Winter Getaways
Lodging, Seasonal Recreation, and Snowy Family Fun
You might think you have a general idea of what a Winter Getaway in New England might look like. Insider heads-up here: it’s even better and probably a lot more varied that you are expecting. Maine, New Hampshire, Vermont and Massachusetts all have their great ski areas, of course, with skiing, snowboarding, rentals, lessons, and lots of indoor entertainment for adults and kids. But you can also step away from the white powder for all kinds of other fun. Guides offer unusual adventures like dog sledding, ski mobile tours, ice fishing, and horse-drawn sleigh rides. Got an appetite? Resorts, hotels and downtowns in every state have unique restaurants cooking up healthy, creative dishes, very often from locally sourced foods. Then there’s the indoor fun: wine tasting, shopping, spa treatments, indoor water parks for the kids, theaters and live music everywhere. Winter also brings frosty festivals, usually with indoor and outdoor entertainments. New England is glorious in the ice-and-snow months!
37 listings
Rowley, MA
Featured listing: Briar Barn Inn
101 Main Street 978-653-5323Warm and welcoming, this North Shore inn, spa and restaurant offers a relaxing winter escape
With its many warm and inviting spaces, the Briar Barn Inn is the perfect retreat for your winter getaway. All of the inn’s 30 distinctive guest rooms have gas fireplaces and cozy seating areas, original artwork, custom furnishings, plush robes and bathrooms with large soaking tubs. Make it a truly relaxing getaway with a massage, facial or other body treatment at The Spa at Briar Barn Inn. Or, enjoy the many winter activities on the vibrant North Shore, from snowshoeing and cross-country skiing to antiquing, brewery-hopping or shopping in downtown Newburyport, MA. At the inn, dine in the post-and-beam barn restaurant, Grove, for dinner or weekend brunch. Add “The Briar” package to your room, and signature chocolate chip cookies and wine will be waiting for you upon arrival.
Sunderland, VT
Featured listing: Hill Farm
458 Hill Farm Road 802-375-2269Escape to a Winter Retreat You'll Never Want to Leave.
Close to Bromley Mountain and Stratton Mountain Resort, Hill Farm offers a different way to spend a Vermont winter. A historic working farm turned boutique hotel in Sunderland trades ski-town bustle for woodsmoke and quiet snow-covered fields, with cross-country skiing and snowshoeing right on campus. Ski groomed downhill slopes by day, or skip the slopes entirely, then settle in for an inviting winter cocktail and a delicious meal just a short distance from the warmth of your room at The Restaurant at Hill Farm. Near Manchester, it's the slower half of a ski trip, or a whole trip on its own.
Camden, ME
Lord Camden Inn
24 Main Street 207-236-4325Fireplace suite with a water view, full buffet breakfast make hotel a must for winter escape
Wondering about your winter getaway? Why not visit the coast of Maine, where you can walk along dramatic beaches, dine by candlelight in village restaurants and get cozy by the fireplace in your room. At the Lord Camden Inn, in the heart of Camden Village, ME, room amenities include fireplaces, and balconies and porches overlooking the river or harbor. A fitness room features cardio and strength equipment, and guests start their day with a full buffet breakfast. Area activities include skiing, snowboarding, snowshoeing, ice skating and hiking. There are museums, nature centers and arts venues to visit and so many restaurants to try! Ask about the Camden Snow Bowl Package, which includes passes to this winter sports center and a gift certificate to a sister hotel’s elegant lobby bar.
Visit our sister properties, 16 Bay View - Grand Harbor Inn - Rockport Harbor Hotel.
Niantic, CT
Inn at Harbor Hill Marina B&B
60 Grand Street 860-739-0331Winter is the perfect time for seaside escapes, and this inn offers relaxing, romantic atmosphere
Seaside escapes are not just for summer vacationers. Winter is a great time to enjoy an escape by the sea, and the Inn at Harbor Hill Marina provides the perfect atmosphere. Each of the inn’s16 rooms and suites offers a unique view — of Long Island Sound, the marina, the Niantic River or Niantic Bay. Get cozy by your fireplace (or in your large soaking tub!), or enjoy a glass of wine looking out over the water from your balcony. Begin your day with a hearty cooked-to-order breakfast and end it in the evening with fellow guests, enjoying wine and cheese in the dining room. A short stroll away, the village of Niantic, CT is a charming collection of shops and restaurants to explore. Area activities include cross-country skiing, hiking — and casino excursions.
