vermont weekend trips

12 Fun Weekend Getaways in Vermont: One for Every Month

By Author Tara Schatz

Posted on Published: May 18, 2023

The secret is out — Vermont makes an amazing destination for a weekend away, no matter what time of year you choose to visit.

Sure, you should come in October so you can sip hot cider while finding the perfect foliage view, but don’t write off November through September — Vermont is gorgeous in every season!

Need to get outside? Come to Vermont, where you can climb a mountain in the morning, paddle a pond in the afternoon, and catch a fantastic sunset each evening.

Looking for art and culture? Come to Vermont for world-class music and theater, thought-provoking art exhibits, and dozens of year-round festivals.

How about romance? Come to Vermont and sit in cozy restaurant nooks, stroll arm-in-arm through open-air markets, and end the night in front of a campfire or a fireplace.

Whatever it is you’re craving, save a serious urban adventure, you’ll find it in Vermont.

As proof, we’re sharing 12 incredible Vermont weekend getaways, one for every month of the year.

Before you head into the Green Mountains for your Vermont weekend getaway, print out a copy of our Vermont bucket list!

Table of Contents

More Things to Do in Vermont

Grab our five-page printable bucket list that includes all the best things to do in Vermont !

January: Winter Recreation in Bennington and Manchester

Collectively known as the Shires of Vermont, Bennington and Manchester embrace everything that we love about winter — beautiful trails for snowshoeing and skiing, postcard-worthy views and historic sites, and a healthy sprinkling of great restaurants and shops.

Spend a night in each shire town or make one your home base for the weekend. In Bennington, be sure to visit the Old First Church and the historic cemetery where poet Robert Frost is buried. Walk the grounds of Park McCullough House , and tour the bright red covered bridges that span the Walloomsac River.

In Manchester, the summer estate of Robert Todd Lincoln known as Hildene strikes a magnificent pose against a snowy backdrop. Tour the historic home, meander through the woods, and visit the goats at the Hildene Farm and Dairy.

The campus of Southern Vermont Arts Center sits on 12 acres at the foot of Mount Equinox. It features a state-of-the-art museum complex with an outdoor sculpture park and rotating indoor exhibits that feature nationally acclaimed and local artists.

February: Winter Glamping in Putney

Looking for an adventurous way to spend a winter weekend in Vermont?

Pack your warmest clothes, your favorite coffee, some easy meals, and a pair of snowshoes, and head to this beautiful geodesic dome in Putney, Vermont for an off-grid getaway.

The interior of the dome is the aesthetic of every glamping retreat I’ve ever fallen in love with — lots of open space, plenty of light and warmth, and a super cozy bed next to a roaring woodstove. I

t’s very simple and very inviting. It’s also rustic. There isn’t running water, but the outhouse is very close!

The glamping dome is located on 20 acres of woodland, and there are lots of trails to explore. You can also head over to one of our favorite spots for hiking, Putney Mountain .

Read more about our winter glamping experience in Putney , or head directly to Hipcamp to book your stay. Use our referral link to save $10 off your first booking.

March: Mud Season in Brattleboro

Brattleboro is a lively little town in the southeast corner of Vermont. It’s the perfect escape for foodies and anyone who loves a bit of urban living in a small-town package.

A weekend in Brattleboro is the perfect escape for city dwellers. It’s just three hours from Boston and four from NYC, plus it’s one of the few towns in Vermont with an Amtrak station, so you can easily plan a car-free adventure.

Mud season , as Vermonters call March through May, is the perfect time to find excellent deals on lodging in Vermont, and in Brattleboro, you can also shop the lovely boutiques and antique stores, eat amazing food, and check out live music, theater, and gallery exhibits.

Here are some fun things to do and see in Brattleboro during mud season:

New England Center or Circus Arts:  Offering special events and workshops throughout the year, if you’ve ever wanted to learn to juggle, swing on a trapeze, or try wire walking, you may want to check this out. Even if you don’t fancy yourself a circus performer, there are spectator events throughout the year.

Brattleboro Museum and Art Center:  BMAC is a non-collecting contemporary art museum focused on the work of living artists. Exhibits are housed in six galleries and are rotated every three to four months. The galleries are open Wednesday-Sunday, 10-4.

The Stone Church:  If you are fortunate enough to be in Brattleboro when there’s a performance at the Stone Church, be sure to buy tickets. This is a unique performance space with amazing acoustics, and the musical talent is always impressive.

Where to stay in Brattleboro: The Latchis Hotel is an 81-year-old quirky Art Deco building where you can travel back in time. From the terrazzo stairwells and stone corridors to the vintage radiators and bathroom fixtures, you’ll find a touch of history in every corner of The Latchis Hotel. 

April: Cabin Camping at Merck Forest in Rupert

You may have noticed our affinity for outdoor adventures in Vermont. Enjoying the outdoors is one of the best ways we know to succeed at living in a rural state, and we wouldn’t have it any other way.

Nights are still cold in April and the trees are still bare, but if you book a cabin at Merck Forest & Farmland Center for the weekend, you will undoubtedly start to see signs of springs in the forest.

Rustic cabins, complete with wood-burning stoves and stacked firewood are available for rent, as long as you are prepared to hike in your gear (0.5 to 2.25 miles from the visitor center).

The last of the maple sugaring happens in early April, and Merck Forest produces approximately 800 gallons of maple syrup from 2,900 taps. You can visit the sugar house to learn how syrup is made and buy some to take home.

April is also baby animal season on the farm. The 60-acre farm at Merck Forest is home to draft horses, sheep, and pigs that you can visit during your stay.

Finally, 30 miles of hiking trails allow visitors to explore the wonders of the forest. Our favorite is the hike to the top of Mount Antone with its panoramic vistas of the Taconic and Green Mountains.

Read more about cabin camping in Merck Forest .

May: Rockin’ Vacation in Barre

The city of Barre in central Vermont is home to Vermont’s largest quarrying operation, Rock of Ages, where the beautiful grey stone is excavated from a 600-foot deep cavernous hole.

The stone is known as Barre Granite, and it is used extensively in the creation of monuments, statues, and gravestones around the world.

While Rock of Ages has been around since 1880, the very first quarry in Barre opened in 1812, and in 1867, stone sheds were built for skilled carvers who migrated from all over North America and Europe for the expanded economic opportunities or to escape the political, economic, and social crises in their home communities.

Barre granite became well-known for its exceptional strength, hardness, imperviousness, and resistance to weathering, and the sculptures became known for their ability to turn slabs of rock into finely detailed and beautiful works of art.

You can explore the history, art, and economics of Barre’s famous granite with a weekend getaway.

Here are stops you won’t want to miss during your visit.

Rock of Ages Quarry: Take a guided tour of the largest operating deep-hole, dimension granite quarry in the world. 

