Friday, May 22, 2026

6 New England Winter Getaways


What could be more idyllic than a New England winter getaway? A scene from a life movie – your adventure may involve skiing down the slopes, shopping in a small town, or sipping a hot toddy by the fire in your country house. The Northeast is a great place to visit during the colder months. The six states of New England: Connecticut, Rhode Island, Massachusetts, Vermont, New Hampshire and Maine, each with many unique and fun attractions and activities. Whatever your magical winter vision is, you can make it happen with these New England winter getaways.

6 New England Winter Getaways

Woodstock, Vermont

what to do in woodstock in winter

So we may be a little biased, but for a typical New England winter getaway, Vermont is the best. Ski hills, brightly lit quaint towns and fresh snow. Hiking, snowshoeing, Nordic skiing, comfortable country dining and accommodation – what more could you ask for? Vermont is a paradise for outdoor adventure lovers. What better town to choose from than our very own Woodstock, Vermont. It has something for everyone – whether it’s alpine skiing, Nordic skiing, snowshoeing shopping or the dining you want.

look at jess Woodstock Travel Guide More details on accommodation, meals and activities.

Other Vermont Getaways:

Stowe

Burlington

Stratton

Bethel, Maine

Look for a similar Woodstock vibe, but in a Maine setting, there’s no other option than Bethel. Also known as “This Side of Paradise” Bethel is more of a rustic take on the quaint town that’s happening in Woodstock. Check into Bethel Inn & Resort (equivalent to Woodstock Inn) to start your vacation, then head to local family-friendly ski hills – Sunday River Ski Resort or Carter’s XC Ski Center. If skiing isn’t your thing, hike in Bethel and explore the day at Grafton State Park, then take a boat to Sunday River Brewing Company for lunch and beer. Whatever your preference, Bethel offers a range of activities.

what to do at bethel in winter

Grafton State Park

Cross-country skiing, snowshoeing, snowmobiling and hiking—the options at Grafton State Park are endless.

Sunday River Ski Resort

870 acres of skiable terrain, 135 trails and glades, 2,340 vertical feet and 18 lifts. Known for its reliable snow quality, Sunday River has a variety of trails for beginners and experts.

Carter XC Ski Center

Carter’s offers Nordic skiing, fat biking and snowshoeing that the whole family can enjoy – check their website for daily snow conditions.

where to eat

Millbrook Tavern

Located at the Bethel Inn and Resort, this cozy, casual, family-friendly restaurant offers indoor and *COVID-friendly al fresco dining with a fire pit and heated igloo.

Sud Tavern

If you like pub food, pizza and beer – Sud’s is the place for you.

modern child

Modern Barn features delicious American cuisine and is known for its excellent wine list and cozy atmosphere.

Butcher Burger Bethel

This butcher is doing his part, using locally sourced ingredients and donating food waste compost to local farms. At Butcher Burger Bethel, you’ll find burgers, sandwiches, snacks and the best Maine beer.

Sunday River Brewing Company

Good pub food and a classic brewery vibe. Great place to stop after hitting the slopes.

where to live in bethel in winter

Bethel Inn and Resort

A first-class resort where you can get all the amenities of luxury and adventure. Compared to Woodstock hotels, this resort includes 40 km of Nordic ski trails, fat tire bikes, horse-drawn sleighs/carriages, ice skating, heated outdoor pool, health club, spa services, restaurants, and less than 7 miles from Sunday River miles ski resort. It’s also dog friendly if you want to take your pup for a trek with you.

Summit Hotel & Jordan Hotels

Affordable vacation options that are more about adventure than accommodation.

Jackson, New Hampshire

Nestled in the heart of the White Mountains, Jackson, NH is another beautiful resort town with all the amenities to make your outdoor vacation well worth it.

What to do in Jackson, NH in winter

Jackson Ski Travel Foundation

Offers over 50 trails and 100 kilometers of cross-country skiing and snowshoeing.

Nestle Corner Farm

This gorgeous farm offers everything from sledding and skating to snowshoeing.

Wildcat Mountain

Ski Wildcats are known for their stunning views and incredible terrain!

where to eat

J-Town Deli

Perfect for breakfast, lunch and dinner on the go!

Shannon Gate

Traditional Irish pub food and live music.

yesterday

Classic home-cooked breakfast and lunch.

Red Fox Bar and Grill

Traditional American fare for lunch and dinner, served on an authentic wood-fired grill.

where to stay in Jackson, New Hampshire

Ellis River Inn, Snowflake Inn & Thorns Mountain Lodge and Spa

For a more intimate, romantic getaway, snuggle by the fireplace and enjoy a Jacuzzi in these charming inns.

Eagle Hill Building

This beautiful, historic hotel has been named the Best Cross Country Ski Resort in the East!

Newport, Rhode Island

What’s not to love about Rhode Island in winter? Cobblestone streets, bustling shops, bars and pubs look refreshing on a cold winter day overlooking the rugged rocky coast. If your adventure of choice is more of a shopping, eating and drinking style, then Newport is just what you need in your life.

look at jess Newport Travel Guide Get hundreds of tips on where to stay, do and eat in Newport, including 3-day itineraries and advice from locals.

Boston, Massachusetts

Are you a country mouse looking for a change of scenery? Boston is a great, easy-to-manage city that can be both family friendly and a romantic getaway for two. Enjoy everything from Broadway shows and shopping to fine dining and beautiful hotels. Another great thing about Boston is that you may find cheaper prices during the winter months.