Watch Hill, RI
Ocean House Resort
1 Bluff AvenueYou don’t have to wait for summer to have that perfectly enchanting seaside getaway
Seaside getaways are not just for the summer: At the Ocean House, overlooking the beach and ocean, winter has its own special wonders. Relax in front of a roaring fire outdoors or before the stone fireplace in your sumptuous suite. Book a massage or facial at the Forbes Five-Star Ocean & Harvest Spa or swim in the heated indoor saltwater lap pool. Take a yoga class, then head back to your waterview room to slip into your deep soaking tub. At the luxurious Gondola Village, enjoy a private dinner in a vintage ski gondola, or sip champagne by the fire to watch the sunset. Winter hiking, snowshoeing and cross-country skiing sites are plentiful by the coast, and the seasonal views are spectacular. Ocean House was recently named to Forbes Magazine's list of "Most Luxurious Hotels & Spas", and is one of the top 100 hotels in the world among Travel + Leisure readers.
Visit our sister property, Weekapaug Inn.
Ocean House and Weekapaug Inn have once again earned Five-Star recognition from the esteemed Forbes Travel Guide for 2026, and have been voted among the top hotels in the Condé Nast Readers’ Choice Awards.
North Conway, NH
White Mountain Hotel & Resort
87 Fairway Drive 603-356-7100If the mountains are calling you in the winter, listen – and book into this breathtaking resort
Do the mountains call your name in the winter? Escape to the White Mountain Hotel & Resort, where you are surrounded by mountain magic. Breathtaking views are seen from many of the resort’s 80 luxurious rooms and suites as well as from the Ledges Restaurant, where you can enjoy a great meal while looking out over the astonishing vistas. The resort has a cozy tavern, a four-season heated outdoor pool and deck, hot tub, Finnish sauna and fitness center as well as a game room with ping-pong table and video games. It’s near several downhill ski resorts, snowboarding parks and skating venues. Kids will love Santa’s Village as well as nearby dogsledding and horseback-riding opportunities. Couples and families will love horse-drawn sleigh rides.
White Mountain Hotel is honored to be a AAA® Four Diamond™ property!
Chittenden, VT
Mountain Top Resort
195 Mountain Top Road 802-483-2311On-site activities, accommodations at this resort make winter a time filled with marvels, magic
Are the marvels of winter any more magical than they are in Vermont? At the Mountain Top Resort, winter means horse-drawn sleigh rides, ice skating on an outdoor rink, kids sledding down a hill, cross-country skiing or snowshoeing through woods and meadows, then relaxing in a year-round outdoor hot tub or booking a hot-stone massage in the on-site spa. It means a short drive for alpine skiing at Killington, VT. It means dining on the perfect rib-eye at a restaurant with sweeping mountain and lake views, then adjourning to a cozy tavern for a local craft beer. It means mornings waking to meadow or lake views in your lodge room or suite, or evenings spent with a glass of wine by the fireplace in your luxury cabin or spacious guest house.
Deerfield, MA
Deerfield Inn
81 Old Main Street 413-774-5587Historic Deerfield, and its famous inn, both have a special sparkle in the winter
What a lovely town Deerfield is in the winter, the snow sparkling on the roofs of its 18th- and 19th-century homes. And right in the middle of Main Street is the cozy Deerfield Inn, where winter travelers have found crackling fireplaces and warm hospitality since 1884. The 24 rooms in the main inn and carriage house feature period reproduction furniture, antiques and comfy reading chairs. Spend your days hiking up Mount Sugarloaf or skiing, snowboarding and snow tubing at Berkshire East, visiting the area’s many art and history museums, breweries or the Yankee Candle Village store. Come back to relax by the fire in the inn’s Beehive Parlor or at Champney’s mahogany bar. Sip a cocktail by the fire and dine on the restaurant’s creative, locally sourced cuisine.
