Romantic Winter Getaways New England: Top 15 Most Unique Spots | Stanton House Inn
Romantic New England winter getaways are ideal for winter sports

Romantic Winter Getaways New England: Top 15 Most Unique Spots

New England winter vacations don't have to be centered on outdoor activities

New England is a winter canvas of romance and adventure. It’s a snowy wonderland for skiers and indoor admirers alike.


This guide uncovers the common and the hidden gems, with experiences tailored for both the cold-lovers and the not-so-keen. Shared here are secrets from seasoned travelers and tales from journeyed writers.


New England is a trove of winter romance, with charming coastal towns, enchanting mountain escapes, and idyllic small towns. It’s a place for ice-skating, mansion exploring, and spa indulging. Prepare for a journey through a winter wonderland of New England towns.


Ready to start planning your upcoming romantic winter weekend getaways in New England? Let’s get into it:


Quick hits

  • Newport, Westerly, Kennebunkport & Greenwich: Coastal jewels
  • Stowe, Woodstock & Jackson: Mountainous marvels
  • Stockbridge and Manchester: Charming small towns
  • Sleigh rides, ice skating, wine, and spas included

Romantic New England winter getaways: Top Winter Towns

Enjoying the winter season by walking along main street at one of the best winter getaways in New England

The tiny Northeast corner of the United States is a region of contrasts. It’s hard for any one New England town to encapsulate the perfect destination in New England.


So, we compiled our favorites from the coast to the mountains. You’re sure to find the perfect romantic getaway for you this winter season. Check-out our list of the best weekend getaways from Boston for even more options.


Charming Coastal Escapes for Romantic New England Winter Getaways

Winter trip to the New England coast, where the only ski resort available may not be too impressive

The coast of New England is a haven of winter romance. Each charming town has its unique flair, perfect for a winter getaway. And, if you’re not too attached to skiing at a ski resort, the coastline is typically more temperate.


Especially compared to the mountainous areas of New England.


Plus, the trip is easy if you’re looking for one of the best bed and breakfasts near New York City, to save on driving.


Greenwich, Connecticut

The best New England winter romantic getaways include things like complimentary breakfast

The first Connecticut town you’ll hit as you enter New England from the rest of the country, Greenwich, Connecticut, has a reputation that precedes it.

This charming coastal town wedged between New England and the Hudson River Valley, has a lot going for it. For one: the diversity: its spot creates a culture unique in New England. It’s where Manhattan meets New England, which makes for a unique New England Winter Getaway.


Winter hikes on hiking trails through the local woods are splendid. Or head to Greenwich Point Park to view the Manhattan skyline to the southwest.


Greenwich is famous for its luxury shopping and dining scene, with high-end boutiques and gastronomic delights all along Greenwich Avenue, our main street. Some personal favorites for fine dining includes L’Escale Restaurant, with a wood burning fireplace in the dining room. Or head to the Ginger Man, our local New England tavern, for warming comfort food in a cozy, inviting, dining room and bar.


And if you want to explore beyond the various things to do in Greenwich, CT, in the winter season, you can always hop on the Metro North rail line to New York City. There’s obviously even more winter activities in New York City to enjoy. And all without having to actually find one of the best areas to stay in Manhattan.


And as far as romantic inns for your romantic weekend getaway go, our Greenwich bed and breakfast is ideal. Or peruse our guide to Greenwich, CT, hotels for even more options.


Westerly, Rhode Island

Hop on the northbound side of the Merritt Parkway or I-95 to cross Connecticut. Just over the border is the next stop of the coastal New England winter getaway tour: Westerly. The town is famous for idyllic beaches and historic Watch Hill Lighthouse on the list of Westerly, RI, attractions. When hunger hits, The Cooked Goose or The Ocean House will satisfy. And for a romantic retreat, The Ocean House or The Weekapaug Inn provide cozy rooms for an ideal romantic winter getaway.


Newport, Rhode Island

The best romantic winter getaways on the East Coast could include a visit to Newport in the winter months

Greenwich is the chosen home of the modern wealthy in New England, and Newport, Rhode Island was their preferred abode about a century ago.


This relic of the Gilded Age is ideal for marveling at at the grandeur of mansions like The Breakers, Marble House, and Rosecliff. Stroll the scenic Cliff Walk, admire the International Tennis Hall of Fame, and feast at renowned eateries like The White Horse Tavern and The Mooring. As dusk descends, retreat to a local luxurious New England inns like Castle Hill Inn, The Vanderbilt Grace, or The Chanler at Cliff Walk.


Whether a hundred years ago or today, Newport makes for one of the most classic winter getaways from NYC.


Kennebunkport, Maine

Head up to Maine for the last stop on the tour of romantic winter getaways in New England: Kennebunkport, Maine. It’s pronounced, “Ken-knee-bunkport”, by the way.


Stroll the shoreline, admire the Portland Head Light, and refuel at The Boathouse, The Ramp, or The Clam Shack. For luxury, The White Barn Inn & Spa, home of a Forbes Five Star restaurant, The Tides Beach Club, and The Kennebunkport Inn await. Some even offer a hot tub.