Vermont Granite Museum: Located within an authentic turn-of-the-century granite manufacturing plant, the Vermont Granite Museum celebrates the geologists, technology, history, and art of Vermont’s granite industry.

Millstone Trails: The Millstone Trails are a network of multi-use trails traversing the historic quarry lands of Millstone Hill. The trails wind their way through northern hardwood and coniferous forests and along exposed granite spines with fantastic views of the quarries.

Hope Cemetery: Hope Cemetery features incredible stone artistry from celebrated granite carvers through the ages. Like the marble industry, granite has been quarried, sculpted, and celebrated in Vermont since the Civil War.

Visit Hope Cemetery at 201 Maple Avenue in Barre, between 7 am and 5 pm.

Downtown Barre granite sculptures: Take a self-guided Art Stroll with Studio Place Arts through the city of Barre. Discover whimsical granite sculptures, both historic and contemporary.

Where to stay in Barre: Firehouse Inn is a historic inn that was once a firehouse, located along the Winooski River. It features free Wi-Fi, an on-site firefighter museum, and rooms with cable TV. The renowned Barre Opera House is across from the inn.

Read Next: Incredible Outdoor Sculpture Parks in Vermont

June: History and Hiking in Killington

If you are looking for a hiking hub in Vermont with an abundance of trails, swimming, camping, waterfalls, and amazing views, you have to check out Killington!

Summer is a fantastic time to pitch a tent at Gifford Woods State Park and explore the Green Mountains in central Vermont.

Killington Peak is one of Vermont’s few 4,000+ foot mountains, and the views from the top are spectacular.

Bucklin Trail is 7.4 miles (round trip) and brings you passed beautiful Irene Falls (pictured above) and up to the rocky peak after ascending 2,470 feet. It’s not an easy hike, but it’s so worth it.

Insider tip: Don’t want to hike to the top of Killington? You can ride the gondola at Killington Resort to the top for the same views that your hiker pals achieve after two hours of huffing and puffing (you’ll miss the pretty waterfall, though).

History lovers will also want to check out President Calvin Coolidge State Historic Site , the childhood home and village of the 30th President of the United States. the village of Plymouth Notch has been preserved much as it was during Coolidge’s lifetime, and you can visit his boyhood home as well as the room where he was sworn into the office of the presidency on August 3, 1923.

From there, head to Long Trail Brewing in Bridgewater Corners, one of Vermont’s oldest and most distinguished craft breweries.

Read Next: Incredible Killington Hiking Trails for Your Next Adventure

July: Summer Adventures in Stowe

Stowe is another mountain village in Vermont that embraces the outdoors. It’s got two of the most beautiful waterfalls in the state, the tallest mountain in Vermont, and too many hiking trails to count.

At 4,395 feet, Mt. Mansfield in Stowe is Vermont’s highest mountain. On a clear day, you can see west to Lake Champlain, north to Canada, and east to New Hampshire.

There are several trails leading to the top, but if you don’t have time for an all-day hike, consider driving the  auto-toll road  or riding the gondola to the top of the mountain from Stowe Mountain Resort.

The village of Stowe is buzzing with activity in every season, and there is no shortage of cute Vermont shops and fantastic restaurants. Be sure to visit the   Vermont Ski and Snowboard Museum,  walk on the Stowe Recreation Path, and hike up to Sunset Rock, for – you guessed it – the sunset.

Pop into  Black Cap Coffee  for lunch or an afternoon espresso, and treat yourself to dinner at  Idletyme Brewing  (great outdoor seating and fantastic onion rings).

Where to stay in Stowe:  Tälta Lodge Bluebird  is our new favorite place to stay in Stowe, this beautiful lodge is located on the Mountain Road with the river flowing behind the property.

You can easily access the Stowe Recreation Path and Smuggler’s Notch is just up the road. Rooms come with an outdoor seating area, and there is an indoor pool and sauna. Unfortunately, pets are not permitted.

Read Next: 18 Delightful Things to Do in Stowe VT: A Four-Season Guide

August: Small Town Adventures in Jamaica, Londonderry, and Weston

Explore small-town Vermont in the summer, and you may find yourself packing your bags to move here permanently.

Southern Vermont has no shortage of beautiful towns worth exploring, but the mountain villages of Jamaica, Londonderry, and Weston are particularly charming.

The village of Jamaica is the gateway to Jamaica State Park, with its numerous swimming holes and great campsites.

Londonderry features several shops and restaurants, Taylor Farm (known for its artisanal cheese), and Lowell Lake , one of the area’s premier paddling spots.

In Weston, you won’t want to miss the world-famous Vermont Country Store , where you can stock up on everything from penny candy to flannel nightgowns.

All three towns feature historic churches and buildings just begging to be photographed and back roads that beckon from beyond the town limits.

Where to stay: If you don’t mind roughing it, I can’t say enough great things about camping in Jamaica State Park. For a more refined experience, book this adorable riverfront home with a private deck in Weston.

September: A Relaxing Weekend in the Lake Champlain Islands

The Lake Champlain Islands in Vermont are unassuming — as if they haven’t quite figured out how popular they actually are.

The three islands and one peninsula that make up what locals call ‘the Islands’ are home to regular folk — farmers, school teachers, and construction workers, living in modest homes with million-dollar views. 

There is no wrong time to visit the Lake Champlain Islands, but there is something magical about September when orchards are open for pick-your-own apples, every farm stand is bursting with fresh veggies, and the lake is still warm enough to swim in.

Between mid-September and mid-October is the shoulder season that dreams are made of, provided you aren’t looking for nightlife that involves more than gazing at the stars. 

Here’s an overview of the best things to do on a fall weekend in the Lake Champlain Islands:

Alburgh Dunes State Park : A 625-acre day-use park that includes one of the largest sandy beaches on Lake Champlain, as well as unique sand dunes that are more common along ocean shorelines.

St. Anne’s Shrine : A peaceful, spiritual, and historical attraction, which has been developed and maintained for the past 100 years by the Society of Saint Edmund in Vermont’s scenic Champlain Islands. 

Chazy Fossil Reef: Step back in time and explore one of the oldest known coral reefs in the world! Lake Champlain was once part of a tropical sea, and the fossilized plants and animals at the Chazy Reef are approximately 480 million years old.

Snow Farm Vineyard in South Hero : How many of you knew that the oldest commercial vineyard and winery in Vermont was located in South Hero? Stop in for a tasting, where you can choose to taste four or eight wines, both red and white before hiking up to the high point in the island (279 feet).

Where to stay: Rent one of the rustic camping cabins at Grand Island State Park or stay at Snow Farm Inn , right down the road from Snow Farm Vineyard with gorgeous Lake Champlain views.

Read Next: Plan a Perfect Fall Weekend on Lake Champlain

October: Fall Foliage in the Northeast Kingdom

Never underestimate the power of a few million leaves breaking down chlorophyll to captivate the soul.

