cape cod.

Length of the tour: 362 miles.

After two hours of driving, our first stop was New Haven, which has a beautiful city center with many small cafes, bars, and restaurants. New Haven is best known for Yale University, and the city is young as a result; you will notice many students sitting in the cafes with their laptops, working on something.

We then bought some coffee for the ride and drove all the way to Providence . Providence is perfectly located to explore Cape Cod, Boston, or the island of Martha’s Vineyard. If you don’t have time to visit all three spots, I highly recommend Martha’s Vineyard and Boston.

Our hotel was the Hampton Inn & Suites in downtown Providence . At this point of the road trip, the question on our minds was whether the colorful fall foliage was better in the White Mountains or the Green Mountains.

We got into a conversation with a family at Rogue Island Local Kitchen & Bar  (address: 65 Weybosset St #108, Providence), United Stateswhile eating burgers and drinking IPA (it’s right across the street from the hotel), and they recommended the White Mountains to us. That was a good tip, as you’ll see later on from the pictures we took. The town is laid back and you can go out in the evening for an enjoyable time. Don’t forget to visit the Capitol, especially when the sun is low, as it offers incredible light, which is great for photos.

We went to Martha’s Vineyard by ferry , a small but beautiful island off the coast, which is known for being a popular vacation spot for US presidents. The ferry ride takes about 45-60 minutes and you can get to the island from New Bedford ( ferry tickets here ) or from Woods Hole (tickets for the ferry are available on this page ) (destination: Oak Bluffs).

Be sure to note the times they leave beforehand!

We were lucky to be there during the last week of peak season, but fewer ferries go to Martha’s Vineyard during the off-season. The ferry ride is incredibly beautiful, and you will see many small bays, islands, and lighthouses.

While on Martha’s Vineyard, be sure to visit the Harbor View Hotel restaurant (address: 131 N Water St, Edgartown, MA 02539; you can check it out at booking.com here) located at the lighthouse in Edgartown, and my good friend Mikhail in his coffee shop called Behind the Bookstore (address: 46 Main St. – really behind a bookstore, website ). Believe me, the man is one of the most passionate coffee enthusiasts I know! He spends 3-4 months during the off-season visiting coffee plantations around the world to explore great new coffees.

Take advantage of the drive from Edgartown to Oak Bluffs by traveling on the Beach Road. The road always takes you right along the coast and through small towns that are simply gorgeous.

In the evening, we took one of the last ferries from Martha’s Vineyard back to the mainland, where we enjoyed an incredible sunset. The next destination? Boston!

Day 4: Boston

Boston was a highlight for us; we visited the Skywalk Observatory (currently closed, unfortunately), the Charles River with its adjoining meadows, and the old town, and we had plenty of time to sit in the Boston Common Park and listen to the musicians. Our hotel, Loews Hotel Boston , was terrific; perfect value for the money and the best steakhouse in town, Grill 23 & Bar , was right across the street.

Day 5 & 6: Fall foliage in New England & Kancamagus Highway

Length of the tour: 184 miles.

After just about three hours of driving from Boston, we arrived at the White Mountains in North Conway . This little town was our first coffee stop; be sure to go to The Metropolitan Coffeehouse (address: 2680 White Mountain Hwy, North Conway, NH 03860, website ). In addition to free Wi-Fi, the coffeehouse is also a small gallery, the location is great and – of course, also important – the coffee is delicious.

From here, we wanted to go to Mount Washington ; the highest mountain not only in the White Mountains, but in the entire Northeast USA. We were there in October and were lucky to have accessed the webcam beforehand via the website ( here’s the link ). The road there was not passable due to snow drifts; unbelievable, because we were sitting in the sun at 26°C!

The Kancamagus Highway 112 , which leads from Conway to Lincoln, is one of the most impressive roads on the East Coast of the USA. Here you can expect thirty miles of pure nature, crystal clear water, and incredible fall foliage. Plan ahead, as there is little to no cell phone reception. As you travel, you can find parking lots and lookouts like the Sugar Hill Scenic Vista, from which you can enjoy wonderful views.