Romantic New England Winter Getaways in the Mountains

Main street of Woodstock, Vermont, in winter weather of the winter months

Let’s swap sea breezes for mountain air. Picture yourself somewhere snow-dusted landscapes house a ski resort and cozy lodgings. These ski towns are New England’s mountain jewels, perfect for skiing, snowshoeing, or fireside cuddling. So, brace for the cold and embrace the winter wonder that awaits.


Stowe, Vermont

Stowe, Vermont, is a charming mountain town. It offers world-class skiing and much more. Take a gondola ride to the peak of Mount Mansfield for breath-taking views. Stop for lunch at the Cliff House Restaurant, then head to The Waffle Cabin for an unforgettable dessert.


Stowe Mountain Resort is a top choice for downhill skiing. After a day on the slopes, enjoy the town’s vibrant apres ski scene.


For a romantic evening, Harrison’s Restaurant & Bar is the place to be.


When it’s time to rest, options include The Lodge at Spruce Peak, Trapp Family Lodge, Green Mountain Inn, Stowe Motel & Snowdrift, and Stowehof Inn.


Woodstock, Vermont

The best New England winter views are in the mountains

This winter wonderland is another ideal New England winter getaway. Here, you can strap on skis or snowshoes to etch your story in the snow. The Woodstock Nordic Center in town offers snowshoeing and enjoy cross-country skiing on miles of cross-country ski trails.


For those who fancy downhill skiing, the Saskadena Six Ski Area is just a few minutes up the road. Woodstock is brimming with small-town fun, especially if you’re looking for festive Christmas activities.


When the day ends, the Woodstock Inn and Resort offers a warm hearth and plush accommodations. Or head to The Quechee Inn at Marshland Farm in the nearby town of Quechee for small town New England winter charm.


Jackson, New Hampshire

Welcome to this jewel of a town in the White Mountains of New Hampshire. This place is a winter’s dream for adventure-seekers and romantics. Test your skills at Wildcat Mountain or enjoy the tranquility of Nestlenook Farms.


When the day ends, retreat to a cozy cabin. The Christmas Farm Inn and Spa might be an ideal pick among the lengthy list of places to stay here. Don’t be fooled by the name. It’s not all about Christmas. It offers comfort, coziness, and luxury. With an indoor pool and an onsite spa, it caters to a winter family getaway.


Stoke the fire and cuddle up. Let the quiet of the night envelope you two.


Idyllic Small Winter Towns for the best winter getaways

A splendid view of the White Mountain National Forest in the White Mountains region

For an eye for the quaint and a heart for the intimate, idyllic small New England towns beckon. The following picturesque hamlets are a cocktail of scenic allure, charming avenues, and an intimate ambiance — a perfect brew for romantic winter getaways in New England.


These small towns are rich with art galleries, shops brimming with curiosities, and landscapes ripe for outdoor activities. They each set the stage for lovers to reignite their spark and weave together memories that stand the test of time.


Stockbridge, Massachusetts

Stockbridge, Massachusetts, nestled in the Berkshires, is a winter vacation haven for lovebirds. Its charm lies in its picturesque streets and the renowned Norman Rockwell Museum. Plenty of ski resorts are close, many offering snow tubing near Connecticut.


Hilltop Orchards remains open in the winter, inviting guests to sample wines and ciders and explore their scenic orchard trails by snowshoe.


The Red Lion Inn has been welcoming guests since 1920. And a historic inn is just what you need for a charming little New England town like this and others nearby, like Lee, MA.


North Conway, New Hampshire

North Conway, New Hampshire is another winter paradise in the White Mountains. It’s a haven for the adventurous, offering a day filled with outdoor winter activities, including cross country skiing. From snowmobiling to snowboarding, snowshoeing to snow tubing, the options for winter sports are endless. The town is also home to classic New England shops, including an old-fashioned general store, to stay warm and cozy.


After the day’s exploits, unwind in a cozy inn, like Cranmore Inn & Suites or Kearsarge Inn. With stunning landscapes and a range of winter activities, North Conway is the perfect setting for a romantic winter escape.


Manchester, Vermont

Manchester, Vermont, effortlessly combines luxury with simplicity. This mountain town in southern Vermont is renowned for its high-end shopping and exquisite cuisine, all within reach of nearby ski resorts. After a day of adventure, visitors can retreat to a cozy inn and bask in the glow of a warm fireplace.


Manchester is more than a winter destination; its charm and scenic mountain views are unforgettable. And it’s more accessible than other parts of the state.


Winter in Manchester means relaxation in numerous B&Bs and inns, indulging in delicious restaurants, and cozying up by fireplaces. For the adventurers, nearby ski resorts like Stratton offer a thrilling experience.