Westerly, RI
Weekapaug Inn
25 Spray Rock Road 877-394-8902Luxurious shoreline inn particularly warm and welcoming in the winter months
Warm and welcoming all four seasons, the Weekapaug Inn is particularly inviting in the winter, when its tranquil location on the Rhode Island shoreline overlooking Quonochontaug Pond and the Atlantic Ocean just beyond makes for a cozy waterfront retreat. The inn’s private beach’s firm sand in the winter makes for great walking in the warmth of the sun reflecting off the water. Sometimes, after it snows, guests ski along the upper beach while others can walk the snow-free sand to the tideline. Afterward, enjoy your spacious suite’s soaking tub, water views and luxurious bedding. Visit the fitness center, dine in the restaurant on fabulous farm-to-table cuisine or have a cocktail by the fireplace in the bar. Guests also have access to a nearby sister inn’s spa.
Visit our sister property, Ocean House Resort.
Ocean House and Weekapaug Inn have once again earned Five-Star recognition from the esteemed Forbes Travel Guide for 2026, and have been voted among the top hotels in the Condé Nast Readers’ Choice Awards.
Greenwich, CT
Stanton House Inn
76 Maple Avenue 203-869-2110Classic New England bed-and-breakfast inn particularly welcoming in the winter
Whether you want an elegant inn close to winter activities, or a cozy, charming retreat for snuggling by a fireplace, The Stanton House Inn is the type of warm, gracious inn that makes for an ideal winter getaway. Ask about a room or suite with a gas fireplace or a two-person whirlpool tub. Enjoy a complimentary breakfast in the sunny dining room and relax before the fireplace in the inviting library, stocked with books and board games. It’s a short walk from the inn’s residential area to Greenwich Avenue and downtown, where the lights will be glittering in its assortment of fine shops and restaurants. You’re close to a variety of winter activities, including hiking trails and picturesque beach walks, art museums and galleries.
Jeffersonville, VT
Sterling Ridge Resort
155 Sterling Ridge Drive 802-644-8265On-site amenities and nearby activities make mountain resort a must for winter vacations
Experience the magic of a Vermont winter at Sterling Ridge Resort. Nestled in the mountains of northern Vermont with views of Mount Mansfield, our private log cabins and vacation homes offer the perfect setting for a cozy winter getaway. Spend your days snowshoeing on miles of on-site trails, sledding nearby hills, or skiing at Smugglers’ Notch, Stowe Mountain Resort, and Jay Peak. Then retreat to your cabin to warm up by a crackling wood stove, gas log stove, or fireplace. Looking for a romantic escape? Stay in, relax, and enjoy thoughtful add-ons like hot chocolate baskets, wine and cheese packages, and spa services. Whether you're seeking outdoor adventure, a romantic retreat, or a dog-friendly winter getaway, Sterling Ridge is the perfect place to slow down and savor the season.
Franconia, NH
Franconia Inn
1172 Easton Road 603-823-5542Ski, snowshoe, skate – or just relax by a crackling fire – at this welcoming mountain inn
Whether your idea of a winter getaway is skiing across newly fallen snow or relaxing with a handcrafted cocktail before a crackling fireplace in a comfortable pub, the Franconia Inn is the place to be. Located on 65 acres in the White Mountains, the inn offers a variety of snow-season activities right on its own property, including 40 kilometers of cross-country skiing and snowshoeing trails, fat-biking trails, horse-drawn sleigh rides, snow tubing and ice skating on a lighted rink. Great alpine skiing at Cannon Mountain, Loon Mountain and Bretton Woods is just a short drive away, as are quaint shopping areas, antiquing and dining. Relax in the inn’s hot tub at day’s end, then enjoy a candlelit dinner in the restaurant with mountain views, followed by a nightcap in the rustic pub.
Sanbornton, NH
Steele Hill Resorts
516 Steele Hill Road 603-524-0500Snow-covered paradise, Lakes Region resort offers on-site snowshoeing, skating, sledding with skiing nearby
The Lakes Region NH is a snow-covered paradise in winter, and you’re in the heart of it all when you stay at the Steele Hill Resorts. From your luxurious suite or studio’s private balcony or patio, you’ll breathe in fresh mountain air as you look out over the Belknap and White Mountains and Lakes Winnipesaukee and Winnisquam. Enjoy your day skiing, snowboarding or tubing at nearby Gunstock Mountain, or stay at the resort and go sledding, ice skating on the pond or hiking and snowshoeing on groomed trails. Come back for a hot drink at Tova’s Tavern or relax in the hot tub, indoor pool or sauna. A variety of special winter packages include everything from discounted ski tickets to dining credits and cocoa waiting for you in your room.