Lincoln itself is a small town with its own charm and the selection of hotels is not large, rather you will find many motels, some with sensational locations. We stayed at the Indian Head Resort , which had an unobstructed view of a lake and the mountains. It has been family owned for decades and the entire staff is super nice. This was a perfect spot to kick back and relax as we rounded out day 6 of our trip.

By the way, you can go up the tower for $1 per person, which has a few years under its belt. The view is worth the climb!

Day 7: Burlington on Lake Champlain

Length of the tour: 142 miles.

Burlington is right on Lake Champlain, which is in between the states of New York and Vermont. Our hotel was the Hilton Burlington Lake Champlain , which is close to downtown with its many restaurants and bars.

If you want to try ramen, go for Gaku Ramen (address: 144 Church St.) or go to Sixty Battery (address: 60 Battery St., table reservations recommended!). The best craft beer in town is at The Farm House Tap & Grill (address: 160 Bank St.) and the food is just as good as their beer.

We sat outside in the sun for two hours and used the time to plan the next phases of our trip and send photos we had taken thus far. Be sure to try the sandwich with bacon, pear, and blue cheese! Be sure to also take the time to go to the shore of Lake Champlain at Waterfront Park , either to just enjoy the view or even take a tour by boat. You can get great coffee at Uncommon Grounds Coffee & Tea , free Wi-Fi included (address: 42 Church Street).

Day 8 & 9: Niagara Falls

Length of the tour: 386 miles.

Today we had to get up early because we had to drive more than 380 miles.

Our road trip took us all the way to Canada to see Niagara Falls – definitely one of the absolute highlights on our tour along the East Coast of the USA!

The idyllic drive to Niagara Falls took us on small roads past many lakes and rivers. We even crossed the Hudson River, which goes all the way to New York City. After seven hours of driving, we could see Niagara Falls because the swirling water can be seen from far away.

Which side of Niagara Falls is better?

You can see Niagara Falls from both the American side and the Canadian side. We think that the Canadian side is more beautiful, because the view of the falls is much more impressive.

For accommodations, I recommend the Niagara Falls Marriott Fallsview & Spa (book in advance!!!). All rooms have a view of the falls and the breakfast is great; you can have your breakfast omelet prepared any way you like it.

From the hotel, the Falls Incline Railway takes you down to the viewpoint right at the base of the falls. Also fun is the Behind the Falls tour and the Mistress of the Sea boat ride that takes you right up close to the falls. You’ll definitely get wet, but protection is provided.

Impression of the Niagara Falls

The culinary landscape was surprisingly not that good, as tourist-motivated restaurants outnumbered culinary-oriented restaurants. What I can recommend to you, however, is the Terrain Grille Fallsview restaurant , from which you can see the waterfalls. If you go to Niagara Falls during the winter, you might be lucky enough to see them frozen.

If you still have time, you should visit the town of Niagara-on-the-Lake . You will pass many wineries that offer wine tasting, the town is very beautiful, and you will definitely feel at home here.

Day 10 & 12: Washington D.C.

Length of the tour: 407 miles.

Via Philipsburg, we traveled along Interstates 99, 76, 70, and 270 to our destination: the JW Marriott Washington D.C. . The hotel is really brilliant; all major sights are within walking distance , from the White House to the Lincoln Monument and Museum Mile. The rooms are big, it has a great lobby, and the breakfast is really good, too. To end the day, here’s a tip: visit the rooftop bar P.O.V. Rooftop Lounge & Terrace (address: 515 15th St. NW in the W Hotel); from here you can even see the White House!

Washington D.C. has a lot of important sights that you should definitely see. Starting with the White House, the Lincoln Memorial, the United States Capitol, and the Reflecting Pool , known to many from the scene in the movie Forrest Gump. Also on the list: the Washington Monument, the Vietnam Veterans Memorial, the Korean War Veterans Memorial, and the National Air and Space Museum. Plan to spend about four hours on this walking tour of the monuments.