The Best New England Winter Activities for Couples

Horse drawn sled through the winter woods of Stowe, Vermont

Looking to spice up your winter romance? Try adding some exciting outdoor winter activities into the equation. Whether you’re gliding on ice, cuddled on a sleigh, or savoring a fine vintage, these experiences promise to etch unforgettable memories into your winter getaway.


Click over to our full guide to New England winter getaways for more outdoor activities, like ice fishing, dog sledding, even just sipping hot cocoa.


Horse-Drawn Sleigh Rides

Imagine a horse-drawn sleigh ride through New England’s winter wonderland. The crunch of snow, the jingle of sleigh bells, all wrapped up in cozy mittens and warm blankets. Venues like Charmingfare Farm, Coppal House Farm, Omni Mount Washington Resort, and Nestlenook Farm are ready to whisk you away on a magical journey.


Ice Skating

Ice skating is not just a winter activity. It’s a ballet on ice, under the open sky. Picture yourselves hand-in-hand, gliding on the ice like swans on a frozen lake. Whether you’re an expert skater or a novice, ice skating is a joyous dance, a celebration of winter’s beauty. So, lace up your skates, take your partner by the hand, and let the dance begin.


Top spots to ice skate include: Stowe, Jackson, and Newport.


Wine and Beer Tastings

For those who appreciate fine drinks, New England’s vineyards and breweries are a must-visit. Picture yourself savoring a crisp Chardonnay or a robust porter in the company of your loved one. These tastings offer a shared adventure and a dance of flavors. You will find a range of options from Newport Vineyards in Rhode Island, Harpoon Brewery in Massachusetts, to Allagash Brewing Company in Portland, Maine.


Luxurious Spa Retreats

Sauna at a luxury resort with luxury accommodations

After a day exploring winter getaways in New England, nothing soothes like a spa retreat. Offering massages, facials, and tranquil settings, the below New England spa retreats transform your winter getaway into a journey of relaxation and romance. And most are fantastic dog-friendly getaways from NYC.


The Essex Spa – Burlington, Vermont

The Essex Spa in Burlington, Vermont is a haven of luxury in a lively city. And, added benefit, you can take the train from NYC to Burlington, VT, if you’re not a fan of driving. Here, you’re treated to massages, facials, and body treatments, a rejuvenating ritual that breathes life into the weary.


Once pampered, Burlington awaits, a city of culinary and shopping delights. And when night falls, retreat to the spa’s cozy quarters, a sanctuary where relaxation is king.


Mayflower Inn & Spa – Washington, Connecticut

The Mayflower Inn & Spa in the Litchfield Hills of Connecticut promises winter’s solitude, rejuvenation, and love rekindled. Here, amidst expert-led health coaching and soothing spa treatments, the world fades into tranquil silence. The Mayflower Inn & Spa is not just a romantic getaway, but a dance with winter’s charm.


White Barn Inn & Spa – Kennebunkport, Maine

Unveil the epitome of luxury at the White Barn Inn & Spa in Kennebunkport, Maine. Indulge in treatments that soothe the soul, dine on gourmet fare, and retreat to cozy quarters at day’s end.


Chatham Bars Inn – Chatham, Massachusetts

Winter on Cape Cod is an ideal time to enjoy winter sports here

At the Chatham Bars Inn in the town of Chatham, MA, winter wellness takes center stage. The Relax, Recharge & Renew package includes a 30-minute De-Stress by the Sea massage. It’s perfect for easing the tension of daily life. You’ll also enjoy a 30-minute meditation session to calm the mind before a walk along the Atlantic Ocean. Hand-selected products from The Spa at Chatham Bars Inn are included for self-pampering. To top it all off, every morning starts with a complimentary hearty breakfast.


It’s the perfect place from which to explore the best things to do on Cape Cod, regardless of the time of year.



Seeking winter romance? New England’s your answer. Choose from coastal gems like Newport or mountainous retreats like Stowe. Prefer quaint charm? Try Stockbridge. Fancy a sleigh ride or a waltz on ice? New England’s got it. Wine and beer tastings, or spa retreats? Check. Pack your bags, grab your sweetheart, and let New England’s winter magic take the lead.


Frequently Asked Questions

Stone cottage in snow with lights in Vermont

What are some popular winter activities for couples in New England?

Snuggle up and carve winter tales in New England. Enjoy sleigh rides, skating, and wine tastings with your beloved.


Where can I find charming coastal towns for a romantic winter getaway in New England?

Brace for romance in New England’s coastal towns: Newport’s salt air, Westerly’s beaches, Kennebunkport’s inns, or Greenwich’s opulence. Let them pen your winter tale.


What are some picturesque mountain towns for a winter getaway in New England?

Shed the city’s noise for Stowe, Woodstock, and Jackson – New England’s winter-perfect mountain masterpieces.


Where can I find luxurious spa retreats for a romantic winter getaway in New England?

Seeking solace? Try The Essex Spa, Burlington, VT. Crave tranquility? Visit the Mayflower Inn & Spa, Washington, CT. Fancy opulence? The White Barn Inn & Spa, Kennebunkport, ME, awaits.


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