You can plan a trip to just about any corner of Vermont during the leaf-peeping season to marvel at nature’s handiwork, but the Northeast Kingdom (NEK) of Vermont is one of the most enchanting spots to be in early October.

The leaves start to change color in the NEK before anywhere else in Vermont, and the massive tracts of forested land make this area a feast for the eyes.

Plan to take things slow, and explore some of the many back roads, thousands of lakes and ponds, and numerous hiking trails in the area.

Here are some of our favorite spots to visit in the Northeast Kingdom in the fall:

Lake Willoughby, Westmore: Lake Willoughby is the deepest lake entirely within Vermont, and I’d argue that it’s also one of the most picturesque. Take an easy hike on the South Shore Trail or the more exhilarating hike up Pisgah for breathtaking views.

Old Stone House Museum, Brownington: Listed in the National Register of Historic Places, the Old Stone House Museum & Historic Village was established by the Orleans County Historical Society and has been operating as a museum since 1926. It has now grown from one building to become an impressive historic site with seven restored buildings and three neighboring structures, all dating from the early 1800s.

Jay Peak, Jay : Visit Vermont’s only tram for views of the Northeast Kingdom and Quebec from an elevation of almost 4,000 feet, or hike to the top for the same views with a nice workout. Jay Peak Resort also houses Vermont’s only indoor waterpark.

Peacham , Vermont:  Classic New England scenery in a small package!

Brighton State Park and Island Pond: Island Pond is another quintessential New England village with spectacular foliage. Hike the Bluff Mountain Trail for views of the village and surrounding lakes and ponds, or r ent a rustic cabin in Brighton State Park to explore more of the area.

Where to stay: The Village Inn in East Burke , Vermont provides beautiful accommodations in the Northeast Kingdom.

November: Holiday Shopping and Craft Beer in Burlington

Vermont is largely rural, and while many towns include a few wonderful shops where you can pick up unique gifts, Burlington takes the prize for its wonderful shops and restaurants along the pedestrian-only Church Stree Marketplace .

If holiday shopping is on your to-do list, why not make a vacation out of it?

Burlington is Vermont’s largest city, and with just over 40,000 people, it’s small enough to walk just about everywhere (just dress appropriately – those winds off Lake Champlain can be brutal).

Here are a few indoor activities that we’d recommend checking out while you’re in Burlington:

Visit the Echo Center on Lake Champlain:  This science and nature museum features live animals, changing exhibits, and a 3D theater. Learn all about the history, geology, and ecology of the Lake Champlain Basin.

Take a Burlington Brewery Tour:  Most of the craft breweries on the Burlington Beer Trail are within walking distance of each other, but if you don’t want to hoof it, check out the  Sip of Burlington Tour ,  which provides a designated driver and VIP access to local breweries.

Check out Burlington City Arts Center:  Part gallery, part art education center, Burlington City Arts features rotating exhibits, classes, and open studio time.

Go Climbing at Petra Cliffs:  This indoor climbing facility in Burlington appeals to every type of climber, even folks that have never done it before. Great for kids and adults.

Visit Get Air Trampoline Park : Visiting Burlington with kids? Get Air in Williston is one of the best ways for them to burn off energy indoors. Not only does Get Air have thousands of square feet of trampolines, but they’ve also got foam pits, slack lines, and special events.

Where to stay in Burlington, Vermont: While I don’t usually recommend large chain hotels, but the Hilton Garden Inn in Burlington is impressive in its location, price, and comfort. Even the lobby is beautiful. This Hilton is located on Main Street, just a few blocks from the Church Street Marketplace and the waterfront. It’s also got an indoor pool and fitness center.

Read Next: Easy Hikes Near Burlington, Vermont

December: Romantic Winter Weekend in Woodstock

There’s nothing quite as magical as a winter weekend in Vermont , and while there are lots of adorable towns worth visiting, a stroll through the historic town of Woodstock in the winter is like walking right into a snow globe!

From the center of town, you can explore several blocks of beautiful historic homes, festive holiday decorations, and incredible shops and restaurants. We recommend taking the afternoon to get the lay of the land and poke around in the shops.

If you love cross-country skiing or are interested in learning how to do it, Woodstock is one of the best spots to give it a go. The Woodstock Inn & Resort grooms the Nordic ski trails in Marsh-Billings-Rockefeller National Historical Park (Vermont’s only national park) and the trails on Mount Peg. There are 45 km of trails, and many of them are perfect for beginners. There are a few more difficult trails for experienced skiers too.

Billings Farm & Museum  is a working farm and non-profit organization on 200 acres in Woodstock, Vermont. If you’re interested in learning more about farm life, meeting some adorable farm animals, taking a winter sleigh ride, or just meandering around a beautiful farm, you have to make time for a visit.

Finally, if you can’t decide on which weekend to visit Woodstock, consider Wassail Weekend , which will be taking place December 9-11, 2022. This festive holiday weekend includes a scavenger hunt, a gingerbread house contest, live music, kids’ activities, and a holiday parade.

Where to stay in Woodstock: The Village Inn of Woodstock  is beautifully pink on the outside and the interior features luxurious rooms with fireplaces. It’s located within walking distance of everything downtown Woodstock has to offer.

Ready to plan your next Vermont weekend getaway? No matter when you choose to visit, there’s a remarkable Vermont vacation with your name on it!

Follow us on social media for more Vermont inspiration!

Tara Schatz is a freelance writer and the founder and editor-in-chief of Vermont Explored and Back Road Ramblers , an American road trip blog. She is also the co-author of the 3rd edition of AMC’s Best Day Hikes in Vermont, released in May 2023, and the author of 100+ Wonderful Ways to Experience Vermont.

10 Marvelous Spots for a Vermont Weekend Getaway in 2023

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In need of a Vermont weekend getaway? If you’re craving cooler weather, serene farmland, cozy cabins, and some fun Vermont activities , there’s no better time than now to book one of these fabulous Vermont weekend getaways.

As a Vermonter myself, I am immensely proud of the state. It’s a wonderful place for a vacation in every season, though of course fall in Vermont is especially magical and gorgeous.

Vermont is a small state, but it packs a lot in terms of great destinations. To help you plan your weekend in Vermont, I’ve narrowed down some of my favorite Vermont vacation spots. These are spots that are well-loved by visitors and offer, in my opinion, a true Vermont experience. 

A weekend getaway to Vermont is perfect for those who live in the northeast. Southern Vermont will be closest if you’re driving.

Coming from further away? Fly into the airport in Burlington VT, or consider flying into Manchester NH or Albany NY and renting a car.

Let’s explore!

PS: Have more time to explore? Consider this 1 week Vermont road trip.