Of course, there is another bar that I would like to recommend to you: The Lucky Bar (address: 1221 Connecticut Ave, corner of 18th Street). It’s a sports bar with a great selection of beer (bottle and tap) and lots of screens on the wall.

Day 13: Via Baltimore and Philadelphia back to New York

Length of the tour: 225 miles.

The last leg of our road trip along the East Coast of the USA took us through Baltimore and Philadelphia on our way back to New York. Baltimore is quite a beautiful place that we have already visited on previous tours.

My conclusion of this road trip from New York

We had planned this road trip along the East Coast of the USA for a long time and it was just great! We took almost two weeks, but the tour can also be completed in a little more than a week.

Helpful links

If you want to rent a car in New York, I recommend this site . And if you want to do this tour with an RV check out this link .

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I'm a true New York fan! Not only have I visited the city over 25 times but also have I spent several months here at a time. On my blog I show you the best and most beautiful spots of the city, so that you have a really good time! You can also find lots of insider tips in our New York travel guide . Also check out my hotel finder for New York !

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20 Places To Visit On A Boston to New York Road Trip

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Stretching over 230 miles (370 km), a Boston to New York road trip is a relatively short trip that sees travellers pass through several New England states, such as Massachusetts, Rhode Island and Connecticut, before ending epically in the heart of Manhattan. The fastest route takes 3 hr 50 min (215.0 mi) driving along the I-90 W, but with so many lovely towns and historical attractions to explore, you’ll enjoy taking a slower trip. 

From charming colonial towns to cities home to the most prestigious universities in the world to the witch trials of Salem and the birthplace of two US presidents in Quincy, there’s so much to take in and experience between these two influential cities. Here’s what to see on a Boston to New York road trip. 

Renting A Car

1- freedom trail, massachusetts, 2- harvard university, massachusetts, 3- salem, massachusetts, 4- quincy, massachusetts, 5- plimoth patuxet, massachusetts, 6- providence, rhode island, 7- international tennis hall of fame, rhode island, 8- cliff walk and the breakers, rhode island, 9- mystic, connecticut, 10- yale university, connecticut, 11- northampton, massachusetts, 12- hartford, connecticut, 13- litchfield, connecticut, 14- culinary institute of america, new york, 15- storm king art center, new york, 16- us military academy at west point, new york, 17- kykuit estate, new york, 18- sleepy hollow, new york, 19- central park, new york, 20- empire state building, new york.

Looking for the latest prices of rental cars in Boston or New York? Discover Cars does the hard work for you by searching the web for the best deals.

If you’d rather not do the driving, here are some options:

• Boston to New York Private Chauffeur Service – travel like a rock star.
• Affordable COVID-Safe, Door-To-Door Transport (Boston To NYC) – budget option.
• New York, Washington D.C, Niagara Falls, Boston – 6-day tour from New York.
• BEST New York City Day Trip from Boston – take a quick trip!

Around Boston

The Freedom Trail is a 2.5-mile-long (4 km) walkable tourist attraction that connects 16 of Boston’s best historic landmarks for visitors to learn about.

Whisking you through more than 250 years of history, Boston created the trail in 1951 to celebrate and preserve the city’s most iconic buildings and institutions.

The trail recounts Boston’s rich history from the American Revolution to today through various historic churches, museums, parks and even a ship.

Over 4 million people hike the Freedom Trail annually, making it one of Boston’s best free-to-do activities.

Established by John Harvard, a Puritan clergyman, in 1636, Harvard University is a private Ivy League research university world-renowned for its academia and one of the most prestigious colleges in the world.

Harvard’s 10 faculties are spread out across three distinct campuses throughout Boston proper, with the main campus being in Cambridge, just north of Downtown Boston.

Harvard’s 209-acre (85 ha) Cambridge campus features several impressive landmarks to see, including Harvard Square, University Hall and Memorial Hall, making it a fascinating road trip destination to stop at before continuing your journey to New York.

