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Adventures in New England

A local's guide to savoring the history, culture, food and nature of the Northeast USA

15 Fabulous Day Trips in Connecticut

Connecticut is in southwestern New England. It has a big city, fancy suburbs of New York City, a pretty coastline, and rural farmland. I did my residency in Hartford and lived just north of that area for about 5 years. Since Connecticut borders Rhode Island, I still visit often for day trips. Below are a few of my favorite Connecticut day trips.

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The historic boating town of Mystic has an aquarium, cool balancing bridge, colonial seaport, and quaint downtown.

Read on for more things to do in Mystic, Ct.

Hike to Hublein Tower, Simsbury

A 1.25-mile hike through Talcott Mountain’s woods brings you to this tower with sweeping views of Connecticut, including Hartford.

Talcott Mountain is one of my top ten New England family hikes.

West Hartford Center

If you are in the mood to spend a day shopping and eating, West Hartford is the place to be. Here you can find almost any store you can think of. My favorite Connecticut restaurant, Restaurant Bricco , is on LaSalle Road.

New Haven is the Ivy League school’s home, Yale, and the home of some delicious wood-fired pizza. There is some controversy about who has the best, but the original is at Frank Pepe Pizzeria Napoletana. There are often long lines, so it is good to show up right when they open. One of their most popular pizza is the white clam. While in town, visit the museums of Yale, such as the Yale Peabody Museum of Natural History.

Southwestern Connecticut

If you want to explore Connecticut’s rural side, try a road trip around the southwest corner of the state where you can drive past farms, go antiquing, visit wineries, and hike to waterfalls.

Read more about spending a day in rural southwestern Connecticut.

Connecticut Wine Trail

You can see the whole state, as well as have an amazing day visiting Connecticut’s 40 wineries, but of course, you would need a designated driver and drink safely.

You can read about my day with the girls at Jonathan Edwards Vineyards.

A Day at Lavender Pond Farm, Killingworth

If you are in Connecticut in June or July, spend a peaceful day among the blooming, fragrant stems. The farm has chairs and games to play as well. This farm is on my list of the best flower fields around New England.

Clyde’s Cider Mill, Old Mystic

If you are visiting in the fall, be sure to join the party at Clyde’s Cider Mill, where you can see cider being pressed by a room-sized antique press and eat apple cider donuts. Right up the road, visit Whitehall Cemetery with graves dating back to the 1600s.

Sharpe Hill Winery, Pomfret

Start your day at the Lavender Hill Alpaca Farm in Voluntown. After getting your fill of these frilly-headed animals. Then take a hike around the Connecticut Audobon Society Bafflin Sanctuary. End your day with a wine tasting and dinner in Sharpe Hill’s beautiful old barn.

Lake Compounce

Read more about spending a day at Lake Compounce, the oldest continually running amusement park in the United States.

Devil’s Hopyard

Devil’s Hopyard is one of my favorite picnic spots in New England. On the two-mile hike, you can see a waterfall, covered bridge, and sweeping green views.

Explore the Connecticut River Valley

Take a boat ride on the river, explore Gillette Castle, take a train ride, or shop and eat in the charming town of Essex.

Read on for how to spend a day in this area.

Visit Old Saybrook

Get a spa treatment at the Saybrook Point Resort and Spa. Walk through the Monument Park. Enjoy lunch on Main Street. A few of my favorite restaurants are the Penny Lane Pub or Liv’s Oyster Bar. Finish your day with a walk by the ocean or a peek at the Lynde Point Lighthouse.

Spend a Day at the Florence Griswold Museum, Old Lyme

Around the turn of the twentieth century, Florence Griswold was running a boarding house on the Lieutenant River banks drawing painters to the area. This was the Lyme Artist Colony, the beginning and hub of American Impressionism. The house is open for touring, as well as a garden and a museum housing a large collection of impressionist paintings. Be sure to leave time for lunch on the veranda overlooking the river.

Mark Twain House

This gothic-style house in Hartford is where Samuel Clements raised his family. There are three buildings to tour, including the house.

I hope you enjoyed this list of day trips in Connecticut. I will continue to add to it as I think of more.

Did I miss any of your favorites? Please let me know in the comments.

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7 thoughts on “15 Fabulous Day Trips in Connecticut”

I live in Boston, these are some really great things to see in CT. I love Mystic, it’s one of my favorite towns in New England. I actually wasn’t aware if the Lavender Fields, I’m going to need to check those out some year.

Those are some great ideas for day trips. I think I should like to do them all – from the lavender to antique hunting to the wine trail. Mystic has always been intriguing to me, and those waterfalls in Devil’s Hopyard looks so scenic.

I have only done Mystic and its outdoor seaport museum in my only day in CT and I really do need to go back to the state to check out the natural beauty (or maybe the changing of the colours in the leaves in the fall). I am loving the waterfalls in Devil’s Hopyard and would defo want to check these out. One place I would like to go is Hartford for a bit of history, as the founder of the town is from a town very near to my home in Hertford, in the UK. 🙂 So there is a little bit of a connection for me, not much, but its enough for me to get myself into gear and visit CT again 🙂

That is cool that you live near our founder. I didn’t know the origin of the name Hartford.

I have never been to Connecticut and this post makes me want to spend a week just exploring the day trips. I would first explore Devil’s Hopyard. A two-mile hike isn’t too bad especially if you get views of a waterfall and bridge. I’ll have to see if it’s pet-friendly too. I’m sure my pup would enjoy this hike as well.

This is a part of the US I’d really like to explore more! I didn’t know that Connecticut had a winery scene but checking out some of them sounds like a lot of fun! Mystic also looks like an interesting little town. I checked out your other post and the drawbridge does look unique with those concrete slabs!

There is also. Harkness park in Waterford Connecticut. it’s a mansion that used to Belong to a rich family. there is Alot to see. it’s surrounded by the ocean. flower gardens . it’s beautiful. Look it up!

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6 Connecticut Winter Activities: The Perfect Way to Spend a Cold Day

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Connecticut day trips are a great way to bust the boredom of gloomy winter weather, but if you think you’re limited in options by the snow or cold, don’t worry. We’ve put together our top 6 Connecticut winter activities for non-skiers, to help you get out and explore this winter. These experiences offer some great things to do in Connecticut during the winter, easily reachable from Hartford and even New York City.

Experience the Thrill of the Race

Connecticut may not be known for many world records, but the state has it right where it counts.

Supercharged go kart racing in Connecticut offers the thrill of the race on the world’s largest indoor track . Racers compete on one of two courses, the Coca-Cola or Antonino raceway, taking on the challenge in odorless electric vehicles. If that doesn’t sound like a thrill, never fear, these are no mere golf carts.

Supercharged go karts can travel up to 14 miles per hour, which is quite a racing feat on a winding, challenging course. For beginners, semi-pro heats allow drivers to experience racing while traveling at the lower end of the speed range. For a more advanced ride, experienced drivers can take on a pro heat and feel the full thrill of a wide-open throttle.

Supercharged is located in Montville and also offers an indoor trampoline park, if you are looking for more in Connecticut winter activities. Racers must register and pay an annual $7 licensing fee, which covers the cost of the required head sock to be worn beneath all Supercharged helmets. Single races start at $19.95 with three and five race packages available.

Look under the deals section of the Supercharged website for special offers. It’s one of the more invigorating things to do in Connecticut in the winter.

Diving into the Deep, a Free Things to Do in Connecticut During the Winter

If you’ve ever wondered what it would be like to live on a submarine, or even if you haven’t but have a healthy respect for history, wander over to Submarine Force Museum and Library . This Connecticut day trip is only about 20 minutes away from Supercharged, so it makes a great addition to your visit there.

Within the Submarine Force Museum, you’ll find several interactive displays, including two working periscopes that allow you to see what it’s like to peer above the surface of the water from deep within the ocean. A submarine control center is also available for guests to touch and learn from.

Also within the museum, is a replica of a submarine, detailing each section of the vessel and what life was like inside. It’s a great primer for the featured highlight of the museum, the USS Nautilus.

Launched in 1954, the Nautilus was the sixth ship in the U.S. fleet to bear the name but became the first commissioned nuclear-powered ship in the navy. Nautilus traveled over half a million miles before she was decommissioned on May 20, 1980.

Nautilus now rests at the Submarine Force Museum, giving visitors a glimpse into life beneath the water’s surface. You’ll travel the narrow hallways and stairwells throughout the ship to view living quarters, as well as operational and recreational areas.

