Massachusetts beach, mountain, lake resorts create luxury getaways

Massachusetts > State > Resorts and Luxury > Resorts

Massachusetts resorts can be found from the Berkshire Mountains to the west and along the waterfront north and south of Boston (in Gloucester, Plymouth, Hull) and on Cape Cod and Martha's Vineyard and Nantucket. Resorts offer luxuries and activities for families with children, romantic getaways, and sports enthusiasts. Among the fine offerings at MA resorts are luxury guest rooms, spas, golf, snow sports, water sports, and white-glove service.

Pleasant Bay Village Resort

1191 Orleans Road Chatham, MA, 02633 Phone: 508-945-6061

Resort offers a combination of relaxing and luxurious features

Vacation in luxurious surroundings at Pleasant Bay Village in Chatham, one of the Cape’s loveliest towns. Among the amenities you might choose from when you select your room, suite or efficiency are private balconies and sundecks overlooking a Zen garden, patios with Weber grills, Jacuzzi tubs and leather-upholstered bed headboards. The breakfasts are generous, the pool pristine and the gardens, complete with waterfalls and statuary, spectacular. There is shuffleboard, pingpong and a playground as well as cookies in the lobby. From Chatham, you can ferry over to Martha’s Vineyard and Nantucket, go deep-sea fishing or take a water taxi to a secluded island. The beaches are welcoming, the restaurants top-rated and the hospitality inside and outside the resort something you will long remember.

Nantucket Island Resorts and Hotels Resorts Nantucket MA

White Elephant Resorts and Hotels

Several Wonderful Locations Nantucket, MA, 02554 Phone: 508-325-1000 Toll-Free: 800-475-2637

Exceptional service, accommodations on Nantucket

Everything is exceptional at the inns, cottages, lofts and residences that make up Nantucket Island Resorts. Luxurious accommodations range from spacious rooms at the White Elephant Hotel, Jared Coffin House and Wauwinet to cozy seaside cottages and stunning town lofts that open up onto cobblestone streets. Fine dining can be enjoyed at foodie-favorite Topper’s at the Wauwinet, the popular Brant Point Grille at the White Elephant or the Jared Coffin House’s Nantucket Prime steakhouse. Service begins with a pre-visit concierge to help you plan your stay. Berth your boat at a full-service marina; relax at a spa, pool or private beach; walk among the hydrangeas; or just enjoy the spectacular views to be found at each of the resorts.

Ponds at Foxhollow

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

Relax, rejuvenate, reconnect when you unwind at this beautiful mountain resort

Relaxation, rejuvenation and recreation are all part of the package when you stay at the luxurious Ponds at Foxhollow, a scenic resort perched among the pines of the magnificent Berkshire Mountains. Your one- or two-bedroom condo unit will have a Jacuzzi and full kitchen as well as a deck overlooking a meandering pond. You’ll be able to chill out in the indoor and outdoor pools, exercise room, fireplaced library, hot tub or on the pond with a canoe or rowboat. Play basketball or tennis, barbecue on a grill or plan a trip into a neighboring town for fun and fine dining, great shopping, a concert at Tanglewood, a visit to the Norman Rockwell Museum or Edith Wharton’s The Mount.

Green Harbor Waterfront Lodging

134 Acapesket Road East Falmouth, MA, 02536 Phone: 508-548-4747 Toll-Free: 800-548-5556

Cape Cod awaits from this comfortable, convenient waterfront lodging

Looking to rent a place on the Cape for your vacation? Check out Green Harbor Waterfront Lodging, tucked away in a pretty woodlands location on a picturesque ocean inlet where you can dock your own boat, launch your kayak or take out one of the resort’s paddleboats or rowboats. On-site activities range from croquet and badminton to a seasonal outdoor heated pool. Cook in your studio or cottage kitchen or head into nearby Falmouth village for fun dining (and shopping). Catch a ferry to Martha’s Vineyard, visit a spectacular beach, take a photo by Nobska Light, go on a scenic train ride or explore biking and hiking trails. Short drives take you to whale-watching, nature preserves and historical sites.

Briar Barn Inn

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

Distinctive rustic retreat combines casual elegance, resort amenities

Casual elegance and welcoming, rustic comfort combine to provide guests at the Briar Barn Inn a distinctive experience in a country setting on Boston’s lively North Shore. The resort’s 30 guest rooms include gas fireplaces, luxury linens and cozy sitting areas. The post-and-beam barn restaurant serves fresh local classics with creative twists. And The Spa at Briar Barn Inn offers massages, facials, soaks and beauty treatments to invigorate and restore. Relax with a book in the landscaped courtyard, pamper yourself as a couple with a duet massage in your room or set out to explore the galleries, boutiques and museums that distinguish the North Shore. Outdoor activities range from kayaking and hiking to cycling around Rockport or surfing the waves in Gloucester.