Harvard University is in Cambridge, Massachusetts. 

Before heading south, it’s worth taking a short detour to the north to visit Salem. 

Salem, Massachusetts, was placed firmly on the proverbial map when it became ground zero for the infamous Salem Witch Trials of the late 1600s.

Mass hysteria broke out among the English colonists in the area when several inhabitants were accused of witchcraft, leading to the execution of 19 adults and children rumoured to be witches.

The tragic event forever shaped Salem’s culture, with many tourists visiting Salem every year to learn more about the trails and the events that led up to them.

Today, Salem is a trendy tourist destination with various attractions, such as the Peabody Essex Museum and the Salem Witch Trials Memorial.

For a visit like no other, stop by this sleepy town just north of Boston during Halloween, when Salem’s autumn colours and spooky history combine to create a magical atmosphere.

Salem is 25 miles (40 km) from Boston and about 40 minute by road. 

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Route 1 – The Coast Route

South of Downtown Boston, Quincy is a small Massachusetts coastal city famous for being the birthplace of former US Presidents John Adams and John Quincy Adams.

Quincy was also the birthplace of John Hancock, the first person to sign the Declaration of Independence, and was where America’s first commercial railroad and Dunkin’ Donuts store were established.

A city of many firsts, Quincy is a major historic town that’s amazing to stop at as you go further south towards Plymouth and Rhode Island.

Quincy is 11.6 miles (19 km) from Boston and around a 25-minute drive.

A living museum, the Plimoth Patuxet in Plymouth, Massachusetts, is a significant historical site that recounts the tales of the region’s English Pilgrims and the native Patuxet People.

The venue features several important landmarks and attractions for visitors and history buffs to see, including the Mayflower II, a reconstructed 17th-Century English Village, and a Patuxet Homesite.

A must-visit place in Massachusetts to better understand the region’s rich past, the Plimoth Patuxet is a fascinating place to plan a history-packed road trip stop.

Plimoth Patuxet is 34 miles (55 km) from Quincy and about a 40-minute drive. 

Home to numerous public parks, a vibrant performing arts scene and several fascinating museums, Providence is among the most influential cities in New England.

Providence provides road trippers with a healthy balance of old and new to experience across various historical and contemporary attractions, such as the John Brown House Museum, the annual WaterFire festival, and the main campus of Brown University.

Providence is 57 miles (92 km) from Plimoth Patuxet and about a 1hr 10 min drive. 

Recommended tour: Downcity Providence Food Tour

Established in 1986, this former run-down casino turned tennis museum honours the biggest tennis stars throughout the history of this popular global sport.

Several legendary tennis players are inductees of the tennis hall of fame, including Andre Agassi, Arthur Ashe, Rod Laver and Martina Hingis, with notable former players added yearly.

Tennis-inspired art and interactive displays honouring the history of tennis are just some of the cool and unique things to see at the museum, now a National Historic Landmark.

A perfect destination for an afternoon road trip pit stop, the museum will keep even those who aren’t sports fans entertained, with the venue being one of the premier sightseeing points in Newport.

The International Tennis Hall of Fame is 34 miles (55 km) from Providence and a 50-minute drive. 

One of the best walking spots on the East Coast, the Cliff Walk in Newport is a must-visit if you enjoy relaxed strolls alongside the ocean.

With many splendid mansions lining the walk, strollers get to view some of the most impressive homes in the country despite many failed attempts by their owners to block the path to the public.

The Breakers is one of those flashy mansions lining the Cliff Walk and one of Rhode Island’s most famous historic mansions.

Built by Cornelius Vanderbilt in 1895 for his immediate family, this exquisite 70-room Italian Renaissance-style manor is a National Historic Landmark and a place that visitors need to see to believe.

You can easily visit the International Tennis Hall of Fame, visit The Breakers and do the Cliff Walk in one day, making this part of Rhode Island a great place to stop between Boston and New York.