The Submarine Force Museum and Library is located in Groton and makes an educational Connecticut winter activity, while providing a once in a lifetime experience. Admission is free, and guided tours are available.

In addition to the museum, the onsite library also holds 5,000 volumes of work related to submarines and submarine history. If you ever had a question about this area of naval genre, you’re sure to find the answer here.

Experience this Connecticut Winter Activity Before the Opportunity Is Gone

Duckpin Bowling has been an after-Christmas tradition in our family for several years now. We descend upon Ducks on the Avenue in West Hartford , in increasingly growing numbers, as sons-in-law join our cloistered ranks.

Duckpin Bowling is a unique New England experience, making it an unforgettable day trip in Connecticut.

What’s so different about duckpin bowling, you ask? Well, the size of the ball for one thing. Duckpin bowling balls fit into the palm of your hand. There are no finger holes either, making it a little more challenging to get just the right hold.

The pins are pint-sized in duckpin bowling as well, requiring greater precision to knock them down. Strikes are rare in duckpin, so scores are lower than regular bowling, but it’s an experience you won’t soon forget, and one that holds historical significance.

Some say that the roots sprang from a Baltimore gaming hall owned by baseball greats John McGraw and Robert Wilson. However, more recent evidence suggests that the game was being played near Lowell, Massachusetts as early as the 1890s.

Duckpin bowling has always been an East Coast sport, where kingpin centers once flourished in Rhode Island, Connecticut, and Maryland. Names like Wolfie Wolfensberger and Toots Barger drew SRO weekend crowds when they played, but duck pin today is a dying sport.

Outdated machinery and few spare parts make duckpin a day trip whose days are numbered. To experience this New England tradition before its gone, find a center near you and head out today.

Visit a One-of-a-Kind Dinosaur

The Peabody Museum of Natural History at Yale University may just be the only place to house 4.5 billion years of the earth’s history under one roof. It’s also the only place where you’re likely to see the skeletal remains of a Brontosaurus-Apatosaurus hybrid .

Changing nomenclature once resulted in Apatosaurus being classified as the same creature as Brontosaurus, so the Peabody wasn’t really wrong in putting the head of the former on the body of the latter. Once it was discovered that the two reptilian giants were indeed different creatures, it was too late to dismantle the six-and-a-half-ton giant, so the oddity remains.

In addition to mismatched reptiles, you’ll also experience a rare illustrative look into the evolutionary history of the dinosaur as it was believed to have happened in 1947. The 110-foot long mural was created by Pulitzer Prize winning Rudolph F. Zallinger and features a few oddities of its own.

In addition to reptilian history and the earth’s evolution, you’ll experience the tremendous mammalian creatures that predate current species, including a giant sloth and full skeletal remains of homo erectus. Also, make sure to spend some time with the museum’s mineral collection, a new addition that showcases several rare and amazing specimens.

The Peabody Museum is open Monday through Friday 10 to 5 and Sunday noon to 5. Admission is $10 per person with senior rates available. Discounted and free admission offers are available on the museum’s website.

You Don’t Have to Ski to Enjoy This Connecticut Winter Activity

While Connecticut winter weather makes it a great time for indoor pursuits, there is one Connecticut day trip that can take you outside, and no, you don’t need to don a pair of skis or grab a sled to enjoy it.

Backyard Adventures is located on several hundred private acres of land and offers ATV tours through the Litchfield hills. While tours begin at a driving range, suggesting an inauspicious start for this day trip, things rev up rather quickly once you’re strapped into your Can Am Commander side-by-side.

Setting off at a brisk pace, you’ll cover dirt roads, wooded leafy undercover, sand, water, and a few challenging surprises. On certain ATV tours , you can even reach an overlook, offering a spectacular view of the Litchfield landscape coated in winter glory.

To reserve your spot on this Connecticut day trip, you’ll need to phone 860-866-6104 or Email al**************@ms*.com .  Backyard Adventures is located in East Canaan and offers one of the more unique outdoor things to do in Connecticut in the winter.

Challenging Yourself at It Adventure

It is a strange name for this day trip experience, but the location only makes it more unique. Deep inside the Jordans Furniture showroom in New Haven is the world’s largest indoor ropes course. Thrilling mid-air fun and another Connecticut record breaker make this experience one you have to see for yourself.

Jordans Furniture calls It Adventure Indoor Ropes Course a state-of-the-art facility, and when you clip your carabiner into the overhead track system, you’ll be inclined to agree.

While traditional adventure courses require you to unclip your safety harness from the line at each event and reclip to a new one, It utilizes a revolutionary system. Once you’re connected, you’ll be able to experience the many thrills of the course without worrying about clipping and unclipping. At It Adventure, you’re securely fastened into the overhead track at all times, allowing your own personal safety system to travel seamlessly with you.

The It adventure course includes catwalks, angled rope ladders, zigzag swinging beams, cargo nets, bridges and more on four levels. Four zip lines at various heights round out the ropes course, including the final leg that travels directly over the regular dancing water feature.

Exiting the course is probably the biggest thrill of all, and possibly the greatest challenge. You’ll jump from one of It’s 56-foot high elevated platforms. While taking the initial step off is a challenging maneuver for many, you’ll be safely and gently belayed to the ground by the It ropes course system.

Several climbing experiences can also be purchased for the three separate rock walls.

While It’s rope course is designed for individuals over 48 inches tall, younger and shorter youth can experience the thrill at Little It, and abbreviated version of the standard course located in the same area as the main attraction.

Winter Fun in Connecticut

These 6 Connecticut winter activities prove that you don’t have to be a skier to enjoy winter in Connecticut. With so many unique adventures to be had, now is the perfect time to get out and explore Connecticut.

We're Kat and Ali, a pair of mother-daughter travel bloggers exploring the U.S. We're sharing our experiences, tips and insights to help you more easily get out and explore the beautiful landscapes and places of this nation.

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10 Wonderful Winter in Connecticut Things to Do 2024 ❄️

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Are you looking for fun winter in CT things to do? The Nutmeg State has a ton of awesome options for winter fun, including cross country skiing, downhill skiing, ice skating, and so much more.

Whether you’re a fan of playing in the snow or you’d rather cozy up indoors, there are so many fun things to do winter in Connecticut!

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Connecticut Winter: What to Expect

So, how bad is winter in Connecticut?

Expect cold! Connecticut’s wintertime temperatures have an average high of only 36° from December to February, with an average of about 26 inches of precipitation. If you like snowy holidays, you might just find them in the Nutmeg State!

The gold standard for how to dress for Connecticut winter weather is in layers. You can always take off a layer or two if you don’t need it, but no one wants to freeze their butts off while waiting in line on a cold Connecticut winter day.

If you’re worried about winter road conditions, check the CT Roads site for up to date info on what to expect. Be cautious and give yourself plenty of time to get where you’re going. You will want to be sure the vehicle you’re driving has proper tread on the tires – it is important, safety first!

All in all, there are worst places for weather than Connecticut in the winter! Just do a little prepping and planning and you’ll be fine.

Winter in Connecticut Attractions & Things to Do

1. attend connecticut winter festivals.

Winter in Connecticut offers a lot of fun annual events across the state:

First Night Celebration, Hartford CT

Welcome in the New Year with Hartford’s First Night Celebration , beginning on the afternoon of December 31 and continuing through midnight with live entertainment, art exhibits, tasty treats, and more, with a final culmination of fireworks at Bushnell Park at midnight.

Hartford is full of cool things to do (and awesome breweries ) so choosing to ring in the New Year in Connecticut’s capital city is a pretty safe bet when you’re looking for great CT winter fun!

2023 First Night Hartford

December 31, 2023

6 pm for the younger crowd, and midnight for the rest

Winter Spectacular at Cava, Southington CT

Plan to have a dinner at Cava Restaurant in Southington to ooh and ahh at their impressive holiday decorations. They go all in every year for their mesmerizing and remarkable Winter Spectacular , featuring new and unique themes each year that utilize over 150,000 lights!

They are currently in their 16th year, and it’s become quite the sensation! It’s truly something that has to be seen to be believed, so plan a winter Connecticut dinner date before March to see it for yourself.

2023/2024 Winter Spectacular at Cava Info

Decor goes up the day after Thanksgiving and will stay up until March 31, 2024.

Cava is open Monday through Thursday, 11:30 am – 9 pm, Friday, 11:30 am – 10 pm, Saturday, noon – 10 pm, and Sunday, noon – 9 pm

Call 860-628-2282 or visit their website to book your reservation!