Visit our sister properties, Summit Resort, Center Harbor Inn.
Laconia, NH
Summit Resort
177 Mentor Avenue 603-556-7028Lakes Region resort has amenities, special packages to elevate your winter getaway
If you’re wondering where to go and what to do on that winter getaway, the Summit Resort, in the heart of New Hampshire’s vibrant Lakes Region, has some suggestions – and some incentives. Stay in a condo-style suite at the resort and enjoy a heated indoor pool with water slides, a Roman spa and saunas, a fitness center, racquet ball courts and snowshoe trails. A Winter Family Getaway package includes hot chocolate and souvenir mugs in your room; a Winter Stay & Play package includes a “movie bucket” and snowshoe rentals. The Shop & Stay package includes a gift card and discounts at the Tanger Outlet Mall. Gunstock Mountain’s downhill and cross-country skiing, terrain parks and tubing hill are nearby, and there’s a Ski & Stay package for that, too, with discount ski tickets.
Visit our sister properties, Steele Hill Resorts, Center Harbor Inn.
Center Harbor, NH
Center Harbor Inn
294 Whittier Highway 603-253-4347Celebrate winter at resort on Lake Winnipesaukee, close to seasonal activities
Winter is such a celebrated season at the Center Harbor Inn by Lake Winnipesaukee that they have special packages for their guests. The Winnipesaukee Winter Adventure package offers discounted rates, free snowshoe rentals to explore local trails, and hot chocolate and souvenir mugs waiting for you in your comfortable guest quarters. There’s also a Ski & Stay package that includes discounted tickets to ski Gunstock Mountain. And romantic retreat packages feature gift certificates to local restaurants. Skiing, snowboarding, tubing, snowmobiling, antiquing and shopping are favorite area activities, but you also might just want to soak in an outdoor hot tub at the resort while watching the stars come out over a snowy harbor, or enjoy a glass of wine on your patio overlooking the lake and mountains.
Visit our sister properties, Steele Hill Resorts,Summit Resort.
Boothbay Harbor, ME
Harbour Towne Inn on the Waterfront
71 Townsend Avenue 207-633-4300Both active and relaxing, coastal Maine offers many options for vacationers, and this inn is in heart of it all
Coastal Maine is a romantic setting in the winter with lights glistening in the snow, diners enjoying each other’s company by the fire. Stay at the Harbour Towne Inn on the Waterfront and experience Boothbay Harbor, ME’s quieter, more relaxed season. Most of the bed-and-breakfast inn’s 11 rooms feature harbor views, and its world-class penthouse suite has spectacular vistas. Enjoy your full breakfast in your room, if you wish, or in the dining room. Stroll down to local shops, galleries, breweries and restaurants or visit the aquarium, or catch a live performance at the opera house. If there’s snow, there’s great cross-country skiing and snowshoeing, or just head out on a Boothbay Harbor Land Trust trail. And, yes, even in winter, you can take a harbor tour.
Boston, MA
XV Beacon
15 Beacon Street 617-670-1500Walkable and welcoming, Boston is a delight in the winter, and this hotel is in the heart of it all
Crisp ocean air, snow glistening on cobblestoned streets, cozy restaurants: Boston, MA is an exceptional city for wintertime visits, and in the heart of it all is XV Beacon in its turn-of-the-century Beaux Arts building. The boutique hotel is central to all that makes wintertime fun in the city: theaters, sports venues, boutiques, galleries and museums. All hotel rooms, suites and studios have gas fireplaces and luxurious bedding, including cashmere throws. Some have whirlpool tubs, and four-poster or canopy beds. An experienced concierge can help with tickets, tours, recommendations for restaurants as well as jogging and walking routes. Steps from your hotel room is Mooo.... Beacon Hill restaurant, a favorite gathering place for guests and Bostonians on a cold winter night. Ask about the hotel’s Winter Wishes package.