Recommended: Scenic Newport, RI Self-Driving Audio Tour.

Mystic is your typical Connecticut coastal city, complete with romantic beaches, charming streets, and a rich maritime past in Connecticut’s southeast corner near the Rhode Island state border.

The city was first established in the 17th century and has stood at the centre of the Northeast’s shipbuilding industry, with over 600 ships built in Mystic throughout the city’s history.

While Mystic is no longer an important shipbuilding site, the modern city is home to numerous family-friendly attractions and landmarks such as the Mystic Aquarium, the Olde Mistick Village and the Mystic Seaport.

Rich in New England history and culture, Mystic is a charming coastal paradise you will love exploring when road-tripping between Boston and New York.

Mystic is 50 miles (80 km) from the Cliff Walk and a 1 hr 10-minute drive. 

Recommended: Mystic Seaport Museum Adventure.

Classy, sophisticated, and the ying to Harvard’s yang, Yale University in New Haven, Connecticut, is a private Ivy League research university and one of the world’s most prestigious. 

Yale was established in 1701 by the Connecticut Colony’s Congregationalist clergy and is the third-oldest higher education institution in the United States.

Many Nobel Prize winners and presidents have rolled through the doors of Yale.

The university’s beautiful tree-lined campus makes it a historic and scenic destination as you pass through peaceful Connecticut.

Yale University is a Connecticut landmark 56 miles (90 km) from Mystic and a 1-hour drive. From Yale, it’s a 1.5-hour drive to Central Park. 

Route 2 – Inland Detour

An inland detour from Boston to Northampton to Springfield and Hartford is another route that will get you to New York. Here are some highlights. 

Known throughout New England for its academic and artistic prowess, Northampton is a quaint little city in western Massachusetts within two hours of Downtown Boston.

Northampton is often regarded as America’s most alternative mid-sized city due to Northampton’s reputation as a beacon for counterculture movements.

Quirky for some and forward-thinking for others, Northampton offers many attractions and landmarks catering to visitors of all interests and backgrounds.

The Smith College Museum of Art, the scenic Norwottuck Rail Trail and the historic Academy of Music Theatre are just some of Northampton’s many fascinating things to do, so be sure to plan a visit to this unique New England destination.

Northampton is 104 miles (167 km) from Boston and about a 2-hour drive. 

The capital of Connecticut and the self-proclaimed ‘Insurance Capital of the World’, Hartford is a charming city conveniently situated roughly halfway between Boston and New York City.

Home to many scenic public parks, historical landmarks and unique cultural institutions, Hartford is a lovely city to plan a visit with something for everyone to do.

Hartford is packed with cool sights, from the historic Mark Twain House & Museum to the grandiose Connecticut State Capitol.

Hartford is 45 miles (73 km) from Northampton and less than a 1-hour drive. 

Settled by Europeans in the early 18th century, Litchfield has retained its typical New England 1700s feel.

Known initially as Bantam, the town has several attractions and landmarks worth seeing, including Connecticut’s biggest natural lake.

You might be surprised to learn that the picturesque town was a weapons depot during the Revolutionary War.

History, culture and nature in and around Litchfield make it a popular road trip stopping point in Connecticut and a great place to spend a day or two.

Litchfield is 32 miles (52 km) from Hartford and about 45 minutes of driving. 

Situated in Hyde Park and overlooking the scenic Hudson River, the Culinary Institute of America is a culinary school specialising in teaching baking, culinary and pastry arts.

Foodies will love stopping here to see where many famous chefs have perfected their trade at the CIA since its founding in 1946.

The school was the first culinary arts college in America at its founding.

It also has a scenic campus and is home to four restaurants serving meals made by the institution’s students. 

The Culinary Institute of America is at 1946 Campus Dr, Hyde Park, NY 12538, 54 miles (87 km) from Litchfield and around 1 hr 16 minutes on the road. 

The Storm King Art Center is an open-air museum in upstate New York with grounds spread over 500 acres (202 ha).