Sun, Wine, and Food Fest, Uncasville CT

Celebrating 20 years in 2024, the Sun, Wine, and Food Fest at Mohegan Sun has become quite the Connecticut winter event! You’ll get to sample the finest flavors over the course of the long weekend, with notable events including the Sun Patio Ice Bar Experience, a Celebrity Chef Dine Around, and so much more.

2024 Sun, Wine & Food Fest Info

This winter festival goes from Thursday, January 25 – Sunday, January 28, with events happening at varying times throughout the day. Tickets are limited, so get yours now!

2. Hit the Slopes

Connecticut does get snow during the winter, especially in the Northwest corner of the state. In addition to the snow that falls naturally from the skies, Connecticut’s most popular ski areas all feature great snowmaking potential, so there’s plenty to play in!

There are multiple ski areas and resorts to choose from, with Ski Sundown being a strong favorite with a variety of trails and terrain parks on 70 skiable acres with excellent grooming and snowmaking capabilities. Plus, its close proximity to Hartford makes Ski Sundown an even more attractive option!

Powder Ridge Mountain Park & Resort, Middlefield CT

Mount Southington, Plantsville CT

3. Take a Romantic Winter Connecticut Getaway

If it’s a romantic getaway you have in mind, you’re in luck because Connecticut in winter is the perfect setting for romance!

All across the state are dreamy bed and breakfasts that offer sweetness, charm, and of course, fantastic breakfasts.

Take, for example, Manor House Inn in Norfolk. Not only is this incredible property a throwback to Gilded Age grandeur, but it also delivers big on warmth and charm, with 5-acres of beautifully manicured grounds to enjoy, and a fantastic location in charming Litchfield Hills, where you can take in a show at the historic Infinity Music Hall in Norfolk.

Click Here to Check Prices & Book Manor House Inn!

If you’d like a romantic getaway with a view, look no further than Saybrook Point Resort and Marina. Spectacular views of the Long Island Sound can be easily arranged in this gorgeous hotel, and the onsite restaurant and spectacular spa services only serve to add to the sheer perfection of this sweet romantic getaway spot!

They also host an incredible New Years Eve party, if you and yours are looking to ring in the new year together on your romantic CT vacation. The charming town of Old Saybrook has plenty to keep you busy , too!

Click Here to Check Prices & Book Saybrook Point Resort!

4. Enjoy Ice Skating in Connecticut

One of the loveliest things to do in winter in Connecticut, ice skating never goes out of style! Whether you’re looking for indoor or outdoor ice skating in CT, you can find it here:

• Danbury Arena, Danbury CT
• Wonderland of Ice, Bridgeport CT
• International Skating Center of Connecticut, Simbury CT
• Terry Conners Rink, Stamford CT

5. Book a Rejuvenating Spa Getaway in CT

Are you looking for a relaxing winter in Connecticut? There are several places that fit the bill. One of the best bets for tranquility is to look for areas that are favorite warm-weather destinations and take advantage of “off-season” prices of a hotel in a town on the coast, like Gold Coast’s Greenwich.

There are lots of great things to do in Greenwich, but during the winter season, Greenwich Point Park’s beachfront goes from a crowded, fight-for-your-space spot to a tranquil place to enjoy the sounds of the winter waves. Tod’s Point is considered one of the most beautiful spots in the state .

Plus, rooms at the luxurious Delamar Hotel are a little easier on the pocketbook in the winter months, too! The onsite restaurants, entertainment, and top-notch spa make the Delamar a one-stop-shop vacation destination.

Click Here to Check Prices & Book the Delamar

Water’s Edge Resort & Spa, Westbrook CT

The Spa at Norwich Inn, Norwich CT

6. Go Snow Tubing or Sledding

Winter activities in Connecticut don’t have to involve the kind of steep learning curve that downhill skiing often does!

You’ll also find snow tubing and sledding options around the state that are perfect for family fun in the snow! One of the most popular places to go sledding in Connecticut is the Ansonia Winter Playground at Linnet Park . Open 7 days a week with a firepit blazing on select days, this is the perfect spot for family winter fun.

Beardsley Park, Bridgeport CT

Town Center Park, Hamden CT

Powder Ridge Mountain Park, Middlefield CT

Mohawk Mountain Ski Area, Cornwall CT

7. Enjoy Connecticut Christmas Charm

If your winter in Connecticut vacation ends up overlapping with the holiday season, you’re in luck because Christmas in Connecticut is full of fantastic things to do and see!

Here are some can’t miss holiday events in Connecticut:

A Charles Dickens’ Christmas at Lyman Orchards – light displays, concessions, Dickens’ characters, and specialty choral performances and horse drawn hayrides on specific days.

Open Thursday – Sunday, 5 pm – 8:30 pm, select weekends 11 am – 2:30 pm until December 23rd

Lantern Light Village , Mystic CT – live music, light displays, horse and carriage rides, concessions, and an interactive walk through holiday traditions past!

Open December 8, 9, 15, 16, 21, 22, 23, from 5 pm – 8 pm at the Mystic Seaport Museum

Psst! Hallmark has filmed a couple of their Christmas movies in Mystic, so watch “Holiday for Heroes” and “A Very Nutty Christmas” to see if you recognize anything during your Mystic CT winter getaway; it is a quintessential Hallmark Christmas movie town !

Christmas Village , Torrington CT – Visit Santa, Mrs. Claus, reindeer and the elves at the Torrington, Connecticut Christmas Village! Every child who comes to visit receives a small gift, and there’s even a hot cocoa booth to help warm you up.

December 10th – December 23rd, 1 pm – 8:30 pm, December 24th, 9 am – noon

15th Annual Greenwich Reindeer Festival  – meet and greet Santa and his reindeer at one of the best family-friendly Connecticut winter festivals! In fact, this is also a great option for those who want their fur babies to get a pic with Santa, as they offer a doggy gift bag for those who come Monday – Friday when it’s a little less busy.

There are also raffles, a letters to Santa station, and more, so if you’re looking for holiday events for kids in Connecticut, this is one of the best things you can do!

November 24 – December 23, 2023, Photos with Santa: Monday – Friday, 12pm – 6pm, Saturday, 9am – 6pm. Closed Sundays.

8. Cozy Up in a Charming CT Winter Cabin

Connecticut is full of neat vacation rentals , including charming cabins that are perfect for a winter vacation. Book a place where you can roast marshmallows in the fire pit outside before heading to the outdoor hot tub to warm up a bit and you’ll really be set!

9. Go Ice Climbing

If you’re looking for even more Connecticut winter fun, you can also check out the ice climbing opportunities with Ascent Climbing .

No experience is necessary as they will provide the technical equipment required and a guide that will lead you on your very own CT ice climbing journey! This is perfect for those looking for adventurous CT winter activities.

10. Enjoy the Museums

I consider this one of the most ultimate winter indoor activities in Connecticut and pretty much anywhere, really. If the weather outside is frightful, head to your nearest museum!

Luckily, Connecticut museums are top-tier. Here are some of the most popular museums in the Nutmeg State:

• Florence Griswold Museum, Old Lyme CT
• New Britain Museum of American Art, New Britain CT
• Wadsworth Atheneum Museum of Art, Hartford CT
• Yale University Art Gallery, New Haven CT
• The Bruce Museum, Greenwich CT
• Connecticut Science Center, Hartford CT
• Connecticut Air & Space Center, Stratford CT

Final Thoughts: Connecticut Winter 2023/2024

There are so many great ways to enjoy your next winter in Connecticut. Wherever you end up in the Nutmeg State, enjoy your winter getaway!

PS if you’re looking for current happenings like things to do in Connecticut this weekend or what to do in Connecticut today, be sure to check out this Connecticut events calendar to see what’s happening during your visit!

Read these next:

• 9 of the Coziest and Best Winter Getaways in New England
• 10 Must-Visit Ski Resorts in New England for 2024
• 6 Ideas for an Amazing Winter in Massachusetts
• 23 Ideas for a Wonderful Winter in Boston
• 6 Places to Enjoy Winter in Vermont
• 14 Amazing Things to Do in New Hampshire in Winter

• From Maine to Miami

• Connecticut
• Massachusetts
• New Hampshire
• North Carolina
• Rhode Island
• South Carolina
• Washington DC

Connecticut in Winter: Things to Do & Attractions

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Get ready to bundle up and explore Connecticut in winter.

There are plenty of things to do in the state during this season- from skiing and snowboarding to hiking and ice skating.

And of course, no trip to Connecticut would be complete without spending some time exploring the state’s many charming towns and villages like Litchfield and Mystic.

To help plan your trip, this guide features the things to do in Connecticut in winter including destinations for winter activities and festive attractions.