Camden, ME
16 Bay View
16 Bay View Street 844-213-7990Ready to ski, or just seeking a room with a view and a fireplace? Winter breaks are the best at Camden hotel
Are plans beginning to percolate for your wintertime escape? Make sure they include booking a room or suite at 16 Bay View, the luxury hotel in the heart of Camden, ME. Get cozy before your room’s gas fireplace or in its deep soaking or massage tub. Some accommodations have harbor views, and all include an expansive continental breakfast. The hotel’s Vintage Room offers signature cocktails, local brews and wine (by the fire) and small plates. Ask for a day pass to the YMCA with an indoor pool, fitness center and rock-climbing wall. Or, ask about the Camden Snow Bowl Package, which includes lift tickets to this winter-fun center with breathtaking views, downhill and night skiing. Area activities also include cross-country skiing, indoor and outdoor skating and snowshoeing.
Visit our sister properties, Lord Camden Inn - Grand Harbor Inn - Rockport Harbor Hotel.
North Woodstock, NH
Woodstock Inn Brewery
135 Main Street 603-745-3951Plan your White Mountains adventures from this charming, popular country inn
It’s winter, and you are ready for a much-needed escape – and for some fun. The Woodstock Inn Brewery can provide both! Stay in this popular country inn and relax in your room’s two-person whirlpool tub, or perhaps in its outdoor hot tub, or by its gas fireplace. Guests have access to an indoor pool and health club. Head over to the brewery for craft beers while listening to live entertainment or playing music bingo. Enjoy a hearty breakfast, lunch or dinner in the Main Bar or cozy tap room or pub. Head out to the area’s many activities and attractions, from ski resorts and hiking trails to dog-sledding, horse-drawn sleigh rides, ice skating and snowshoeing. Ask about the inn’s midweek and weekend ski packages.
Wells Beach, ME
Lafayette's Oceanfront Resort
393 Mile Road 207-646-2831When it's time for a break from winter, head to this beachfront resort with an indoor pool
During a long, cold season, Lafayette's Oceanfront Resort is the perfect place to relax. Take a dip in the indoor pool, soak in the oversized waterfall hot tub, or get moving in the workout room. Step outside for a peaceful walk on beautiful Wells Beach, where snow on the sand and the quiet shoreline make winter especially serene. Rooms are all on or just steps from the beach, with kitchenettes, decks, comfortable beds, and ocean views. A suite lets you cozy up by the fireplace and watch the waves, while private rental homes feature gourmet kitchens, fireplaces, and wraparound decks. Nearby, enjoy sledding, skiing, skating, and snowshoeing, or explore horse drawn carriage rides, movies, museums, and shopping at outlets, galleries, and boutiques.
Marblehead, MA
Harbor Light Inn
58 Washington Street 781-631-2186Take a break from winter, or embrace it, with a visit to inviting harbor district inn
Marblehead, MA, on the scenic North Shore of Massachusetts, is especially lovely in the winter, and you can see the town to its best advantage from the popular Harbor Light Inn. Located in the Harbor District, the bed-and-breakfast inn is a short stroll to shops, restaurants, galleries and homes that date back to the 17th, 18th and 19th centuries. Take a drive out to Fort Sewall and walk a bit for gorgeous harbor views, or drive to the many museums and attractions in nearby Salem, MA. At the inn, enjoy a continental breakfast buffet each morning, sweet treats and beverages in the afternoon, and wine, beer, cordials and bar bites in the evening in the cozy tavern. Rooms have options including fireplaces, two-person jetted tubs, exposed beams and private decks or patios.
Camden, ME
Grand Harbor Inn
14 Bay View Landing 207-230-7177With an interior Inspired by Tuscan villas, hotel is a warm, inviting retreat for your winter getaway
Winter is a lovely time to visit the coast of Maine, where you can stroll scenic beaches, dine in cozy restaurants and celebrate the snowy season with a variety of winter sports. The Grand Harbor Inn, with its Tuscan villa-inspired interiors, is a warm, elegant place to plan your winter getaway days and nights. Its 10 luxurious guest rooms and suites have private balconies with harbor views, gas fireplaces and whirlpool tubs, and an expanded continental breakfast is served to your room each morning. Day passes to the local YMCA fitness center are available, and the Camden Snow Bowl, where you can ski while enjoying an ocean view, is nearby, as are hiking trails, art museums, day spas and nature centers.