What to do in Boston, MA in winter

the road of freedom

Walk the Freedom Trail and learn more than 250 years of American history, beginning with the American Revolution and beyond. Choose the tour that interests you most along the 2.5-mile red line. This one caught our attention… revolutionary women

Museum of Fine Arts, Boston Tea Party Ship and Museum & Boston Children’s Museum

Boston is home to a plethora of museums, whether it’s art, history, or the whole family entertainment you’re looking for.

Boston Common Frog Pond

There is a magical feeling to skating in this city, it’s the perfect place!

Boston Opera House & Colonial Theatre

The best theaters and movies in the city!

Prudential Center

Escape the cold and enjoy shopping and restaurants at Prudential Center. Some favorite stores: Madewell, Paper Source, Sephora & Saks Fifth Avenue.

Dominion Gardens

Sports fans can head to TD for the thrill of a Celtics or Bears game.

Old Town Tram Tour

A trolley tour is a great way to see the best of Boston in a short amount of time. Not only do you have the opportunity to get on and off at your leisure, but you can also hear stories about different locations during your trip.

Boston Seaport | Snow Harbor & frostbite racing

Curling and sailing in winter? Look no further for Boston Snow Harbor and Frostbite Sailing.

where to eat

Umberto Gallery Enjoy pizza anytime, anywhere or Carmelina’s Fresh Sicilian Pasta and Mediterranean Seafood

If it’s Italian food you’re after, you can’t go wrong in Boston’s North End. Other notable splurges at Italian restaurants – Solellina and Boston table.

Yvonne’s

The New American was described as “sophisticated and fun”.

ah ah

Modern Japanese seek freshness, quality and variety.

Barcelona Wine Bar

Tapas bar inspired by Spanish and Mediterranean cuisine with one of the best Spanish wine bars in the country.

sharp

Enjoy Mediterranean seafood in a sophisticated setting in the Back Bay.

atlantic fish co.

Some of the best seafood in Boston’s Back Bay.

my house

Satisfying French cuisine, a boutique wine list and an exciting cocktail menu.

where to stay in boston, massachusetts in winter

Omni Boston Harbor Hotel

In the heart of the bustling harbour area, this hotel has clean, modern charm, including restaurants, facilities and spa services.

Fairmont Copley Plaza

Eco-certified in the heart of Boston’s historic Back Bay. Also home to the OAK Long Bar and Kitchen.

Lennox Hotels

Lennox prides itself on local partnerships, stylish ambience and makes you feel at home with comfortable and modern accommodation.

Newbury Hotels & Boston Harbor Hotel

Splurge on a value-for-money hotel with elegant décor, luxurious dining and amenities, and stunning views.

Hartford, Connecticut

History buffs will love a vacation in Hartford, Connecticut. From museums to historic homes – the Mark Twain House and Harriet Beechstow Center – what better way to learn about history than to experience it firsthand? Hartford also offers a variety of restaurants, lodging and shopping to make the most of your stay.

What to do in Hartford, Connecticut in winter

Wadsworth Athena

Wadsworth prides itself on artistic and cultural excellence with a collection of more than 50,000 works of art spanning over 5,000 years.

Bushnell

A beautiful setting to watch shows and concerts with “striking Art Deco interiors and state-of-the-art equipment, production and support capabilities”.

Mark Twain House and Harriet Beechstow Center

For lovers of literature, there’s no better way to experience history than with one of the great masters at the Mark Twain House where he wrote his most famous works of art.

true art way

An alternative multidisciplinary arts venue for showcasing all forms of art.

Elizabeth Park

“Offers over 100 acres of formal gardens, green spaces, recreational facilities, walking trails and the Pond House Café.” Keep an eye out for the Elizabeth Park Conservancy Flower Show in mid-March, just in time for those winter slumps.

Bushnell Park

Enjoy ice skating and carousel rides at this historic park.

Hartford Prints!

The three sisters came together to bring this urban merchandise brand to life with the motto “Handmade and Local”.

jumping frog

The second-hand bookstore cherished by the locals, ah ah ah ah ah ah ah ah ah ah ah Aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaa ah ah ah ah ah ah ah ah ah ah ah ah ah ah ah ah I can only smell of a loved those books.

where to eat

Stories and Earth Coffee

All your favorite specialty coffees and teas.

Pig River Brewing

Family-run craft brewery, the perfect place to relax and enjoy a delicious beer.

Urban Steam Brewery

Brewery and restaurant serving American pub fare.

Where to Stay in Hartford, Connecticut in the Winter

Goodwin Hotel

Classic meets modern at this centrally located boutique hotel.

Connecticut Valley Inn

A historic boutique hotel that blends contemporary style with a personal touch.

New England Weather and Packing Items

The weather in New England is unpredictable, which is why layering and bringing a little something is always your safest bet. If you’re traveling by car, you have the advantage that you can fill it up (I do this often so that I don’t feel unprepared). If you are traveling on the lighter side, be sure to bring a hat, mittens, jacket, and suitable, comfortable and warm shoes for all weather (rain, snow, sleet) and walking.look at jess Ladies ski equipment and best insulated jacket Make sure you’re ready and stylish for your winter vacation.

Coronavirus Guidelines

As with any travel during these COVID times, you run the risk of increased exposure in a place that is likely to be busy with other people trying to escape their daily lives. Choose activities you feel comfortable with and look for opportunities to get away from the crowds. Be sure to check the guidelines on the website, bring your vaccination card, and be respectful and responsible by covering up.



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