If you’re visiting at an earlier time, you may also like our guide to fall in Connecticut .

Or check out seasonal suggestions for spring in CT if you’re coming late.

Things to Do in Connecticut in Winter

Listed below are fun things to do in Connecticut in the winter including activities you can do outdoors for adventure and indoors for cozy fun.

We’ve grouped the following places to visit in Connecticut in winter by area so you can see which activities are closest to your home if you are local,

If you are visiting CT this winter, this structure will help you plan your festive itinerary with ease.

Ice Fishing at Mohawk Pond, Litchfield County

Ice fishing is a great way to enjoy the winter weather and get outdoors in Connecticut.

There are many spots to do it but Mohawk Pond is especially popular for catches like trout.

Note that ice fishing regulations apply regarding size limits and the number of fish taken.

White Memorial Foundation , Litchfield

Visiting the White Memorial Foundation (80 Whitehall Road) is a fun thing to do in Litchfield, CT in winter. 

There are 40 miles of free-to-access trails at the center where you snowshoe and cross-country ski. 

There is also a nature museum with education on the history of the land. 

Mohawk Mountain Ski Area , Cornwall

Another place for Connecticut day trips in winter is Mohawk Mountain Ski Area (46 Great Hollow Rd. Cornwall). 

The most popular thing to do on the mountain, as the name suggests, is skiing, and they have 112 acres of groomed land available for skiing every day. 

You can ski for a day or the whole season with their lift passes, and they have rentals and lessons for beginner skiers. 

You can also go snow tubing here, and there is a magic carpet lift, similar to a conveyor belt, to help you get your tube to the top of the mountain. 

Mohawk Mountain features in our top New England ski areas !

Ski Sundown, New Hartford

Ski Sundown (126 Ratlum Rd, New Hartford) has ski slopes for all levels of skiers and snowboarders to enjoy in the winter. 

You can also enjoy night skiing, where you can ski under the night sky on 15 lighted trails, and they freshly groom the trails before night skiing for the best conditions.

There are also two terrain parks at Ski Sundown, where you can do tricks and learn how to ride and jump. 

One terrain park, Tom’s Treat, is for beginners who want to learn how to ski or snowboard on features that are always changing to help you learn. 

The other, Stinger Park, is for advanced terrain skiers as it is on the black diamond trial, and it will challenge even the best. 

Duckpin Bowling , Hartford

Ducks on the Ave (572 Farmington Ave. Hartford) is a fun place to go bowling in Connecticut in the winter. 

The alley is the last duckpin bowling alley in Hartford, which has bowling with smaller bowling balls and slightly different rules than traditional bowling. 

They have a small bar with beer and wine, and you are welcome to bring your own food. 

If you want to spend a lot of time in Connecticut in winter playing duckpin bowling, you can join a league at the alley. 

Ice Skating at Bushnell Park , Hartford

Bushnell Park in downtown Hartford has ice skating every year as part of Winterfest Hartford . 

The best part is that the ice skating is free!

They also have free ice skate rentals and free lessons so you can learn how to skate better. 

Santa even pops into the rink every so often, and there are food trucks by the rink on most weekends. 

You can also find hot chocolate by the Carousel to warm up. 

Hartford’s Holiday Light Fantasia

If you’re in CT for the winter holidays, check out Hartford’s Holiday Light Fantasia (1106 Maple Ave).

From the last week of November to early January, Goodwin Park transforms into a drive-through wonderland featuring displays of over 1 million lights. 

Tune your radio for some festive holiday music to enjoy as you drive through the park. 

Powder Ridge Mountain Park & Resort , Middlefield

One of the most popular places to visit in Connecticut in winter is Powder Ridge Mountain Park & Resort (99 Powder Hill Road, Middlefield). 

This place has a lot of winter activities including the classics like skiing and snowboarding. 

They are also one of the best places to go snow tubing in CT as they feature snow tubing all week long, and each ticket comes with a helmet and a tube. 

You can also visit on certain nights for Interstellar tubing, where you can tube in the dark on the glowing snow tube track. 

The park also has snow biking, which is a unique way to ride down the mountain. 

It is similar to riding a bike, so if you can do one, you can do the other. 

You can rent or buy a snow bike on the mountain, and they offer lessons if you have never snow-biked before. 

Holiday Lights at Lake Compounce , Bristol

Lake Compounce (186 Enterprise Dr. Bristol) hosts an annual holiday lights festival with light shows, holiday music, cookie decorating, and a station to write letters to Santa.

The festival has attractions and activities, like rides for kids, the North Pole Railway, and a holiday shop.

Connecticut’s tallest Christmas tree is also at the lake. 

And there are special events on certain festival days like gingerbread days, ugly sweater days, and a kid’s New Year’s Eve party with fireworks. 

Mount Southington Ski Area , Plantsville

Mount Southington Ski Area (396 Mt Vernon Rd. Plantsville) is another great place to spend a winter day outdoors. 

They have 14 trails for skiing and snowboarding, with 51 total skiable acres and 425 vertical feet. 

The ski area is fun for the whole family, as they have lessons and rentals for kids and adults alike. 

Mount Southington is a great place to go since they have a Zaugg grooming implement to keep the slopes smooth, and they are the only resort in Connecticut with one. 

If you are an experienced skier, you can check out the terrain park with jumps, boxes, rails, and more. 

They also have an intro to the free-skiing course where you can learn to do tricks at the terrain park. 

Hike at Valley Falls Park , Vernon

Valley Falls Park (300 Valley Falls Road, Vernon) is open year-round and is a pretty place to hike in the winter. 

The park has 8.5 miles of trails, and they are open no matter the weather. 

You can hike the trails to the waterfalls to see the frozen falls.

Or, if there is enough snow, you can go snowshoeing and cross-country skiing in the park. 

Winterfest and Tunnel of Lights , East Windsor

The Connecticut Trolley Museum (58 N Rd., East Windsor) hosts the annual Winterfest and Tunnel of Lights festival, where they decorate the entire park with lights and holiday decor. 

They have trolley cars light up with lights, and an open car sleigh lit up with lights. 

You can also go to the visitors center, which is transformed into a Winter Wonderland. 

An on-site vendor also serves cookies, hot chocolate, donuts, and coffee. 

Go Karting and more at Supercharged Racing , Oakdale

One of the most fun Connecticut things to do in winter for people of all ages is racing at  Supercharged Racing (1 Sachatello Industrial Dr, Oakdale).

They have the largest multi-level go-karting track in the world in their 110,000-square-foot facility. 

There are two tracks, the Coca-Cola Raceway and the Antonio Speedway, which are good for drivers of all ages. 

Once a week, they combine the tracks into one to make one Supertrack which is half a mile long.

And the facility has other indoor activities like ax throwing, a ninja wipeout course, trampolines, and arcade games. 

You can stay all day and grab dinner and drinks at the facility’s V’s Brick Oven Pizzeria and Pub. 

Submarine Force Museum , Groton

The Submarine Force Museum (One Crystal Lake Road, Groton) is a unique place to visit in the winter as it is home to the USS Nautilus.

The ship was the first nuclear-powered submarine in the world and the first submarine to go to the North Pole. 

You can tour the ship independently, and you get an audio device to learn about the ship as you explore it. 

At the museum, which the US Navy runs, you will find 33,000 artifacts, 20,000 documents, 30,000 photographs, and more to learn about submarines. 

Mystic Seaport Museum

The Mystic Seaport Museum (75 Greenmanville Ave) is the largest maritime museum in the world, and it is a fun place to go in Mystic, CT in winter. 

The highlight of the museum is the Charles W. Morgan, the oldest commercial ship in the country and the last wooden whaleship in the world. 

You will see other historic vessels at the museum, and there is a recreation of an old seaside village called Seaport Village. 

Inside the museum is a Mystic River city model showing what the town looked like in the mid-19th century. 

Make sure you get your all-day admission ticket to the museum in advance. 

Shop at Olde Mistick Village

The Olde Mistick Village in Mystic is a wonderful place to go shopping for the holidays in the winter.

The quaint shops at this place offer a variety of items, from handmade jewelry to vintage toys. 

During the holiday season, especially around December, you can also stroll around the area to see the holiday lights and some live music.

Find more things to do around Mystic featured in this guide .

Downtown Cabaret Theater , Bridgeport

One of the fun things to do in Connecticut in winter is catching a show at the Downtown Cabaret Theater (263 Golden Hill St., Bridgeport). 

They have many different types of shows that play on their main stage, including concerts, musicals, holiday specials, and other theater performances. 

