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Winter getaway in Massachusetts: dinner in front of a fire; snow-dusted explorations

Winter settles on New England in a mist of snow-dusted streets and meadows, holiday lights, and hearty food in front of a crackling fire. Plan a winter getaway to a classic Massachusetts lodging that suits your tastes: from a bed-and-breakfast inn racing the town green in a Berkshire mountain village to a boutique hotel tucked among the crooked old street of Boston or Cambridge to a windswept waterfront inn along the shore. Plenty of amenities – fireplaces, hot tubs, traditional winter foods – await you, prepared and served with comfort, cleanliness, and your health in mind.

Living Area - Edgewater Beach Resort - Dennisport, MA
Edgewater Beach Resort

95 Chase Avenue Dennisport, MA, 02639 Phone: 508-398-6922 Toll-Free: 866-469-8222

Winter is a special season on the Cape: no crowds and the beaches are still beautiful

Each season is special on Cape Cod, and winter is no exception. At the Edgewater Beach Resort, a fully renovated oceanfront resort in the heart of Cape Cod, you are right on the beach overlooking Nantucket Sound, with dramatic wintertime views. The Dennis Port resort has an indoor pool and hot tub spa with lounge chair seating and plenty of books and movies to borrow to enjoy in your two-bedroom, one-bedroom or studio suite, complete with kitchenettes. Some units have whirlpool tubs and gas fireplaces. Explore the Cape, where winter means picturesque hiking, snowshoeing and cross-country skiing trails, discounts in the shops and no lines in the restaurants. Stroll through quaint villages, visit a museum or gallery or take in some community theater.
Romantic Fireplace Couple - XV Beacon - Boston, MA
XV Beacon

15 Beacon Street Boston, MA, 02108 Phone: 617-670-1500 Toll-Free: 877-982-3226

Winter is pretty wonderful in Boston; enjoy it by staying at this luxury hotel

Winter is the perfect season to visit Boston, especially the Beacon Hill neighborhood where XV Beacon, a luxury boutique hotel, is located. The historic neighborhood’s lamp-lit streets and cobblestone alleys are especially enchanting after a snow fall. Ask about the hotel’s Winter Wishes package, with a discount for staying two nights; the Year of the Tiger package in February, celebrating Chinese New Year; or the Be Mine package for Valentine’s Day. Snuggle into your feather bed in your room or suite with a gas fireplace, commissioned artwork, jetted tub and white marble bathroom with heated towel racks. Stroll through Boston Common, take in the city’s shops and galleries, catch a Bruins or Celtics game at TD Garden: It’s a great time to be in the city. XV Beacon ranked 1st on Conde Nast's list of 10 Top Hotels in Boston: Readers Choice Awards 2017-20.
Suite Living Room - Beachside Village Resort - Falmouth, MA
Beachside Village

45 Surf Drive Falmouth, MA, 02540 Phone: 508-548-3975 Toll-Free: 866-469-8222

Former sea captain’s mansion a cozy place to enjoy the beauty, and activities, of the Cape in winter

Cape Cod truly sparkles in the winter, and you can see why when you book your winter getaway at the Beachside Village in Falmouth. The Cape’s cozy seaside villages are lit up and welcoming in the winter, the snow glistens off its beautiful beaches, and restaurants (no lines!) are aglow with candle light. The resort, once a seaside mansion for a well-to-do boat captain, offers guests exceptional views of Martha’s Vineyard across Falmouth Harbor. Accommodations include kitchenettes, dining areas, and decks, balconies or patios. Stroll the area’s gorgeous beaches, shop its intriguing stores, visit historical sites, or break out the hiking boots and enjoy its many scenic trails. And, it’s a quick trip to Martha’s Vineyard or Nantucket.
Double Room - Cape Cod Holiday Estates - Mashpee, MA
Cape Cod Holiday Estates

97 Four Seasons Drive Mashpee, MA, 02649 Phone: 508-477-3377 Toll-Free: 866-469-8222

Celebrate the Cape in the winter from your cozy free-standing vacation home

Fun vacations don’t end in the winter on Cape Cod: The beaches are still perfect for strolling, the quaint towns and villages still great for shopping, the restaurants still offering fine dining – with no waiting! At the Cape Cod Holiday Estates, you’ll enjoy all the amenities, including an indoor pool and game room. Two- and three-bedroom units, with fully equipped kitchens, two bathrooms and whirlpool tubs, sleep four and six people, respectively, and have plenty of room to unwind. Each home is on its own lot, surrounded by lawns and trees. Located between Falmouth and Hyannis, the resort is less than three miles from South Cape Beach and Nantucket Sound, a short drive to island ferries, museums, arts venues and restaurants.
Living Area - Brant Point Courtyard - Nantucket, MA
Brant Point Courtyard

15 Swain Street Nantucket, MA, 02554 Phone: 508-228-0241 Toll-Free: 866-469-8222

Escape to the island of Nantucket for a winter getaway in a cozy, convenient resort