Featuring ever-changing exhibits and displays, the centre was formed in 1960 to protect the scenic forests, hills and meadows of the Storm King Mountains.

Conveniently located just an hour’s drive north of Manhattan, the centre is famous for its fantastic art exhibitions, which often feature paintings and sculptures from the collections of art galleries worldwide.

The centre’s stunning landscapes perfectly compliments the art displays, making it a highly-rated and globally recognised cultural institution that’s always a great destination to stop at on any Boston to New York road trip.

The Storm King Art Center is at 1 Museum Rd, New Windsor, NY, 27 miles from Hyde Park and about a 42-minute drive. 

Most people know it as ‘West Point’, and its claim to fame is it’s the oldest service academy in the USA. 

Founded by Thomas Jefferson in 1802, the academy educates cadets who plan on enlisting in the military after their time at West Point.

The academy is a dedicated National Historic Landmark.

Situated in New York’s scenic Hudson Valley, West Point’s stunning Norma-style architecture, fascinating history, and cultural importance make the academy a popular tourist attraction.

There’s a visitor’s centre and the oldest military museum in America for visitors to learn more about military history. 

US Military Academy at West Point is at 606 Thayer Rd, West Point, NY. It’s 10 miles (16km) from the Storm King Art Center.  

The Kykuit Estate, or the John D. Rockefeller Estate, is a magnificent 250-acre (101 ha) estate built for the Rockefeller family, one of America’s most influential families, in 1913.

Featuring over 40 rooms, the estate is a dedicated National Historic Landmark and is open to the public for tours.

About 25 miles (40 km) north of New York City, the estate is easy to reach and is one of the most stunning historic landmarks in the Hudson Valley.

Kykuit, the Rockefeller Estate is 28 miles (45 km) from Westpoint at 381 N Broadway, Sleepy Hollow, NY 10591. The driving time from Westpoint is about 40 minutes. 

In New York’s Westchester County on the banks of the Hudson River, Sleepy Hollow, once known as North Tarrytown, was the setting for the eerie 1820 short story by Washington Irving titled “The Legend of Sleepy Hollow”.

The town’s name was formally changed to Sleepy Hollow in 1996 to celebrate the novel that put the town on the map.

Today, Modern-day Sleepy Hollow treats visitors to a laundry list of fun and unique things to do, ranging from the Old Dutch Church, which inspired Irving’s tale ‘Headless Horseman’, to the scenic Rockefeller State Park Preserve and its stunning wildlife.

The world-famous Central Park was established in 1858 to provide a rapidly growing New York City with a much-needed recreational area to retreat to.

Originally intended to bring a slice of the countryside to busy Manhattan, Central Park still provides city slickers with expansive greenery to enjoy away from the noisy and overcrowded streets of the Big Apple.

More than 42 million people stop by the park annually, making it the most visited public park in the USA, and wandering around the park is one of the top things to do in New York .

Meticulously designed by notable public park planners Frederick Law Olmsted and Calvert Vaux, Central Park is home to several amazing things to enjoy and serves as the perfect place to end your once-in-a-lifetime road trip through America’s Northeast corner.

Treat yourself to a Standard Central Park Horse Carriage Ride (Long Loop – 45 Minutes)

A true icon of the Big Apple’s world-famous skyline, the 102-story Art Deco-style Empire State Building is a soaring American landmark that took just one year to finish.

Officially opened to the public in 1931, the structure held the title of the world’s tallest building for nearly four decades when the World Trade Center eclipsed it in 1970.

The Empire State Building is in Midtown, Manhattan, and attracts over 4 million visitors annually thanks to its high observation decks and representation in pop culture.

Not only is this iconic skyscraper one of New York City’s must-visit landmarks , but its pioneering design and top-notch vantage points make it a truly unmissable road trip attraction to stop by as you near the end of your Boston to New York journey.

The Empire State Building is 30 miles (48 km) from Sleepy Hollow. Driving time will depend on traffic conditions.  Skip the line and book your entry ticket here .

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