Table of Contents

Top Destinations for a Vermont Weekend Getaway

One of my top recommendations for any traveler would be a Burlington VT getaway. Burlington is Vermont’s largest city, yet it is quite small when compared with major metropolises. Burlington is well known as a hip, college town that has a hippie, liberal vibe and lots of natural beauty.

The city is situated right on the shores of Lake Champlain, a gorgeous, sprawling lake that is bordered by the Adirondack mountains to the west. Just taking in the views of the lake is enough of a reason to come to Burlington, but there’s so much more than that. 

Burlington is a hub for craft beer , incredible local food with a farm-to-table emphasis, and outdoor adventure. Biking, hiking, paddling, and more are all available right in town or nearby.

Read our massive post on 25 Top Things to Do in Burlington to see all there is to do in the region.

Where to Stay in Burlington:  For those seeking Burlington Vermont getaways, we’ve written all about the best hotels and vacation rentals in Burlington, but we personally recommend either Hotel Vermont or the Made Inn Vermont B&B . There are also lots of great Lake Champlain rentals in and near Burlington, too!

Manchester is one of the best places to stay in Vermont—especially if you’re making a weekend getaway from the south. 

Located in the southwest corner of Vermont, Manchester is such a lovely area; perfectly quaint and quiet, yet with plenty of shopping and activity. 

Some of the highlights of the Manchester area include driving up or hiking Mount Equinox, the tallest peak in southern Vermont, visiting Hildene, the Lincoln family mansion, and shopping at Manchester’s luxury outlets. And there’s lots more to do here as well, and some great restaurants and breakfast spots as well!

Where to Stay in Manchester : The chic and convenient Kimpton Taconic Hotel .

Brattleboro

If you’re looking for quaint charm during your Vermont weekend getaway, you’re going to love Brattleboro! Artsy, quirky, and very Vermont, Brattleboro is home to interesting things to do like attending the Annual Stroll With the Heifers , a much cuter option than running with the bulls.

There’s a lovely covered bridge, excellent restaurants , great shops and museums, a distillery, and two of the most popular sugar shacks in Vermont !

Where to Stay in Brattleboro: You’ve got options, but our money is on The Inn on Putney Road !

Those who are interested in Vermont fall getaways may be attracted by the classic town of Woodstock. 

This is a place that many call a “Currier and Ives” town. With a traditional main street, the oldest general store in Vermont, and covered bridges and picket fences everywhere, it’s not hard to see why. 

We absolutely love Woodstock, and it is especially lovely in the fall. The photo above shows one of the classic images of Woodstock in early fall. You’ll see lots of sights like this during your stay. 

Read about all of the highlights of Woodstock here: 

15+ Amazing Things to Do in Woodstock VT: The Perfect New England Experience

12 Terrific Restaurants in Woodstock Vermont

12 Fun and Festive Things to Do for Christmas in Woodstock VT

Where to Stay in Woodstock:  There are many great Woodstock hotels and inns , but if you want to be in the center of everything you have to go with The Woodstock Inn & Resort .

Stowe is a world-famous Vermont destination. This is one we recommend wholeheartedly, both for family trips or for a Vermont romantic getaway.

Stowe is an amazing mix of an old-fashioned Vermont vibe with an upscale, modern resort lifestyle. Literally everything is beautiful in this part of the state, whether you’re strolling down the iconic Main Street with its white church steeple, or soaking in a luxurious spa experience at an award-winning hotel.

You can spend time sipping beer and cross country skiing at the Trapp Family Lodge, while reveling in their fascinating story—this, after all, is the home of the real von Trapps, made famous in the film The Sound of Music . 

There are opportunities aplenty for skiing, hiking, and exploring. There are multiple ski areas within driving distance and excellent hiking trails. Even if you’d prefer to stay closer to sea level, you can experience spectacular foliage or snowy winter scenes. 

Pop over to nearby Waterbury for a visit to the Ben & Jerry’s ice cream factory and don’t miss Cold Hollow Cider Mill, an adorable apple mill featuring some of Vermont’s best cider donuts. 

Where to Stay in Stowe:  There are many fantastic options for accommodation in Stowe, but a classic choice is the Trapp Family Lodge. Prefer vacation rentals? Check out this guide to 13 Lovely Stowe Vermont Airbnbs .

Lake Willoughby 

Tucked up in the Northeast Kingdom of Vermont, this destination is a bit further afield than the others. But it is definitely worth it. Nature lovers will adore Lake Willoughby. This clean, impressive lake is surrounded by sharply sloping cliffs, giving it the appearance of a Nordic fjord. There are countless opportunities for fishing, swimming, and hiking in the 7,000 acre Willoughby State Forest. 

If you’re looking for a slice of the Vermont outdoors, this is the ideal, secluded destination. 

Where to stay near Lake Willoughby: Airbnb is an excellent choice for staying in Lake Willoughby.

Looking for a skication in Vermont? Killington is always a great choice for some fun playing in the snow! In addition to skiing, snowboarding, and cross country skiing, snowmobiling is another popular snow centric activity in Killington.

Not planning a winter Vermont vacation? No problem! This gorgeous area of the state has beautiful hiking trails, like Thundering Brook Falls with a (big surprise here) thundering waterfall. There’s also a great golf course, cool shops, and in September, there’s the Killington Brewfest, a celebration of all things craft beer related!

Where to Stay in Killington: Killington Grand Resort Hotel … with a 75 foot heated outdoor pool that is open year-round, two hot tubs, a firepit, onsite restaurants, and a full service spa, it’s hard to imagine a better place to stay during your VT getaway!

Vermont’s state capital is small and unassuming, and just might be one of the hidden gems of Vermont. 

In Montpelier, you’ll find some excellent restaurants in the downtown area. After you’ve eaten your fill, it’s time to get out and explore . Catch a live show at the Lost Nation Theatre, get your history nerd on at the Vermont History Museum, and explore some of the many quirky shops lining the streets. If you come at the right time of year, you might also catch the farmer’s market.

If hiking is your thing, Camel’s Hump, a challenging “bucket list” peak is not too far from Montpelier. This is one of the most popular hiking spots in the state . 

No matter what you do, you’re bound to find some cool surprises in Montpelier and the surrounding area.

Looking to save money? You’re in luck. Montpelier is not quite as ‘touristy’ as some of the other destinations on this list, making it top of the list when it comes to cheap fall getaways in Vermont. 

Where to Stay in Montpelier: Get cozy in a Vermont B&B at The Inn at Montpelier

Wilmington/Dover:

An unexpected Vermont weekend getaway spot is nestled in the deep southeast of the state. Dover is the location of ski resort Mt. Snow so winter fans will dig this place. Skiing, snowmobiling, snowboarding, and even dogsledding.

Yet, there are also attractions year-round to be enjoyed, particularly for those who like hiking. Dover is right in the midst of the Green Mountain National Forest, so nature is everywhere. Here are some suggested trails for the area.