There are also shows for families at the Theater for Young Audiences, with performances of classic children’s tales and holiday specials. 

Ice Climbing , Various Locations

Ascent Climbing is a company in Connecticut that will take you out into your local natural area and teach you how to ice climb. 

Every winter, they offer guided ice climbing all over the state, where you can learn to ice climb safely. 

Some climbing locations in Connecticut work best to learn how to climb, and they choose one that is most convenient for you. 

They also provide all the technical equipment you need, included in the cost of your class. 

Connecticut Weather in Winter

Connecticut gets pretty cold in the winter, but not so cold that you cannot spend time outside enjoying it and all the fun places on this list. 

Average temperatures in winter are between 32°F to 47°F during the day, with the temperatures dropping to as low as 1°F in the coldest month of January. 

In Connecticut, there is an average snowfall of 37 inches every year, which is more than the average in the US.

Dressing up in warm layers is important especially if you’re exploring the outdoors.

Final Thoughts

If you enjoy our guide to Connecticut in winter, don’t forget to share your thoughts in the comments below.

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5 Unique Connecticut Winter Day Trips You’ll Love

L ooking for interesting Connecticut winter day trips? These day trips will give you something to look forward to during the cold winter months ahead. I’ve broken down the locations by interest so you can experience a trip that is unique to you .

Art Enthusiast – Yale University Art Gallery, New Haven

The Yale University Art Gallery is the perfect spot for art enthusiasts of all ages. The gallery was founded in 1832. This makes it one of the oldest college art galleries in the whole United States.

The gallery’s collection includes works of art from Africa, Asia, Europe and Indo-pacific regions. Address: 1111 Chapel St, New Haven, CT 06510

Architect Major – Topsmead State Park, Litchfield

This beautiful tutor is a dream to look at. The cottage is open in the summer and fall. Don’t let that stop you from visiting in the winter.

The park is open year-round. Imagine exploring this place when its covered in snow. Check out my post, Topsmead State Forest Cottage , for a look inside the cottage. Address: 46 Chase Rd, Litchfield, CT 06759 

Engineering Major – New England Air Museum, Windsor Locks

Any aviation engineer lover will love this museum. The New England Air Museum is the perfect Connecticut winter day trip for engineer lovers of all kinds.

Whether you love the U.S. space program, commercial aircraft or military planes, this is the place for you. This museum is the  largest aviation museum  in the Northeast. I talk more about the museum in my post, How to Visit the New England Air Museum . Address: 36 Perimeter Rd, Windsor Locks, CT 06096

Shopaholic – Downtown Westport

Downtown Westport is the perfect place to go shopping.  There are chain stores that you’ll recognize suggest The GAP, J. Crew and Anthropologie.  What sets this area apart are the unique one-of-a-kind small businesses. Fig Linens and Home sells luxury bed linens and home decor. The Westport Bookshop is a charming used bookstore. Then there is Tiffany & Co. Downtown Westport has something for every type of shopaholic.

This area is not indoors. Though I still suggest it as a great Connecticut winter day trip location.  Everything is close together and the stores located on Main Street have entrances facing both the street and the parking lot. This means not having to walk all the way around to get to your car in inclement weather.

Outdoors Lover – Sound Sailing Center, Norwalk

Have you ever heard of frostbite sailing? It’s the exhilarating feeling of sailing through the water in frigid temperatures.

Does it sound crazy to some? Maybe. Is it still an awesome experience? Yes. Sound Sailing Center offers frostbite sailing for sailors. Address: 54A Calf Pasture Beach Road, Norwalk, CT 06855

Is there a place that I missed? What are the places you love to head to during the colder months? What tops your list of Connecticut winter day trips? If you don’t live in Connecticut, what do you love doing in the winter where you live?

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Must-Visit Connecticut Winter Getaways

While falling temperatures lure many people into dreaming of a tropical beach vacation, traditional warm-weather getaways still have a lot to offer visitors in the off-season. During this time of year, you can find reduced rates at premier hotels and less crowds at tourist sites.

There may be no better off-season destination in the Northeast than the Connecticut coast, which combines history, picture-perfect scenery and top attractions. Here are three of the top Connecticut towns to explore this winter.

Old Saybrook

Located where the Connecticut River meets the Long Island Sound, Old Saybrook is one of the state’s oldest towns, having been incorporated in 1854. That history is on full display with numerous museums and parks celebrating the town’s past.

Fort Saybrook Monument Park is a 17-acre park complete with storyboards that detail the history of the Saybrook Colony, which was founded in 1635. Visitors can also enjoy the park’s panoramic views of the Connecticut River.

The General William Hart House , built in 1767, was once the home of the Revolution-era political and military figure. The property is now listed on the National Register of Historical Places. Visitors can tour the property, including its award-winning historical garden.

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Aside from its historical sites, Old Saybrook also has a thriving cultural scene. One notable former resident is actress Katharine Hepburn, who moved to the town as a child. Old Saybrook has honored the Academy Award winner by renaming its cultural arts center after her. Known as The Kate , the center is located in a historic theater that was also formerly the town hall. It presents a full repertoire of cultural and performing arts programming for all ages.

When you get hungry, visit one of Old Saybrook’s delectable seafood restaurants like Fresh Salt and afterward head to the 30 Mile Brewing Company . The brewery is all about variety, serving everything from stouts and double IPAs, to saisons and sours, meaning it has something for everyone.

No Connecticut winter getaway is complete without a visit to the quintessential New England town of Mystic . Nestled along both sides of the Mystic River, the town is one of Connecticut’s premier vacation destinations. It is best known as home of two of the area’s most-visited attractions: the Mystic Seaport and the Mystic Aquarium.

Founded in 1929, the Mystic Seaport Museum is the country’s leading maritime museum. It is the home of four National Historic Landmark vessels, including the Charles W. Morgan , which holds the distinction of being the last wooden whaleship in the world.

The museum’s maritime gallery is the nation’s foremost art gallery specializing in contemporary marine art and ship models. The Mystic Seaport Museum also holds special events, workshops and classes suitable for people of all ages throughout the year.

Mystic Aquarium ’s indoor and outdoor exhibits allow visitors to get up close and personal with thousands of creatures including African penguins, rescued seals and New England’s only beluga whales. Make sure to catch the complimentary sea lion show to see these fascinating animals in action. The aquarium has numerous exhibits and events going on year-round.

But Mystic is much more than just these two unique locations. Need some retail therapy after all that exploring? Olde Mistick Village is home to more than 30 unique shops selling everything from Christmas ornaments to Tibet Himalayan handmade crafts to fudge, candy and specialty foods.

Olde Mistick is also the perfect place to grab a meal as it’s home to some of Mystic’s finest restaurants including Jealous Monk and Pink Basil . Afterward, head to the Village’s multi-theatre arts and movie cinema to complete your night out on the town.

Nestled along the center of Connecticut’s coastline is the town of East Lyme . It is a popular summer destination with its long stretch of public beaches, but is just as enticing during a Connecticut winter.

Much like other towns in the area, East Lyme boasts an impressive history, no better exemplified than by the Thomas Lee House and Little Boston School . Constructed circa 1660, the Thomas Lee House is Connecticut’s oldest wood-frame house. In 1914 the house was sold to the East Lyme Historical Society, which continues to offer tours of the estate.

The Little Boston School House was built on the Lee family property in 1805 after then-owner Elisha Lee deeded land to have the building erected. The school was restored to its early-20 th -century appearance and opened to the public in 1973.

More history is on display at the Samuel Smith Farmstead . Built in 1685, the building represents a perfect example of a Colonial-era, gambrel-roof house. Free tours are available of the property, which also includes a barn and farm.

Speaking of barns, no visit to East Lyme is complete without a stop at the Book Barn . This hidden gem has a collection of more than 500,000 books spread out between four locations, all within one mile of each other.

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What’s your favorite Connecticut winter destination? Tell us in the comments. 

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• New England winter getaways

CT Winter Getaways: Top 10 Most Scenic & Remarkable

• October 31, 2022

Sure, CT beaches aren’t swimmable, and you may need to bundle up to go out, but winter travel has distinct benefits.

First, there are fewer tourists wherever you go, which is ideal for introverts or for those traveling during a pandemic.

Second, fewer winter travelers mean hotels and inns offer lower rates than during their peak season.

Often, the difference between planning CT fall getaways and Connecticut winter getaways just a few weeks later can be up to 50% off.

Cute places to Visit In Connecticut In the Winter

Start planning before you pack your parka!

Many of the cutest towns in Connecticut offer great reasons to visit in the winter.