As breathtaking in the winter as it is in summer, the island of Nantucket beckons couples and families seeking a snowy-season retreat. When you stay at the Brant Point Courtyard, you’ll be close to the island’s fine restaurants, shopping, museums, historic sites and trails ideal for hiking and bird-watching. (Half of the island is held in conservation trust, so the trails are truly spectacular.) It’s a seven-minute walk into town, with its cobblestone streets, stately whaling captain’s mansions, lighthouse and scenic waterfront. Check out the Whaling Museum or Shipwreck & Lifesaving Museum. Some of the resort’s units have fireplaces, jetted tubs, four-poster or canopy beds and full kitchens – all you need to snuggle in for a rejuvenating winter retreat.
Cozy Library - Boston Harbor Hotel - Boston, MA
Boston Harbor Hotel

70 Rowes Wharf Boston, MA, 02119 Phone: 617-439-7000 Toll-Free: 800-752-7077

Warm up to the idea of a winter escape at this hotel in the center of walkable, wonderful Boston

There may be a chill in the air, but you’ll find yourself warming up to the idea of a winter escape at the Boston Harbor Hotel, a Forbes Five-Star and AAA Five-Diamond urban resort right on the city’s vibrant harbor. Relax in your harbor- or city-view room or suite, take advantage of the 24-hour state-of-the-art fitness center with Peloton bikes or unwind in the 60-foot lap pool, sauna and eucalyptus-infused steam room. Soak up the inviting atmosphere (and enjoy the area’s freshest seafood) at the Rowes Wharf Sea Grille, or grab a cocktail at the Rowes Wharf Bar. The hotel is close to the New England Aquarium, lively Faneuil Hall, the theater district and Freedom Trail.
Loft Bedroom - Cove at Yarmouth - West Yarmuth, MA
Cove at Yarmouth

183 Main Street West Yarmouth, MA, 02673 Phone: 508-771-3666 Toll-Free: 866-469-8222

Resort with indoor pools, recreation activities ideal for classic winter vacation on the Cape

Spend a classic New England winter vacation on Cape Cod at The Cove at Yarmouth, a perfect combination of relaxation and recreation four seasons a year. Stay in a suite or townhouse and enjoy all the resort’s amenities, including two indoor pools, a hot tub, a fully equipped fitness facility and a great restaurant. At the resort recreation center, there are indoor tennis, racquetball and pickle ball courts; ping pong, air hockey and billiard tables; and arcade and game room; books, board games and puzzles; and a lounge area with a TV. The Mid-Cape area features an eclectic assortment of restaurants and shops (with no lines!), glistening harbors (including island ferries in Hyannis) and beaches and trails perfect for winter strolls.
Room #25 with Fireplace 500x250 - Harbor Light Inn - Marblehead, MA
Harbor Light Inn

58 Washington Street Marblehead, MA, 01945 Phone: 781-631-2186

Cozy and welcoming, this historic Marblehead inn really sparkles in the winter

Long considered one of New England’s most romantic towns, Marblehead is particularly appealing in the winter, and there’s no lovelier place to appreciate it than the Harbor Light Inn, in the town’s historic harbor district. Walk down to the glistening harbor, stop into galleries and shops and dine in cozy restaurants. Or take a short drive to Salem to visit the amazing Peabody Essex Museum. Back at the 18th-century inn, continue the cozy theme in your spacious room, with a working fireplace and perhaps a two-person jetted tub. Or, grab a board game to play by the atrium fireplace. The inn’s popular Tavern is a great place for a burger or a bowl of clam chowder and a glass of wine or an evening cordial.
Library Winter View - Ponds at Foxhollow - Lenox, MA
Ponds at Foxhollow

Route 7 Lenox, MA, 01240 Phone: 413-637-1469

Wintertime is the perfect time to visit the beautiful Berkshire Mountains

There may be more beautiful places than the Berkshires in the winter, but you’ll be hard-pressed to think of them when you stay at The Ponds at Foxhollow. Framed by breathtaking snow-capped mountains and towering pines, the secluded 223-acre estate offers superb hiking, biking and cross-country skiing opportunities – or you can just cozy up in a comfy chair next to the library fireplace, or the fireplace in your one- or two-bedroom condo unit. There’s so much to do in the Berkshires in the winter, from alpine skiing, snowboarding, skating and snowshoeing to browsing the shops and galleries in picture-postcard towns like Stockbridge and Lenox. Lots of restaurants to choose from, and great museums like the Gilded Age Museum at Ventfort Hall Mansion.
Dining Area & Fireplace - Seawinds 2 Resort - Dennisport, MA
Seawinds II

128 Old Wharf Road Dennisport, MA, 02639 Phone: 508-398-1474 Toll-Free: 866-469-8222

Mid-Cape resort a comfortable, centrally located way to enjoy a particularly lovely season