Visit our sister properties, 16 Bay View - Lord Camden Inn - Rockport Harbor Hotel.
Salem, MA
Salem Waterfront Hotel
225 Derby Street 978-740-8788Waterfront hotel and historic Salem welcome visitors warmly in the winter months
The Salem Waterfront Hotel & Suites welcomes you in the winter – and so does its vibrant city. Get cozy in your luxurious room or suite, swim in the heated indoor pool, work out in the fitness center or dine in the pub. Then set out to enjoy Salem in the winter, with its quaint colonial structures, and shops, all decked out in lights and holiday decor. Start in the hotel’s neighborhood – Pickering Wharf – a lovely harborside “village” of shops and restaurants. Then head downtown to visit the extensive art collections at the Peabody Essex Museum. Visit Nathaniel Hawthorne’s House of the Seven Gables or one of the many attractions devoted to Salem’s witch-y history. The area has a variety of winter festivals, strolls and house tours.
Westbrook, CT
Westbrook Inn B&B
976 Boston Post Road 860-399-4777Whether winter means recreation or relaxation, this inn will make your seasonal getaway a perfect one
Whether you want your winter getaway location to be a headquarters for invigorating outdoor sports or a haven for snuggling by the fire, you will find what you are looking for at the Westbrook Inn Bed and Breakfast. From its serene site on the banks of the Patchogue River, the 10-room boutique inn offers guests a warm and welcoming atmosphere, with vintage-style rooms (some with gas fireplaces), a hot, home-cooked gourmet breakfast each morning and a common room with a fieldstone fireplace that’s perfect for utter relaxation. The inn also offers special tea events the first Tuesday of the month as well as holiday and other themed teas. Stroll over to West Beach, take a winter hike, visit a craft brewery, shop or go cross-country skiing or snowshoeing.
Check out our sister property, The Captain Stannard.
Jackson, NH
Inn at Ellis River
17 Harriman Road 603-383-9339Charming riverside inn, in the heart of Mt. Washington Valley, is especially welcoming in winter
Embrace the inner winter-loving you by escaping to the Inn at Ellis River. In the heart of the Mt. Washington Valley, NH area, the inn is particularly inviting in the winter. Sixteen of its 20 comfortable guest rooms have fireplaces or wood stoves, and many have two-person whirlpool tubs and scenic balconies or patios (including the two-person Ellis River Cottage). The fresh mountain air will ensure you are ready each morning for a complimentary hearty breakfast, with homemade sweet and savory offerings, in the sunny dining room. In the afternoon, enjoy freshly baked cookies ad seasonal beverages, or relax with a glass of wine by the fire in the game room and pub. Area activities include hiking, world-class cross-country skiing and snowshoeing, sleigh rides and activities at five alpine ski centers.
Albany, NH
Huttopia - White Mountains
57 Pine Knoll Road 603-447-3131For your winter break, explore the great outdoors then come home to your cozy mountain cabin
Winter transforms Huttopia White Mountains into a cozy refuge facing snow-covered mountains. Our heated Cabins with wood stoves become your perfect base for exploring winter activities. Alpine skiing at Cranmore Mountain and Attitash, cross-country skiing on the region’s marked trails. Snowshoeing, snowmobiling, and winter hiking in magical landscapes facing Mount Washington. After your adventures in powder snow, return to the warmth of your cabin and the magical atmosphere of the White Mountains in winter, Romantic or family stays in an exceptional setting.
Bethlehem, NH
Town of Bethlehem
Charming town is the perfect location from which to launch your White Mountains exploration
A quaint village in the heart of the glorious White Mountains: Of course Bethlehem, NH is a must-stay destination for your winter getaway! Close to alpine and cross-country skiing, snowmobiling and hiking trails, Bethlehem is the perfect place to serve as a central hub for your White Mountains exploration. Go snowboarding, fat biking, visit a brewery or antiques shop, or plan time at one of the many neighboring attractions including Santa’s Village, Story Land and the Mount Washington Cog Railway. Lodging choices range from inviting boutique country inns to mountain resorts with activities like snow tubing and ice skating. In Bethlehem, relax in a charming restaurant or just stop in for a coffee or cocoa after a day on the trails and slopes.