Below are a few of our top picks, curated according to what Connecticut winter activities are available at each location.

Any of these places to visit in Connecticut in the winter make ideal winter getaways.

The closest town in Connecticut to New York City is our town: Greenwich, Connecticut.

Getting here is a breeze. Hop on a northbound train trip from Grand Central Station to New Haven or Stamford. If you’re driving, follow directions to Greenwich, CT , while driving north along the Hutchinson Parkway or Interstate 95.

Once you’re here, there’s more than enough to entertain you for a long romantic weekend winter getaway .

Top Indoor Winter Activities In Greenwich

Are you planning on spending as much time indoors as possible? Then there are plenty of options within walking distance of our downtown Greenwich inn, Stanton House Inn.

Here are some great winter activities to do in Connecticut for couples:

• Shopping in the downtown Greenwich Avenue district is always a unique Connecticut attraction . And that rule applies any time of the year.
• The rotating exhibits at museums in Greenwich are a perfect way to spend an afternoon.
• High afternoon tea service seems to make more sense in the winter months. And there are two options in Greenwich: Cady’s Tea Room in Stanton House Inn’s dining room or The Drawing Room in the nearby Cos Cob neighborhood .
• Finish the day or enjoy a mid-day meal by a fireplace at one of the top downtown Greenwich restaurants , such as The Ginger Man or L’Escale Restaurant .
• A short distance from Greenwich is the Maritime Aquarium in Norwalk to stay warm and learn more about the Long Island Sound sea life.

Best Places to Visit In Greenwich, CT, During the Winter Months

  A biting wind should not deter you from enjoying the great outdoors on your Connecticut winter vacation!

Strap on your boots (in case it’s muddy or slippery, depending on the period of the winter) and hit up some of the best hiking trails near Greenwich, CT . A personal favorite in the winter is Mianus River State Park. Its varied terrain, views of the Mianus River, and cool farmstead ruins make for many a great winter picture opportunity. There’s a reason why this is one of the best state parks in all of Connecticut .

Another ideal place to get a great winter photo for Instagram is Greenwich Point Park . While this best of the beaches near Greenwich, Connecticut , is lovely to walk along in the winter, the best part is the southwestern corner. Visitors can catch a glimpse of the Manhattan skyline on the far horizon.

A little farther into the state but still close enough to be a Connecticut day trip from Greenwich are two major historical attractions. Both are emblematic of the artistic and architectural influence of famous Connecticut residents:

• Philip Johnson Glass House , in the town of New Canaan, CT
• Weir Farm is a main attraction on the list of Ridgefield, CT, activities

And, let’s face it, another benefit of Greenwich is how close it is to New York. So you can enjoy a little winter tranquility when you want, and take a day trip to explore the many winter activities in New York City when so inclined.

Best Winter Festival to Attend In Greenwich

As winter festivals go, the biggest in Greenwich is the Reindeer Festival . In a typical year, this event stretches through December. The festivities start with a parade down Greenwich Avenue with Santa and his reindeer.

The reindeer alone are a great excuse to make Greenwich one of your planned winter getaways from NYC this December.

Where to Stay For Your Greenwich, CT, Winter Getaway

Of the 4   Greenwich, CT, hotels , only one bed and breakfast remains in town: Stanton House Inn.

Start a quaint holiday tradition by booking one of our New England inn guest rooms with a fireplace in-room . It’s a unique way to enjoy the evenings of your romantic winter getaways in New England . You could also reserve one of our king bedroom suites with a large bathtub to enjoy your own private spa day, complete with bed and breakfast spa services .

Be sure to check out our romance package to build your unique Connecticut Valentine’s day packages too. We also offer a couples in-room massage package , to add to a bit of luxury to your winter getaway.

You can also keep looking for more things to do in Greenwich, CT, in the winter to add to your itinerary when you read our guide!

Heading Further Into the State to Find More Places to Visit In CT During the Winter Months

While Greenwich is the first stop when traveling from NYC, there are plenty of other places to visit.

Directions for every other point on this list will be from Greenwich. That way, you can use it as a starting point to explore more day trips in CT for couples during your winter getaway.

With its cute downtown perched on the Saugatuck River and gorgeous waterfront, the town of Westport, CT is worth a day trip to explore.

The train from Greenwich to Westport is typically a 45-minute ride. Driving often takes about 30 minutes via the Merritt parkway or I-95.

Places to Visit In Westport, CT, In the Winter

Head to Westport on a Saturday morning to visit the Westport Farmers Market hosted indoors on Saturdays all winter. It’s an excellent way to start your visit, and your fresh produce won’t go bad sitting in a cold car on a winter day if you have other stops to make!

Have lunch at Terrain , a whimsically decorated restaurant and garden shop hybrid. Afterward, visit the MOCA Westport for their rotating art exhibition.

If the sun hasn’t yet set by the time you’ve finished at the MOCA, meander to Sherwood Island State Park to watch the sunset over Long Island Sound.

Drive right past Bridgeport, Connecticut to get to the next spot on our list.

Most equate New Haven with two very different things: the elite and prestigious Yale University and severe urban poverty.

The city has been working to change its image, even offering cash payments to young urban professionals willing to move here.

Yet, this place of extremes offers plenty to curious visitors. In many ways, it’s a smaller and much more manageable version of New York City with a great food and arts scene.

How to Get to New Haven On a Connecticut Winter Vacation

New Haven is a straight shot from Greenwich—just drive an hour up the Connecticut shoreline on I-95. The Merritt Parkway is often a more pleasant drive, provided there are no accidents along the way, slowing traffic.

It’s also about an hour-and-a-half train ride from Greenwich. Take a train to Stamford, CT, then switch to an express train from there to New Haven if possible.

Ideal Places to Visit In Connecticut In the Winter: New Haven Edition

Many of my personal favorite things to do in New Haven, CT , are not unique to the season. That said, they’re still ideal for romantic weekend getaways.

Get to New Haven early enough in the morning to visit a museum before lunch. Yale University hosts several spectacular collections. A personal favorite is the Yale University Art Gallery, one of the oldest and broadest collections in North America.

Afterward, get ready for lunch. You could head to Louis’s Lunch , the restaurant that first developed the hamburger in 1895 and is still in operation, depending on the day.

Instead, head to Wooster Square, the old Italian neighborhood of New Haven, separated from downtown by I-91.

There, you can indulge in cold weather Italian-American comfort food: pizza. New Haven restaurants regularly receive awards for their creative or simply delicious pizza. Of them, Frank Pepe’s Pizzeria Napoletana has been setting a standard for its coal-fired pizzas since 1925. While they’ve opened franchises elsewhere, New Haven was the flagship restaurant.

Once you’ve filled up on cheesy goodness, the afternoon should have warmed-up a bit. It’s a perfect time to head out for a walk.

You can continue to explore Wooster Square or downtown New Haven. Or you can drive through the high-end East Rock neighborhood to East Rock Park for a sweeping view of New Haven. Alternatively, you can get another walk along the waterfront of New Haven’s harbor at Lighthouse Point Park .

Winter Festivals In New Haven

If our New Haven winter getaway itinerary isn’t enough, plan to head to New Haven on December 1 for the New Haven Holiday Tree Lighting in the Town Green.

Or head back to Lighthouse Point Park for the annual Fantasy of Lights, one of the most popular Christmas lights displays in CT .

Quaint, genteel Madison primly reclines on the Long Island Sound, only 20 miles from New Haven. It’s only another 25-minute drive downtown New Haven or a 30-minute train ride.

So that’s a 3-hour train ride from Greenwich, through New Haven or a 1-hour-and-15-minute drive.

Best Places to Visit In Connecticut In the Winter: Madison Edition

Head to Madison’s downtown shopping district as soon as you arrive on a winter’s day. Spend some time perusing the most interesting local shops, including R.J. Julia Booksellers and the Audubon Shop .

Then, walk the beach at the expansive Hammonasset Beach State Park in the afternoon. Afterward, have a drink and watch the sunset on the deck at the Madison Beach Hotel .

Where to Stay For Your Overnight Madison, CT, Winter Getaway

Does your itinerary of the best things to do in Madison, CT , sound like more than you can complete in just a day trip?

Stay over in Greenwich or Madison, or you can check out some of the other nearby towns like Guilford and Branford .

The local Guardiano family has been taking care of guests at their gracious 10-room bed and breakfast for over 30 years. The Homestead offers an intimate introduction to Madison and its stretch of the Connecticut shoreline.

Want to feel like you’ve wandered onto the set of It’s a Wonderful Life ?