Check out Adams Farm in Wilmington , where you can go horseback riding or just meet and greet the animals. Definitely perfect for families. And Wilmington also has Dot’s, a classic breakfast stop that is certainly a must-visit. 

Where to Stay in Wilmington/Dover: The Nutmeg

Fat Sheep Farm in Hartland

Looking for a very Vermont weekend getaway? Fat Sheep Farm is the perfect option for those looking for a unique vacation in VT! This is a working farm on 60 picturesque acres, and not only are there lovely cabins you can book and stay in (we stayed in 2019 and in our experience, this is a must do), but you also get the opportunity to participate in some of the farm chores.

This is a fun place to stay for those looking for memorable weekend getaways, Vermont style!

Read about our experience here – Fat Sheep Farm: The Perfect Vermont Farm Stay

You can book your own VT farm stay here !

These are just a few of the best Vermont weekend getaways, but it will get you looking in the right direction! Have fun on your Vermont vacation!

You might also like:

• Summer in Vermont: 13 Dreamy Destinations
• Winter in Vermont: Where to Go for Vermont Winter Fun
• 10 Top Spots for Cross Country Skiing in Vermont
• 15 Best Hotels in Vermont for An Incredible Stay
• 13 Best Places to Stay in Killington VT: Where to Stay in Killington

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25 Best Weekend Getaways in Vermont — Quick Trips!

By: Author Daniel Wright

Posted on Published: January 8, 2023  - Last updated: September 5, 2023

With its scenic landscape, Vermont boasts a soothing escape perfect for a weekend trip.

Immerse yourself in nature by hiking or biking in the Green Mountain National Forest.

Alternatively, you can drop by any of the state parks and forested areas within the state.

It also hosts ritzy accommodation hubs where you can feel at home during your brief stay.

Need help figuring out where to start in planning your much-needed adventure?

Create a memorable trip by going to the best weekend getaways in Vermont listed below.

1. Round Barn Inn

1661 E Warren Rd Waitsfield, VT 05673 (802) 496-2276

Built in 1910, the Round Barn Inn sits on a 245-acre verdant landscape in Vermont.

Its location near the Mad River Valley sets the stage for a calming weekend adventure.

As you enter, you’ll be enthralled by the simple yet homey atmosphere that awaits you.

Look outside to see an organic garden where they source quality ingredients for their dishes.

That’s why you can expect not only a delicious but also a healthy breakfast in this place.

No need to go far if you want to hike since there are also marked trails within the compound.

Consider this inn for your wedding if you’re seeking an intimate and rustic theme.

Its three-decade experience in planning special events will not disappoint you.

2. Twin Farms

452 Royalton Turnpike Barnard, VT 05031 (802) 234-9999

Opened in 1993, Twin Farms is an adults-only hub set on a 300-acre land.

It may have limited rooms—only 20 to be exact—but the amenities will satisfy you.

Each has a fireplace, refrigerator, and television to ensure comfort.

As a five-star hub, this can be costly, but you’ll get what you paid for in this all-inclusive resort.

Make the most of it by tantalizing your taste buds with their scrumptious specialties.

Set up a picnic by the pond to appreciate nature’s beauty while eating.

For a more relaxing trip, avail yourself of a massage or treatment at the on-site spa.

Others love coming here in winter because of the private mountain that is great for skiing.

3. Hotel Vermont in Burlington

41 Cherry St Burlington, VT 05401 (802) 651-0080

Hotel Vermont stands out through its contemporary style at the heart of Burlington.

With its elegant theme, this hotel near Battery Park earned rave reviews from guests.

Some of the rooms can even provide you with unparalleled views of Lake Champlain.

Experience a cozier stay by picking a top-tier room with a jetty whirlpool tub inside.

Make your weekend stay count by signing up for a yoga class in this modern hotel.

Head out for a two-hour spin around the city by renting bicycles in this facility.

That way, you’ll have a much easier time exploring the parks and shops.

Many casual restaurants are also around the corner to easily satisfy your cravings.

4. Rabbit Hill Inn

48 Lower Waterford Rd Fork Lower Waterford, VT 05848 (802) 748-5168

An upscale place, the Rabbit Hill Inn earned praise for its hospitable service.

Its location near the state border lets you easily see the White Mountains in New Hampshire.

Those looking for quiet weekend getaways in VT can’t ask for anything more in this place.

Bask in the tranquil ambiance of their luxurious rooms that you can call home.

With only 19 rooms, this bed and breakfast maintains an intimate vibe you’ll appreciate.

Likewise, visitors can play games and read books at the cozy library inside the inn.

Check out the Irish pub in this four-star place to mingle with the other guests.

Remember to embark on a road trip to delight yourself with Vermont’s scenic stops.

5. Basin Harbor Club

4800 Basin Harbor Rd Vergennes, VT 05491 (802) 475-2311

Since 1886, this historic lodge has been owned and managed by the Beach family.

It’s a 70-acre lakeside resort that hosts 74 private cottages where you can rest for the weekend.

With its vast space, you can enjoy playing sports like badminton and volleyball out on the lawn.

Those who prefer water-based activities can likewise try paddling and fishing on the lake.

Schedule a tee time to experience how fun golfing can be—especially with family and friends.

If you get hungry, you don’t need to leave the resort because there are restaurants.

Have no worries because most of these eateries use local ingredients to please your palate.

Aside from the taste, you’ll be impressed with the creative plating of every dish they serve.

Related: Family Resorts in Vermont

6. The Woodstocker B&B

61 River St Woodstock, VT 05091 (802) 457-3896

Set near Billings Park, The Woodstocker features nine uniquely designed rooms.

It adopts a modern farmhouse vibe that allows you to have chill weekend trips in Vermont.

Wake up to a hearty breakfast that’s perfect for those subscribing to a healthy diet.

Afterward, you can head to Mount Tom for a unique hiking adventure in town.

Woodstock also hosts several museums, farms, and gardens that you can explore.

Include the Billings Farm & Museum in your itinerary if you want to learn more about farming.

At night, hang out at the local pubs to taste the delicious beers that Vermont boasts of.

Plus, you’ll likely meet new friends because of the welcoming atmosphere of these places.

7. Red Clover Inn and Restaurant

7 Woodward Rd Mendon, VT 05701 (802) 278-0332

Have you ever wanted to visit the Green Mountains on the weekend?

If yes, you must consider the Red Clover Inn for top-notch accommodation in the area.

It’s a four-star establishment known for having a cozy ambiance across various seasons.

Make yourself at home in your chosen suite featuring comfortable beds and various amenities.

Delight your eyes with the stunning view of nature by simply looking out your window.

Many people also love coming here during winter due to its proximity to Killington Ski Resort.