The Berkshires Region, MA
Visit the Berkshires of Western Massachusetts
413-499-1600Whether winter means recreation or relaxation, the Berkshires has a getaway just for you
Are you the kind of person who can’t wait for winter so you can explore the frosty outdoors? Or is winter something that makes you want to curl up by a cozy fire? Whichever type of winter person you are, you’ll find the perfect getaway in the Berkshires. During cold weather the region boasts alpine and cross-country skiing, snowboarding, snowmobiling, skating, and ice fishing. It also serves up some lovely fireplaces — in your room at a charming country inn, or in a romantic restaurant with mountain views. Book a massage in one of the area’s many spas and wellness centers, visit an art museum or lovely historic home, take an art class, catch a play or concert, or explore the offerings in a winery or brewery. The Berkshires cannot wait to welcome you!
Rockport, ME
Rockport Harbor Hotel
20 Central StreetWinter getaways at boutique hotel in historic waterfront village are relaxing — and fun
Book a winter getaway at the Rockport Harbor Hotel and prepare to be dazzled. Crisp air off the harbor, snow on distant mountains, dramatic beach walks are just some of the activities that draw visitors to coastal Maine in the winter. And the boutique hotel in the historic waterfront village is an inviting sanctuary in winter: Studios and suites have gas fireplaces, ornamental iron balconies (some with harbor views) and spa-inspired bathrooms with large soaking tubs. Guests have access to a nearby state-of-the-art YMCA fitness center. Also nearby: frozen ponds and recreation centers for skating, beaches with scenic walks and views of lighthouses, and the Camden Snow Bowl for skiing, snowboarding and snowshoeing. Visit art museums or nature centers, go gallery-hopping or shopping.
Visit our sister properties, 16 Bay View - Grand Harbor Inn - Lord Camden Inn.
Bedford, NH
Bedford Village Inn
2 Olde Bedford Way 603-472-2001Escape to a Winter Wonderland at The Bedford Village Inn
The Bedford Village Inn in Bedford, NH, offers a luxurious retreat in southern New Hampshire's rolling green hills. Each of the AAA™ Four Diamond-rated hotel’s guest rooms feature spacious marble bathrooms and magnificent four-poster beds. Guests can indulge in premium amenities, including a fitness center, Grand Study, patio, outdoor fireplace, outdoor hot tub, and a heated, naturally-formed outdoor saltwater pool (open from May until Columbus Day). During the holiday season, the inn collaborates with talented local florists and designers to transform its spaces into a festive winter wonderland. With fireplaces glowing and holiday décor gracing every dining room, guests will enjoy a memorable getaway.
Lincoln, NH
Mountain Club on Loon
90 Loon Mountain Road 800-229-7829Ski-in/Ski-Out at Loon’s Only Slop-Side Four-Season Resort
The Mountain Club on Loon is the only ski-in/ski-out resort directly on the slopes of Loon Mountain, offering immediate access to skiing, snowboarding, tubing, and other winter adventures in the heart of the White Mountains. Accommodations range from cozy rooms with balconies or hot tubs to spacious townhome-style suites that sleep up to ten and include full kitchens and separate living areas—ideal for families or groups. After a day outdoors, relax at the on-site spa, enjoy swimming in the pool, or join a fitness class. Dining includes farm-to-table fare at Seasons Restaurant and live entertainment at the Black Diamond Pub. Guests can also enjoy snowshoeing, skating, and nearby attractions like Santa’s Village and Ice Castles, making this a well-rounded destination for a true winter escape.
Mystic, CT
Steamboat Inn
73 Steamboat Wharf 860-536-8300Cozy Waterfront Escape in the Heart of Mystic
The Steamboat Inn, Mystic’s only waterfront property, offers 11 individually designed rooms with antique furnishings, stunning river views, and many with wood-burning fireplaces or oversized whirlpool tubs—perfect for cozy winter nights. Guests wake to a complimentary breakfast in the sunny common room and can explore Mystic’s boutiques, galleries, and acclaimed restaurants just a short walk away. Visit the nearby Mystic Seaport Museum and Mystic Aquarium, or Foxwoods and Mohegan Sun resort casinos. With its central location, intimate atmosphere, and fireplaces aglow, the Steamboat Inn is an inviting retreat for a winter getaway.