Then be sure to add Litchfield to your list of places to visit in Connecticut this winter.

Litchfield County is one of the quaintest corners of Connecticut, and Litchfield feels like the center of it all.

The drive from Greenwich to Litchfield is about an hour and a half. Along it, you’ll get the pleasure of some highways and backroads with gorgeous views of the surrounding winter scenery.

And once you’re there, there’s plenty to keep you busy during your Connecticut winter getaway.

Litchfield, Connecticut, Winter Vacation Activities

If you’re looking to stay inside, explore the area’s great antique shops like Housatonic Trading Company . Afterward, enjoy a favorite Connecticut winery by visiting Hopkins Vineyard near Lake Waramaug.

But outdoor activities are a major draw to Litchfield and the surrounding Litchfield Hills in the winter. Try snowshoeing or cross-country skiing through the 4,000 acres of the White Memorial Foundation . Downhill skiers or snowboarders can get their fill at either :

• Mohawk Mountain , a top pick for the best ski resorts near New York City
• Or Ski Sundown

In Cornwall or New Hartford, respectively.

There are plenty more winter hiking trails to choose from at Macedonia Brook State Park . Or you can simply enjoy the winter scenery along Lake Waramaug with an 8-mile walk along the lakefront.

Winter Festivals Near Litchfield, Connecticut

There’s no question:

A trip to Bethlehem for the Christmas Town Festival is the most Christmas-y celebration imaginable in the state.

This holiday season festival is also one of the most family-friendly winter activities on this list. A typical year includes activities like:

• Face painting
• A ride on the Christmas Town Train
• And even craft and food vendors

The Christmas Town Festival runs the first weekend of December.

As the name implies, the town of Middletown, CT , is as central to the state of Connecticut as you can get.

It takes about an hour and a half to get from Greenwich to this Connecticut River town.

Places to Visit in Middletown, Connecticut, During Your Winter Vacation

From this town’s central location, you can explore a sizable chunk of the Connecticut River Valley.

Head to the nearby New Britain Museum of American Art or the Wadsworth Atheneum in Hartford if you’d like to soak-up some fine art during your visit.

Alternatively, explore our full list of attractions, activities, and things to do in Hartford during the winter.

Some of our favorite winter activities in Connecticut are just a short drive from Middletown. Powder Ridge Mountain is the place for:

• Snowboarding
• Snow biking
• Even night skiing

Head east from Middletown to Allegra Farm to schedule your very own horse-drawn sleigh ride through the winter fields.

And next, does getting a better view of the local winter wildlife sound appealing?

Then take a Winter Wildlife Eagle Cruise along the banks of the Connecticut River.

Don’t forget the wineries circling Middletown; a visit to a few of them are on our list of the most romantic things to do in Connecticut in the winter .

Check Out One of the Best Winter Festivals In All New England Near Middletown

Lyman Orchards in nearby Middlefield hosts the annual WinterFest. This top family winter activities fair features various winter activities. Some common features include snow carving demonstrations and horse-drawn sleigh rides. In previous years, Yankee Magazine declared this event one of the best winter festivals in New England.

Where to Stay On Middletown, CT, Winter Getaways

On the edge of Middletown’s business district on its main drag sits the Inn at Middletown. The hotel occupies the former CT National Guard Armory in a building dating from the 1800s. A stay with them may make planning your winter vacation just a little easier! Book their special winter package to receive passes for CT snow tubing at nearby Powder Ridge.

Regardless of the time of year, the town of Essex, CT , is one of the cutest towns in Connecticut.

Winter months just amped up the cuteness with holiday decorations throughout this adorable town. It makes it one of the best winter vacation spots in New England .

A holiday ride on the Essex steam train is one of the best things to do in December in Connecticut . If you’re planning a visit with children in tow, be sure to check-out their Polar Express Train Ride . That activity is closely followed by wandering the center of town to see those colonial decorations I mentioned earlier.

But mid- February is the time to visit Essex and nearby Chester, another cute town a little further up the Connecticut River. There, the annual Winter Carnivale draws huge crowds in a typical year. Watch a tractor parade and enjoy the Chilly Chili Cook-off. Or let an ice carving demonstration or two mesmerize you. And be sure to shop the local art galleries and shops for holiday specials.

Where to Stay For Quick Essex, Connecticut, Winter Vacations

Without question, the place to stay for winter vacations in CT in Essex is the Griswold Inn . This is one of the oldest continuously operated inns in the United States. Its prime location in the middle of downtown Essex makes it easily accessible to all the winter activities and attractions in the area. And it’s certainly one of the most romantic inns in all Connecticut .

Old Saybrook

Downriver from Middletown, Essex, and Chester is Old Saybrook, CT . This is one of the oldest towns in Connecticut, settled to defend the mouth of the Connecticut River.

Old Saybrook is an hour-and-20-minute drive from Greenwich or about a 2-and-a-half-hour train ride.

Things to Do On Old Saybrook, Connecticut, Winter Getaways

Needless to say, a town as historic as Old Saybrook, Connecticut, is full of attractions to keep a history aficionado occupied.

And that includes the winter months.

Fort Saybrook Monument Park offers 17 acres to wander, with an introduction to the history of the town since its founding in 1635. The panoramic view of the Connecticut River’s mouth is also a major draw.

Revolutionary War fans will delight in touring the General William Hart House, run by the Old Saybrook Historic Society. The home of the political and military giant, built in 1767, and award-winning historical garden are on the National Register of Historic Places.

The arts and culture scene of Old Saybrook is as big of a draw as its history. The Kate is named after the town’s most famous resident, Katharine Hepburn. It’s in a historic theater offering performing arts and cultural programs for all throughout the year.

Once you’ve finished, wander along the Main Street of Old Saybrook and explore their restaurants and local shops.

Where to Stay For Old Saybrook, Connecticut, Winter Getaways

Around the corner from Fort Saybrook Monument Park sits Saybrook Point Resort and Marina. This small resort inn hosts a restaurant, Fresh Salt, and spa. Book the couple’s massage at the Saybrook Point Spa to enjoy your own Connecticut couple’s retreat.

The annual Fire and Ice Festival hosted at Fresh Salt is worth the pilgrimage! With:

• Ice sculptures
• Wood and ice carving demonstrations
• And entertainment, including a fire gypsy

This winter festival is sure to impress.

Niantic and Lyme

Connecticutians often equate Niantic and Lyme with summer. These waterfront destinations are ideal summertime beach getaway spots , but winter can be a lovely time to visit as well.

An hour-and-a-half drive up I-95, East Lyme, CT , and its neighborhood, Niantic, offer a tranquil weekend getaway in the winter.

Things to Do On a Niantic, Connecticut, Winter Weekend Trip

Wintry shopping can be as pleasant as summer shopping (with better sales), and the funky shops of Niantic will not disappoint.

Local hot spots on the list of the best things to do in Niantic, CT , include:

• A bookstore with 350,000 choices, including rare and out-of-print books
• The largest hobby kayak store on the entire East Coast

Rocky Neck State Park is a fantastic place for a winter walk along its marshes that feed into Long Island Sound or its small beach. Smaller McCook Point Park offers gorgeous views of the wintry Niantic Bay. It’s also close to access to the Niantic Boardwalk along the waterfront.

Where to Stay For Niantic, Connecticut, Winter Getaways

If you’d like to explore the area at your leisure, check out the Inn at Harbor Hill Marina . This small inn overlooking the water is the perfect place for a quiet winter getaway to Niantic.

Connecticut’s premier tourist destination doesn’t disappoint, even in the colder months.

Mystic is only an hour and forty minutes away from downtown Greenwich along I-95. It’s also the center of an expansive area of attractions and activities , including during the winter.

Top Places to Visit In Mystic, Connecticut, In the Winter

The first attraction to come to Mystic existed before people were even thinking of ways to attract tourists to town.

Well, not exactly. But Mystic Seaport has been around a long time.

Head outside to explore America’s foremost maritime museum’s National Historic Landmark vessels. Don’t miss the “Charles W Morgan,” the only surviving wooden whaling ship.

Nearby Olde Mistick Village is a great place for discovering unique winter shopping finds. The thirty boutiques sell everything from fudge to Himalayan crafts and Christmas ornaments.

If you really don’t want to see the winter sun for a while, head to either of the nearby casinos. There, you can enjoy some gambling, shopping, entertainment, or a mix of the three.

• Mohegan Sun in the town of Uncasville, CT
• And Foxwoods Resort and Casino in Ledyard, Connecticut

Respectively are sure to keep you busy for most of the winter season if you’re so inclined.