While you’re here, take the chance to go for a scenic drive to appreciate the town more.

Ask the hotel staff for recommendations because they’re willing to help you.

Related: Ski Resorts in Vermont for Families

8. Stone Hill Inn

89 Houston Farm Rd Stowe, VT 05672 (802) 253-6282

Built in 1998, Stone Hill Inn is one of Vermont’s romantic getaways.

It’s an intimate accommodation facility that exclusively caters to couples.

Bring your partner to this place to celebrate your anniversary or any other occasion.

Indulge in the breathtaking view of the rolling hills while sipping tea in the garden.

Those hungry for outdoor adventures can go to the Stowe Mountain Resort.

It’s a recreational haven for hikers and skiers that’s accessible through a nine-minute drive.

Afterward, head back to this gorgeous inn to have your much-deserved rest on a fluffy bed.

Foodies can likewise look forward to a sumptuous three-course meal for breakfast.

All of these offerings will make your weekend trip one for the books.

9. The Middlebury Inn

16 Court Square Middlebury, VT 05753 (802) 388-4961

A historic hotel, The Middlebury Inn was originally established in 1827.

Its location at the heart of town brings you close to quaint attractions in Middlebury.

Several trails for hiking and biking are also located a few minutes from this place.

Those who prefer a staycation can likewise have a blast without going outside.

Sip your complimentary afternoon tea after checking into this locally renowned facility.

After sundown, spend some time at Morgan’s Tavern to fill your tummy with sumptuous food.

Have a go at the local beers to further elevate your dining experience in this popular eatery.

Don’t forget to schedule a spa treatment to pamper yourself before leaving the inn.

Related: Family Beaches in Vermont

10. The Vermont Inn

78 Cream Hill Rd Mendon, VT 05701 (802) 775-0708

Nestled by the mountain, this 16-room inn started as a farmhouse in 1840.

It’s a highly acclaimed facility just two hours from the Killington Ski Resort.

Start your morning with freshly baked cookies paired with a hot glass of milk for breakfast.

Tell the staff if you have any dietary restrictions so they can accommodate your request.

After that, step outside to fill your weekend with heart-pounding outdoor adventures.

Biking, climbing, canoeing, and kayaking are just some activities you can try.

Simple walks in the town center can also be perfect for those who want artisan goods.

Bring a big appetite because you’ll see so many restaurants at almost every turn.

11. Burke Mountain Hotel & Conference Center

2559 Mountain Rd East Burke, VT 05832 (802) 626-7400

Every traveler eager for a mountain adventure can consider this place their haven.

At Burke Mountain Hotel, you only need a nine-minute drive to get to Darling State Park.

It’s where you can find Burke Mountain—a fan-favorite spot for skiing during winter.

Just head to the Base Lodge of the hotel if you want to rent any ski equipment.

Many guests also visit this place for hiking at almost any point in the year.

After your adventure, take some time to rest inside your fully equipped suite.

What people love the most about this place are the stunning views everywhere.

Take a dip at the outdoor pool or the heated hot tub to relax your body while you’re here.

12. The Brandon Inn

20 Park St Brandon, VT 05733 (802) 247-5766

Built in 1786, the Brandon Inn forms part of the National Register of Historic Places.

It’s a family-owned establishment strategically located at the heart of Brandon.

Inside this inn, you can stay cozy on the bed while reading your favorite book.

No need to go far to have your coffee because Neshobe Café is right there.

Explore the rest of the town on two wheels by following the inn’s suggested trails.

From time to time, you can also look forward to attending special concerts on the lawn.

That’s one of the best ways you can hang out with the other visitors of the inn.

Just lay your blanket, grab some drinks, and you’re good throughout the rest of the event.

13. Edson Hill

1500 Edson Hill Rd Stowe, VT 05672 (802) 253-7371

A boutique hotel, Edson Hill features nearly two dozen rooms near Stowe Mountain Resort.

Choose to stay in their special guest rooms that provide enthralling countryside views.

Visitors can wake up to tasting a satisfying breakfast with their choice of coffee or tea.

It’s likewise possible to request a packed breakfast if you plan a morning hike.

If you’re here for winter, join their guided snowshoe tours to make your visit memorable.

Come back to the property before the evening to experience a classy dinner.

Dress up for a casual fine dining experience in the Dining Room to match its ritzy atmosphere.

It’s also great to grab a cocktail drink at the Tavern for a refreshing vibe you’ll love.

Related: Family Vacations in Vermont

14. Green Mountain Inn

18 Main St Stowe, VT 05672 (802) 253-7301

Since 1833, the Green Mountain Inn has had a rich history that made it stand out in Stowe.

It houses simple to luxurious rooms that contain everything you need for a lovely weekend trip.

Swim into the outdoor heated pool or in the in-ground jacuzzi available any time of the year.

You can dip in the fireside jacuzzi available in the upscale rooms as an alternate option.

Step outside the property for a few hours to discover what Stowe has in store for travelers.

History buffs, for instance, can add the Vermont Ski and Snowboard Museum to their itinerary.

Adrenaline junkies only need to walk for a few minutes to reach the ice hockey rink.

And to replenish your energy, drop by the local eateries surrounding the Green Mountain Inn.

15. The Amee Farm

4275 Vermont Rte 100 Pittsfield, VT 05762 (802) 746-8196

At 40 acres, the Amee Farm welcomes guests to a breathtaking escape in Pittsfield.

Its idyllic setting makes this place a popular site for weddings and other special events.

Couples can look forward to making their dream farm wedding turn into reality right here.

Lodging won’t be a problem because this place can accommodate guests anytime.

Tourists can have a restful evening because of the simple yet elegant amenities inside.

After waking up, head out to the outdoor patio to mesmerize yourself with mountain views.

Hang out by the on-site pond for a quiet time that will bring you closer to nature.

If you want more adventure, don’t hesitate to try water tubing on the White River.

16. Castle Hill Resort & Spa

152 Castle Hill Dr Proctorsville, VT 05153 (802) 226-7361

No tourist can count this place out when planning their Vermont vacations.

At Castle Hill, you can access a sophisticated weekend adventure near the forest.

It’s a four-star historic hotel whose establishment dates as far back as 1905.

Have no worries because you can expect modern amenities in this place.

Dedicate some time at the romantic spa to rejuvenate and pamper yourself a little.

Aside from that, stay true to your physical goals by visiting the cardio room.

Make your way to the Castle Dining Room for an elegant food experience.

Reserve your slot in the private room if you want to celebrate with a large group.

Slow down for a little bit by taking the time to read at the Castle Library before leaving.

17. The Essex Resort

70 Essex Way Essex Junction, VT 05452 (802) 878-1100

A four-star hotel, the Essex Resort boasts an expansive space that covers 18 acres.

Its suites exude a welcoming ambiance that will captivate you just as you enter.