Mirbeau Inn & Spa Plymouth

35 Landmark Drive Plymouth, MA, 02360 Phone: 508-209-2626 Toll-Free: 877-647-2328

Much-honored inn and spa at the heart of this world-class resort

It’s no wonder Conde Nast has called the Mirbeau Inn & Spa the Top Resort in New England. Casual, elegant dining is a delight at The Bistro & Wine Bar, and the inn’s surroundings make you feel you have walked onto a countryside estate in France, complete with a Monet-inspired pond and garden. The 50 spacious rooms and suites feature fireplaces, Frette linens and soaking tubs in roomy baths. Spa Mirbeau offers luxurious, relaxing facial, body and massage treatments in its warm, welcoming world-class treatment rooms with fireplaces and private sound systems. The inn, in the lovely Pinehills Village, is next to two championship golf courses and a short drive to historic Plymouth, boating, museums and shopping.
Mirbeau accolades include Forbes Travel Guide recognition, AAA Four Diamonds and Conde Nast Top 20 Resorts in New England and Top 100 Hotels and Resorts in the World.

ShoreWay Acres Inn

Historic Shore Street Falmouth, MA, 02541 Phone: 508-540-3000 Toll-Free: 800-352-7100

Historic inn can be your headquarters for an active (or relaxing) Cape vacation

You may want to spend your entire vacation at ShoreWay Acres Inn at the resort itself. Starting with your hot breakfast (served on table cloths with actual china and silverware), moving to a dip in the pool or time in the sauna, then on to the lawn for croquet or badminton, perhaps a short rest in your comfortable room in a sea captain’s house, finishing with a clambake and conversation by the fire pit. That’s a day to remember. But the secluded inn is close enough for you to stroll into the village if you like, for eclectic dining, museums and galleries. It’s also near a popular bike path, beautiful beaches and the ferry to Martha’s Vineyard, among other activities.

Winnetu Oceanside Resort

At South Beach on Martha's Vineyard -- 31 Dunes Road Edgartown, MA, 02539 Phone: 508-310-1733 Toll-Free: 866-335-1133

South Beach, Martha’s Vineyard Resort – Close to Cape Cod

Winnetu is open for the 2020 season! New this summer. Private experiences, private dining, and fun family activities - click here for more info.

The Winnetu Oceanside Resort was recently named US News & World Report’s “Best Hotel on Martha’s Vineyard.” Our award-winning Massachusetts resort is situated at South Beach, Edgartown and is a quick 35-minute ferry ride off the coast of Cape Cod. Offering studios; 1-4 bedroom suites; cottages; and 3-5 bedroom private home rentals. Enjoy complimentary shuttles to Edgartown, new heated pools and hot tub, Children’s Programs, tennis, yoga, fitness center, Concierge Services, life-size outdoor chess, life-size outdoor chess & more. Dine at our family friendly restaurant – The Dunes – and enjoy the Outdoor Terrace and fire pits and South Beach views.
Book our Two-Island Adventure Trip: Stay at the Winnetu and our sister Resort on Nantucket, The Nantucket Hotel, and we’ll deliver you door-to-door between the islands and our Resorts.

Beachside Village

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

Experience all the Cape has to offer from this beachside resort

With extraordinary views of Martha’s Vineyard across Falmouth Harbor, the Beachside Village Resort is the ideal way to enjoy all that Cape Cod has to offer. The resort itself is directly across the road from a soft sandy beach, with rolling lawns and a heated seasonal outdoor pool. One- and two-bedroom units and studios come with kitchenettes, fireplaces, patios or balconies and room to stretch out (and, in some cases, enjoy ocean views). A mile away is the charming seaside village of Falmouth, with great restaurants, a variety of intriguing shops, museums and historic houses. Beautiful bike trails are less than half a mile from the resort, and it’s a short drive to ferries that will take you to the islands.

Outdoor Fall View - Oak & Spruce Resort - A Holiday Inn Club Vacations Getaway - Lee, MA

Holiday Inn Club Vacations Oak & Spruce Resort

190 Meadow Street South Lee, MA, 01260 Phone: Toll-Free: 866-454-5101

Find spacious comfort in the heart of the Berkshires

Holiday Inn Club Vacations® Oak n’ Spruce Resort is set in the hills of the Berkshire Mountains in western Massachusetts, offering vacation fun through the seasons. Enjoy spacious 2- and 3-bedroom villas complete with a living room and fully equipped kitchen. Guests can enjoy the indoor and outdoor pools and a well-equipped fitness center with indoor sauna. Plus, our onsite arcade, pool tables, movie theater, 18-hole mini golf course, tennis and basketball courts provide fun for everyone. Experience the Berkshires diverse cultural attractions like the Norman Rockwell Museum and Tanglewood, the summer home to the Boston Symphony Orchestra. Or, find boating, rafting, snow skiing and miles of beautiful hiking trails that run along the nearby Appalachian Trail which help make the region a popular New England destination.