Mystic Aquarium offers both indoor and outdoor attractions, including:

• African penguins
• The only beluga whales in New England

In the final weeks of December, Mystic Aquarium celebrates Winterfest. The holiday event features different events scheduled every day:

• Ice carving
• Elves frolicking in the water with animals
• Winter arts and crafts
• Local entertainment

Where to Stay For Mystic, Connecticut, Winter Getaways

Sounds like a lot to do on a day trip?

No argument there.

Reserve a stay at the Whalers Inn in the center of Mystic for your next winter vacation getaway. There are few other hotels in Mystic with:

• Such a long history of being at the center of town
• Or that offer views of the town and the Mystic River from guest rooms

Still Deciding On Where to Go For Your Connecticut Winter Getaways?

Time to keep exploring, then.

Check-out our list of the best winter activities in Connecticut to find a spot central to what you want to do while you’re here.

Your trip may also be decided by when you’re planning on coming. Be sure to look at our guides for:

• November in Connecticut
• Things to do in Connecticut in December for couples
• Top indoor activities in Connecticut , throughout the state

But let’s face it: There are tons of other cute towns across Connecticut. And each of them offers unique experiences during the winter months. Read our guide to the cutest towns in Connecticut if the above options don’t quite work for you.

Be sure to download a copy of our Winter in Connecticut guide before you make the trek!

Updated and republished: October 31, 2022

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9 Must-Try Winter Activities in Connecticut

last updated: February 2024

Snowy New England winters are legendary. If you want to make the most of outdoor fun this winter, you don’t have to travel any farther north than Connecticut, where you can try anything from tubing down snow-covered slopes to climbing a wall of ice. Here are a few great ways to play in the snow.

Tube Down a Snowy Mountainside.

Not just for kids anymore, riding a big rubber tube down a mountainside is a thrill not to be missed. You might even catch a little air! Here in Connecticut, Powder Ridge Mountain Park and Resort is one of the most popular places to get your tube on. You can even ski, snowboard and go tubing all year long on their synthetic snow.

Try Your Hand at Ice Climbing.

Climbing centers are all the rage these days. They're a great way to get the adrenaline pumping, while you build strength and skill. If you think you’re ready to attempt to climb a wall of ice, experts like  Ascent Climbing  and Ragged Mountain Guides can connect you with some of the best places to climb in Connecticut.

Combine Biking and Skiing and Ride a Snow Bike.

Move over, skiers and snowboarders! Combining the thrill of skiing and the fun of mountain biking, snow biking (or “ski biking”) is catching on fast with many winter mountain sport fans. Try it yourself at Powder Ridge Mountain Park Resort in Middlefield!

Experience the Thrill of Night Skiing.

There’s something extra thrilling about skiing at night, whether it be by firelight, luminaries, or even spotlights that make the snow come to life in the dark. In Connecticut, you’ll find night skiing opportunities at Mohawk Mountain , Ski Sundown ,  Powder Ridge and Mount Southington .

Get into Ski Jumping.

Watch expert jumpers of all levels catch air during the Salisbury Winter Association’s annual Jumpfest !

Go Freestyle.

If you’re looking to try something different than traditional downhill, the Terrain Park at Mount Southington offers freestyle skiers and snowboarders a chance to learn and hone their tricks on a collection of jumps, rails, banks and pipes.

Hit the Trails.

In winter months, many of Connecticut’s most scenic hiking and biking trails transform into a great place to enjoy a day of snowshoeing or cross-country skiing.   After a fresh snowfall, try the trails at Winding Trails in Farmington,   Weir Farm National Historical Site in Wilton, White Memorial Foundation in Litchfield, Gay City State Park in Hebron or the Denison Pequotsepos Nature Center  in Mystic.

Winter Activites in Connecticut State Parks & Forests.

Outdoor fun continues all year round. Winter activities in state parks and forest include cross country skiing, downhill skiing, ice skating, snowmobiling, snowshoeing, ice boating, winter camping, and ice fishing. Quite a few of Connecticut’s lakes and ponds draw ice fishing enthusiasts every winter. The Connecticut Department of Energy & Environmental Protection offers ice fishing classes , or you can visit CTfishtalk.com to find out where the best spots are.

UTV Through the Snow

Take the ultimate UTV adventure tour in the beautiful northwest hills of Connecticut through hundreds of acres of privately owned trails — perfect for an outdoor winter expedition (or any season).

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The 10 Best Day Trips From Connecticut

October 23rd, 2021, the ten best day trips from connecticut.

Connecticut is the third smallest state in America that has the unique advantage of being within a two hour drive of a variety of day trips to neighboring states. Depending on where your departure point is in Connecticut, some of the best day trips to top surrounding destinations are only an hour away - or less!

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Connecticut families have an amazing variety of choices for easy weekend getaways and fun day trips with kids. Explore a cute new town, take the kids on a family-friendly walk or head to the trail.

In this guide to day trips for Connecticut families, we've compiled a list of great day trip ideas here in Connecticut, plus weekend getaways in New England and New York for you and your family.

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12 Unforgettable Connecticut Day Trips, One For Each Month Of The Year

Lisa Sammons

Lisa loves animals and has dogs, rats, cats, guinea pigs, and snakes. She is passionate about animal rescue and live music - traveling across the country to see a favorite band is a pretty regular occurrence! Being out hiking in the woods enjoying the scenery with her beloved dogs is another favorite hobby, and also checking out the Pokemon Go scene in whatever city she happens to be in at any given time (coffee and dog leash in hand). You can reach Lisa at [email protected]

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The Nutmeg State may be small, but that doesn’t mean we don’t have plenty of great places to spend a weekend . Just taking day trips from New Haven alone gives you nearly unlimited places to explore. Looking for some inspiration? Here are twelve great cities that make for a fantastic day excursion. If you’re a long-time Connecticut resident, you’ve likely visited most of them before… but that doesn’t mean there aren’t new destinations there waiting to be explored ! Check out the 12 best day trips in Connecticut:

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With so many lovely small towns in Connecticut to explore, picking a home base like New Haven and setting out to enjoy the surrounding communities makes for a wonderful vacation. Taking Day trips from New Haven allows you to enjoy scenic natural wonders, cute shops, and charming towns all across the state. With so many great places to take day trips in Connecticut , obviously, we couldn’t name them all. So, what do you think are the best day trips in Connecticut? Share your suggestions in the comments!

OnlyInYourState may earn compensation through affiliate links in this article. As an Amazon Associate, we earn from qualifying purchases.

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More to Explore

Best day trips in connecticut.

What are the most charming small towns in Connecticut?

Some of the most charming small towns in Connecticut include:

If you’re looking for ‘day trips near me,’ you can never go wrong with one of Connecticut’s charming small towns. We love exploring Mystic, and not just because of the pizza! This area is home to lovely views and exciting shops. While you’re in the area, you must visit the Mystic Aquarium. No matter your age, you’ll be dazzled by the incredible creatures. If you loved visiting Mystic, you should also check out Kent. This tiny town is home to numerous parks and museums. But you can’t visit without exploring Kent Falls State Park. This magical destination is home to one of the most stunning waterfalls in Connecticut. To learn more about our state’s amazing attractions, read our full article about the best small-town day trips in Connecticut .

What can I do with kids in Connecticut?

Some of the activities you can do with kids in Connecticut include:

• Bodie's Place Playground
• Josh’s Jungle All-Abilities Playground
• Tarrywile Park
• KidsPlay Children’s Museum

There are so many great places to take kids in Connecticut. For starters, check out some of the best playgrounds in Connecticut ! Kiddos especially love exploring Bodie's Place Playground at Eisenhower Park in Milford. This tree-house-inspired playscape is full of swings, monkey bars, and creative adventures. For more fun, take the family on one of the best hikes for kids in Connecticut . Tarrywile Park, located in Danbury, is home to several short and sweet trails. Plus – the views will amaze you!

What are the most highly rated restaurants in Connecticut?

Some of the most highly-rated restaurants in Connecticut include:

• That Breakfast Place, Willimantic, CT
• Union League Cafe , New Haven, CT
• Olympia Diner, Newington, CT
• The White Horse , New Preston, CT
• Prime, Stamford, CT

Kick your day off in the best way possible and visit That Breakfast Place in Willimantic. Here, you can dig into some of the most scrumptious pancakes and omelets around. For a fun and nostalgic dining experience, visit Olympia Diner in Newington. This place looks like it’s straight out of the ‘50s, and their comfort food never disappoints. For more dining ideas, check out our list of the best restaurants in Connecticut .

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