Visit our sister property, Captain’s Mansion.
Jackson, NH
Eagle Mountain House & Golf Club
179 Carter Notch Road 603-383-9111Timeless Winter Charm at this Grand White Mountains Retreat
Eagle Mountain House & Golf Club in Jackson, NH delivers an unforgettable winter getaway in the heart of the White Mountains. One of New Hampshire’s last remaining grand hotels, it offers spacious guest rooms and suites with mountain, river, or golf course views, plush bedding, and classic New England style. Guests can dine at Eagle Landing Tavern, where hearty comfort food meets sweeping panoramic views of the White Mountains, or relax after a day on the nearby ski slopes in the game room or tavern. Cross-country ski and snowshoe trails begin right outside your doorstep. Pet-friendly rooms, family-friendly amenities, and timeless charm make this a true four-season classic for winter travelers.
East Madison, NH
Purity Spring Resort
1251 Eaton Road (Route 153) 603-367-8896A true ski-in, ski-out winter escape
Purity Spring Resort offers a true ski-in, ski-out winter escape with cozy rooms, suites, and slope-side lodging designed for easy days on the mountain. Its King Pine Ski Area lets guests ski, snowboard, tube, snowshoe, or ice skate from morning through après-ski without ever getting in the car. Between mid-December and late March, King Pine offers 17 trails served by four lifts, with terrain ranging from beginner-friendly greens to challenging double black diamonds. Beyond downhill skiing, 20 kilometers of snowshoeing and cross-country skiing trails provide scenic winter workouts, while a rope-pull tubing hill and ice-skating rink round out a full day of cold-weather fun. At the end of the day, relax in the indoor pool or hot tub, catch dinner at the Pine Cone Cafe or a drink at the Trail End Tavern.
Mystic, CT
Spark by Hilton Mystic Groton
55 Whitehall Avenue,A cozy home base for winter fun in Mystic
Spark by Hilton Mystic Groton sets the scene for a cheerful winter getaway on the Connecticut coast. Guest rooms are fresh and inviting, with cozy beds and streamlined layouts that feel especially welcome after chilly days spent exploring. Fuel up each morning at the complimentary Coffee & Bagel Bar before heading out to enjoy Mystic’s seasonal charm and year-round favorites. Spend your days sampling Mystic’s award-winning food scene, browsing its storybook-style main street and shopping district, or taking in the festive glow of Olde Mistick Village during the holidays. With a convenient location just off I-95, it’s an easy, family-friendly home base for winter adventures.
Shelburne Falls, MA
Shelburne Springs
904 Mohawk Trail, 413-512-1454Elegantly restored mansion close to Berkshires’ best winter attractions
Shelburne Springs is an ideal base for a winter getaway in the Berkshires. This elegantly restored inn offers seven designer suites, cozy common spaces, and a grand stone fireplace lounge — everything you need to unwind after a full day of winter adventure. The surrounding region delivers some of New England's best cold-weather activities, from skiing and snowboarding at Berkshire East to snowshoeing, ice skating, and scenic winter hiking. When the day is done, return to the warmth of the inn, gather around the outdoor fire pits, and take in the peaceful beauty of the snow-covered grounds. A perfect winter retreat.
Hancock, MA
Huttopia - Berkshires
312 Kittle Road, 413-343-8192A Magical Winter Escape Surrounded by Nature
Experience the magic of a Berkshires winter at Huttopia Berkshires with our four seasons Sierra Tiny Houses. These specially designed accommodations feature full heating systems, cozy wood stoves and private fire pit for authentic winter ambiance. Wake up to snow-covered mountain views of Jiminy Peak, perfect for winter sports enthusiasts. Each tiny house offers complete amenities including full kitchens, bathrooms, and comfortable sleeping for up to 5 guests. Access winter activities like skiing at nearby Jiminy Peak, snowshoeing through pristine forests, and cozy evenings by the fire. Our heated facilities and winter-ready infrastructure ensure comfort throughout your cold-weather retreat in the beautiful Berkshires.