Some rooms even have an electric fireplace that will keep you warm on colder days.

Aside from staycation, this place lets you learn cooking through the Cook Academy.

Sign up for this hands-on experience even if you’re a beginner for a great time.

Those who prefer eating can delve into gastronomic fare at the restaurants.

Visit the Tavern to savor local beers on draft and some light bites on the side.

If you need to destress, just go to the Essex Resort and Spa for an indulgent time.

Related: Places to Visit in Vermont

Related: Things to Do in Vermont

18. Marble Mansion Inn

12 W Park Pl Fair Haven, VT 05743 (802) 265-4556

Nestled by Vintage Green, the Marble Mansion Inn showcases an authentic country vibe.

It hosts a dozen rooms named after your favorite literature icons, such as Jane Austen.

No need to pay extra to savor a gourmet breakfast because they have it here, too.

Stay in the common areas if you want to pet the resident animals staying there.

Outside the inn, you can discover ski destinations less than an hour away.

Just drive for a few minutes to visit Castleton University, established in 1787.

It’s also great to try biking to immerse yourself in the local community even further.

If possible, embark on a food adventure to tantalize your taste buds in Fair Haven.

19. The Norwich Inn

325 Main St Norwich, VT 05055 (802) 649-1143

Do you want a Victorian experience?

If yes, then the Norwich Inn can be your perfect accommodation in the town center.

It hosts three unique buildings where you can seek comfort for quick trips to Norwich.

Its location near the state border also brings you to Dartmouth College in New Hampshire.

If you’re a foodie, you must not miss the chance to dine in Jasper Murdock’s Alehouse.

Traditional dishes take center stage in this local favorite known for its friendly service.

Have cocktails or beers to achieve a more romantic dining experience.

To meet the locals, enjoy a biking adventure at the nearby Norwich Nature Center.

20. The Blue Horse Inn

3 Church St Woodstock, VT 05091 (802) 457-9999

On the lookout for simple Vermont vacation ideas?

Head to the Blue Horse Inn for a weekend filled with unparalleled comfort.

Its location allows you to bask in incredible views of Mount Tom and the Ottauquechee River.

Lounge in your cozy room to feel the luxurious ambiance in your home away from home.

You can kickstart your day in this place with a farm-to-table breakfast that epicures love.

It’s a three-course meal where you can savor seasonal items and local coffee.

Spend a few minutes at Green Park before going to the gift shops in the area.

Don’t forget to drop by the Woodstock Gallery to also satisfy yourself with great works of art.

21. Topnotch Resort

4000 Mountain Rd Stowe, VT 05672 (802) 253-8585

As its name states, this place is a top-notch accommodation hub near the Green Mountains.

Step into this resort to expose yourself to an opulent place that boasts modern amenities.

Visitors can also try cross-country and downhill skiing without going elsewhere.

Sports enthusiasts can likewise have an exceptional time at the resort’s tennis academy.

If you want to slow down, just head to the outdoor patio to read some great books.

Revitalize your body and soul by availing yourself of special treatment at the spa.

Try their 80-minute signature massage for the soothing feeling that your body deserves.

Complete your weekend adventure with a delectable dinner in the luxurious eateries located here.

Related: Things to Do in Vermont with Kids

Related: Family Friendly Hotels in Vermont

22. Kimpton Taconic Hotel

3835 Main St Manchester, VT 05254 (802) 362-0147

An iconic hub, the Kimpton Taconic Hotel became known for its refined style.

Individuals who need some time away from the urban area won’t be disappointed here.

It’s a four-star hotel that provides a soothing escape to those who want to disconnect.

Visitors particularly hail the plush bedding and world-class amenities offered in every room.

Take away the heat by swimming in the outdoor rectangular pool that guests can freely use.

Aside from that, you can also sit in the lawn area to feel the breeze while reading a book.

Attend the social hour to meet other guests during your short but sweet stay in this place.

23. Mt. Philo Inn

27 Inn Rd Charlotte, VT 05445 (802) 425-4250

Built in 1896, Mt. Philo Inn stands out through its storied past in Charlotte.

It has since transformed into a homey lodging that large groups appreciate.

Its three-bedroom suites also have a kitchen where you can cook your favorites.

Just use their complimentary breakfast basket to prepare the dishes you want.

Be sure to eat a lot because you need enough energy for your hiking adventure.

Visit Mt. Philo State Park to get magnificent views from a bird’s eye view.

On your way back, drop by the grocery stores to prepare healthy meals in the inn.

Even the young ones will appreciate the fresh quality of goods here.

24. Woodstock Inn & Resort

14 The Green Woodstock, VT 05091 (802) 332-6853

Nothing beats the Woodstock Inn and Resort when it comes to quality lodging.

As you enter, this sophisticated place will leave you in awe of its artistic style.

Sign up for their fitness or yoga classes to have a calming weekend activity.

Visit the Conservatory to join the afternoon tea activity prepared for all guests.

It’s one of the old-but-gold traditions you can’t miss when coming over.

At night, please your palate with the creative offerings in the Red Rooster.

Just make a reservation ahead of time to secure your spot for a lovely evening.

25. Four Columns Inn

21 West St Newfane, VT 05345 (802) 365-7713

Since 1969, Four Columns Inn has been one of the best weekend getaways in Vermont.

Foodies will have the best time in this place because of the epicurean experience that awaits.

It provides a special spotlight on sustainability that’s perfect for health-conscious guests.

In fact, this unfussy inn takes pride in being the first farm-to-table eatery in the area.

Kickstart your morning with a continental breakfast provided for free to every guest.

Take the time to explore the antique shops, museums, and galleries.

Also, you can bring your dog or cat over since there are pet-friendly rooms in Four Columns.

Related: Waterpark Hotels in Vermont

Map of The Best Weekend Getaways in Vermont

25 Best Weekend Getaways in Vermont for [currentyear]

• Round Barn Inn
• Hotel Vermont in Burlington
• Rabbit Hill Inn
• Basin Harbor Club
• The Woodstocker B&B
• Red Clover Inn and Restaurant
• Stone Hill Inn
• The Middlebury Inn
• The Vermont Inn
• Burke Mountain Hotel & Conference Center
• The Brandon Inn
• Green Mountain Inn
• The Amee Farm
• Castle Hill Resort & Spa
• The Essex Resort
• Marble Mansion Inn
• The Norwich Inn
• The Blue Horse Inn
• Topnotch Resort
• Kimpton Taconic Hotel
• Mt. Philo Inn
• Woodstock Inn & Resort
• Four Columns Inn

The 6 Best Weekend Getaways in Vermont

Valley walls climb skyward as I drive towards Stowe, where Vermont’s Green Mountains reach their apex on the 4,393-foot summit of Mount Mansfield. Summer foliage blankets the rounded peaks on both sides of the road, following the slow curves of the Little River all the way to the Stowe village center.