The Nantucket Hotel & Resort

77 Easton Street Nantucket, MA, 02554 Phone: 508-228-4747 Toll-Free: 866-807-6011

Make some history at this island resort that combines relaxation, luxury, and excellent service

The Nantucket Hotel & Resort is open for the 2020 season! New this summer. Private experiences, private dining, and fun family activities - click here for more info.

Lovingly restored on Nantucket, an island that treasures history, the Nantucket Hotel + Resort offers guests luxurious relaxation, exceptional service, and a full menu of vacation activities. Hotel rooms, suites and private cottages come equipped with today’s modern amenities - together with the historic charms of a bygone era. Our complimentary, signature fitness and spa facility, The Nantucket Club features a state-of-the-art gymnasium, yoga and fitness classes, relaxing saunas, and the option to enjoy a massage on-site. Two outdoor heated pools (one for adults only) and a hot tub will keep you and your family busy, and we also offer special day and evening Kids’ Club activity programs for your children, which allow you to enjoy some adult time at the Resort or in town. Bike around the island, take our complimentary shuttle (in-season) to some of Nantucket’s finest beaches, stroll through downtown shops, go on a harbor cruise, play tennis, rent a kayak or visit a whaling museum.

Cove at Yarmouth

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

Cape Cod beckons you to the Cove!

Settle into the Cove at Yarmouth, the largest year-round resort on Cape Cod. 229 spacious suites and townhouses each featuring living room, master bath, wet bar, refrigerator, appliances, two LCD TVs, stereo and DVD. Two pools and a fully equipped fitness facility and spa will keep you active. Washers/dryers and nearby dry cleaner and convenience store will keep you supplied and looking your best. There’s racquetball, volleyball, indoor and outdoor tennis and a children's play area. Dine by candlelight on-site and enjoy exceptional Italian Cuisine, specialty dishes and family priced meals. The Cove is near great Cape beaches, golf, sailing, fishing, biking and shopping. Take a day tip to Martha’s Vineyard and Nantucket. Sail into the Cove, your harbor for exceptional vacation fun.

Yard Flagpole New 2019 - Cape Winds Resort - Hyannis, MA

Cape Winds Resorts

657 West Main Street Hyannis, MA, 02601 Phone: 508-778-4949 Toll-Free: 866-469-8222

Relax by the sea in comfort and style!

Find great comfort and value is a resort vacation. One and two bedroom units for up to six guests with king or queen-size bed, living and dining areas, fully equipped kitchens, 1.5 -2 baths and complimentary Wi-Fi. Patios or decks overlook the courtyard green in every unit. Several units have two levels with a spiral staircase leading to the living and dining areas. Enjoy the fitness center and clubhouse with fireplace, heated indoor pool and whirlpool spa, picnic area, volleyball, horseshoes, and shuffleboard. Nearby is Craigsville Beach while a short drive brings you to Nauset with one of America’s Top Ten beaches. Hyannis is brimming with great shops, waterside eateries, the Cape Cod Melody Tent and the JFK Museum, fishing trips and day cruises to Martha's Vineyard and Nantucket.

Cape Codder Resort & Spa

1225 Iyannough Road Hyannis, MA, 02601 Phone: 855-861-4370

Spend quality time with your family at the Cape Codder Resort and Spa....you may never want to leave!

Make a splash in the NEW Water Park with huge water slides, lazy river, wave pool, retractable roof and so much more or in the Rainbow Falls Heated Outdoor Pool, pamper yourself (kids too) in the full-service Beach Plum Spa, roast marshmallows by our bonfire, take in dinner under the stars or enjoy live entertainment on The Deck, lounge or play in our beach-like area, savor breakfast, lunch or dinner in our Hearth ‘n Kettle Restaurant and Tavern, enjoy bistro-fare, award-winning wines and live jazz in our Grand Cru Restaurant, watch a movie by moonlight, play games with the kids and our recreation staff and SO much more! Relax in one of our 257 guest rooms or luxury fireplace suites with oversized whirlpools. Reserve online for the lowest rate…guaranteed.

Ocean Edge Resort & Golf Club

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

Top-rated resort boasts picturesque location, fun activities, superior service

It’s no wonder that Conde Nast Traveler readers named Ocean Edge Resort & Golf Club one of the top 25 resorts in New England. The location on Cape Cod Bay is fabulous, the golf course both challenging and scenic, the dining options varied and delicious, the deluxe rooms and villas perfect for families or for those seeking romantic getaways, and the AAA Four-Star service impeccable. With a private beach, sparkling pools, a luxurious spa, fitness facility, tennis and pickle ball courts, even s’mores by beach fires, the sprawling resort has everything for your perfect vacation. Plus: Cape Cod! Whale watches, harbor cruises, boutique shopping, bike trails, nature centers, vineyards, breweries, the National Seashore and museums: So much to do! (Check the website for current health and safety regulations.)

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