There’s a quiet beauty to Cape Cod in the winter, and you can experience it in style at the Seawinds II resort. Walk the sandy beach right across the street or head out to the National Seashore and other beautiful area beaches for a seasonal stroll. Shop in the Cape’s quaint villages, take a day trip to Martha’s Vineyard or Nantucket, hike nearby trails or break out the cross-country skis. The resort is close to a variety of charming shops and restaurants featuring fresh seafood and other delights. One- and two-bedroom units have full kitchens, dining areas, free wifi and fireplaces. It’s the perfect mid-Cape spot to relax with your significant other or family and enjoy this special, uncrowded time on the Cape.
Sitting Area & Fireplace - Sea Mist Resort - Mashpee, MA
Sea Mist Resort

141 Great Neck Road South Mashpee, MA, 02649 Phone: 508-477-0549 Toll-Free: 866-469-8222

Plan your winter getaway from your suite, townhouse or condo at this resort in the heart of the Cape

Settle in to your comfortable, spacious suite, townhouse or condo at the Sea Mist Resort and plan your winter getaway. Centrally located between Falmouth and Hyannis, the resort is a jumping-off point for a variety of local restaurants, beaches, historical sites, shopping – and trips to Martha’s Vineyard and Nantucket, both absolutely stunning in the winter. There’s an on-site clubhouse with table tennis, a pool table and fitness center, an indoor pool, whirlpool and sauna, and biking and walking paths accessible right from the resort. One- and two-bedroom accommodations include full kitchens, living rooms, wifi and patios or decks. Take a winter beach hike, cross-country ski or snowshoe on trails, dine by candlelight in a restaurant without a line to get in!
Mini Kitchen - Holly Tree Resort - West Yarmouth, MA
Holly Tree Resort

412 Main Street -- Route 28 West Yarmouth, MA, 02673 Phone: 866-469-8222

Experience winter on the Cape: breathtaking beaches, great trails – and bargains!

Come see the Cape in the winter! Stay at the Holly Tree Resort in a cozy studio or one-bedroom suite, with amenities including an indoor pool, whirlpool, and game and fitness rooms. Some deluxe suites have in-room whirlpools, and all suites have kitchenettes. Explore history-rich Yarmouth, with a 19th-century windmill and historic sea captain’s homes. Take a ferry to Martha’s Vineyard or Nantucket or take advantage of the scenic trails with hiking, snowshoeing and cross-country skiing as well as restaurants with no long lines and shops with sales! Walk the dramatic National Seashore beaches, seek out that perfect antique, check out museums and galleries or just stroll through the Cape’s picturesque villages, decked out in all their winter splendor.
Winter Exterior - Ocean Edge Resort & Golf Club - Brewster, MA
Ocean Edge Resort & Golf Club

2907 Main Street (Route 6A) Brewster, MA, 02631 Phone: 508-896-9000 Toll-Free: 800-343-6074

Here’s a wonderful idea: Book your winter getaway at gorgeous resort on Cape Cod Bay

Are you already thinking about your winter getaway? Don’t rule out Cape Cod, which is breathtakingly beautiful in the winter (and less crowded!). Book a villa or mansion room at the Ocean Edge Resort & Golf Club, a slice of beachfront paradise every season of the year. Brewster’s beaches, among the country’s loveliest, are dramatic and walkable in the winter, and among the resort’s amenities are rooms with stunning water views from private balconies. Book a spa day at The Beach House, swim in the heated indoor pools, enjoy the sauna and hot tub. Start your day with breakfast in the charming Roscommon Room and end it with steak frites or a burger in Bayzo’s Pub.
King Suite - Briar Barn Inn - Rowley, MA
Briar Barn Inn

101 Main Street Rowley, MA, 01969 Phone: 978-653-5323

Stylish rooms, in-house spa, inviting restaurant: That’s a recipe for the perfect winter escape

Delightfully dramatic and charmingly cozy in the winter, the North Shore is the perfect area to explore during a weekday or weekend getaway, and there is no more idyllic location to launch your exploration than the Briar Barn Inn in historic Rowley. Hike coastal trails, explore antiques shops and galleries and sample a variety of fine-dining and casual restaurants. Then head back to your suite in this welcoming inn, where in-room amenities include gas fireplaces, soaking tubs, luxurious linens and soothing decor with curated art and antiques. Enjoy fresh fare and creative cocktails at the on-site restaurant, Grove, and book a massage or facial at the inn’s spa. In the evening, relax with a glass of wine by the courtyard fire pit.
King Suite 500x250 - Deerfield Inn - Deerfield, MA
Deerfield Inn

81 Old Main Street Deerfield, MA, 01342 Phone: 413-774-5587

Cozy, comfortable inn has a long tradition of welcoming winter travelers

When you think about winter travel, what words come to mind? If they include “cozy” and “inviting,” then book your vacation at the Deerfield Inn. The inn, which dates back to the late 19th century, offers 24 uniquely decorated and comfortable guest rooms in the main house and carriage house. Champney’s Restaurant and Tavern is a cozy place for breakfast, lunch and dinner, with warming fireplaces and wing chairs. And there’s plenty to do in the area, from strolling down Main Street with its historic homes to visiting the Memorial Hall Museum with local antiquities (including the world’s largest pumpkin pie pan and oldest rag doll in America) and nearby Hancock Shaker Village and Sturbridge Village, which both re-create early New England life.