Stowe is under an hour from my Vermont home, a place I come to hike past tree line, drink craft beer, and ride mountain bike trails with big views of the nearby Worcester Range. Today, my destination is a pool-side spot at  Topnotch Resort , where umbrella-shaded loungers look out at the wide-open slopes of Stowe Mountain Resort.

It’s got all the essential ingredients of the perfect weekend getaway: Plush accommodations, luxe spa treatments, and easy access to a maze of mountain trails. For me, those combine for a trip that really feels like getting away—even if I’m not going far.

Whether spa-hopping in Stowe or reading Robert Frost in Bennington, there are plenty of  places to get away from it all in Vermont . Here are some of my favorite spots to escape in my home state.

Settle into spa mode in Stowe

A slope-side perch high above Mountain Road gives  Topnotch Resort  a bit of perspective—the outdoor pool, backyard fireplaces, and many of the rooms look straight towards the summit of Mount Mansfield. The 120-acre property means lots of privacy and space for exploring, from an onsite hiking trail to a long list of outdoor games. Guests can grab a loaner set of bocce balls for afternoon tournaments on the lawn, and since the resort is pet-friendly, you can even bring your pooch.

Onsite spa services celebrate local ingredients: think Vermont maple sugar scrubs followed by goats’-milk body cream, or a total hops massage that starts with hop-infused body oil and ends with a craft brew from nearby Ten Bends Beer. Yoga and some fitness classes are included for overnight guests, or you can rent a bike and ride the Stowe Recreation Path into the nearby village.

Gas fireplaces light up after sunset here, so pull up an Adirondack chair and watch the first stars appear above mountains. Don’t forget to ask for a s’mores kit to bring out with you; they’re stocked with marshmallows, graham crackers, chocolate, and toasting sticks.

Topnotch Resort

Live the old-fashioned good life in manchester.

Grab a wooden rocking chair on the broad, shady porch of the  Kimpton Taconic  to watch the afternoon unfold in Manchester, a Vermont community that’s drawn travelers seeking refuge from city life for centuries. That history’s on display inside the hotel, from country inn-inspired art to comfy leather sofas and crisp linens. A heated pool and in-room spa services are decidedly modern luxuries.

Discovering Manchester is all about getting outside. After a hike to nearby Lye Brook Falls or a fly-fishing session in the Battenkill River, warm up with a glass of wine or Vermont craft beer during the evening social hour.

Organic coffee and tea service kicks off leisurely mornings here. Grab the yoga mat in your room to add a stretching session by the pool, or bring it along to a class at the nearby Heart of the Village Yoga Studio.

In a state that’s devoted to fresh-from-the-farm cuisine, dining is a highlight: visit the inn’s onsite restaurant, The Copper Grouse, for updated comfort food such as maple-plank salmon, clam chowder with smoked bacon, or a burger topped in sharp, Cabot cheddar.

Kimpton Taconic Hotel, an IHG Hotel

Visit a charlotte inn with a backyard mountain.

Perched at the edge of Mount Philo State Park, the  Mt. Philo Inn  has unmatched access to a 237-acre preserve that was the very first state park in Vermont. Walk out to the backyard of the cozy inn to connect to the Mount Philo Trail, a 1.9-mile loop leading to a gentle summit that’s just 968 feet above sea level.

Inside the pet- and cannabis-friendly inn, décor is hand-crafted by local artisans, with features that include elegant wraparound staircases and Vermont-marble countertops. Each of the four 2- or 3-bedroom suites are furnished with homey antiques.

The en-suite chef’s kitchens are perfect for whipping up meals with organic vegetables from nearby  Philo Ridge Farm and Market . Complementary breakfast baskets arrive daily, overflowing with local and organic ingredients. (Hot tip: Vermont maple syrup is best served over stacks of buttermilk pancakes, made using mix from Ferrisburgh’s Dakin Farm.)

Before you leave, snap an essential souvenir photo in the old-fashioned phone booth that’s perched on the inn’s front lawn.

Mt. Philo Inn

Stay in a historic property in the heart of woodstock.

Black-shuttered windows look out across the village green from  Woodstock Inn & Resort , which is easy strolling distance from downtown art galleries and cafes. The resort tempts active guests with offerings that include falconry, fly-fishing classes from Orvis, and garden tours. Trails here link to a network of bike paths and hiking routes that stretch more than 60 miles through the valley, while golfers can play 18 holes at the neighboring Woodstock Country Club.

When you’re ready to explore the village, borrow one of the inn’s fleet of shiny cruiser bikes—complete with a big front basket—and pedal to the nearby Middle Covered Bridge across the Ottauquechee River. Less than a mile farther along is the unmissable Billings Farm and Museum, where you can visit a herd of Jersey Cows and wander a maze made from 64 varieties of sunflowers. Just try to make it back to the inn for the afternoon tea, when hot drinks and fresh baked goods are served in the lobby.

Woodstock Inn & Resort

Discover vermont's prettiest village from this newfane hotel.

In classic New England style, Newfane’s village center is cinched around a town green the size of a postage stamp. White clapboard houses face a whitewashed courthouse and church, and overlooking it all is the picture-perfect  Hotel Four Columns .

Rooms offer an unfussy blend of antiques and modern furnishings—suites with in-room Jacuzzis and fireplaces are especially cozy when nights turn cool. Treatments at the onsite wellness center range from soothing craniosacral therapy to deep tissue designed to work sore muscles. Dinner is served in the onsite Artisan Restaurant, with a menu of comfort food sourced from the onsite market garden and a handful of local farms.

Before you settle in, though, grab your shoes for a trek up the 2.53-mile hiking trail that leaves right from the back garden, crossing slender Smith Brook as it winds up a forested hillside.

Four Columns

Live revolutionary history in a bennington inn.

Overflowing with proud history, Bennington offers a glimpse of Vermont’s Revolutionary War era; a short stroll from the elegant  Four Chimneys Inn  is the Bennington Battle Monument that recalls a decisive clash that happened nearby in 1777.

That history infuses the inn itself, which is built on the site of an original 1783 house that burned down over a century ago. Manicured grounds are bordered by a low, stone wall, and surrounding foliage turns brilliant in the fall. Each of the inn’s 11 comfortable rooms is different, with the option to choose features including gas fireplaces, jetted tubs, private glassed-in porches, and four-poster beds with old-fashioned charm.

Made-to-order country breakfasts are served at private tables in the inviting dining room, and on warm days, you can take your coffee out onto the sunny back porch.

If you do walk from the inn to the Bennington Battle Monument, pause at the Old First Church to pay your respects to another Vermont legend: the poet Robert Frost, who once had a farm just up the road, is buried in the cemetery out back.

Four Chimneys Inn