Canyon Ranch Lenox

From historic houses with manicured gardens to beachside family-friendly resorts, Massachusetts offers an array of choices. You’ll find properties here with golf courses, luxurious spas, relaxing pools and numerous activities. Whether you're after a fun-filled family getaway or a wonderful wellness retreat to recharge those batteries, Massachusetts' resorts will have something to suit. 

For historic charm

Wequassett Resort and Golf Club

  • Wequassett Resort and Golf Club is a charming choice overlooking Cape Cod’s peaceful Pleasant Bay. This 18th century colonial house sits on 20 acres in a manicured garden with a golf course, pools and tennis court. Enjoy New England comfort here with plush rooms and luxurious marble bathrooms. 

For a family getaway

Winnetu Oceanside Resort

  • Winnetu Oceanside Resort in Katama, Martha's Vineyard is a great family choice with its kids' club, pools, beach and children's play areas. The property puts on resort games such as foosball, outdoor chess, ladder golf and corn hole, plus there's a complimentary shuttle taking you to and from Edgartown.
  • Another Edgartown stay is Faraway Martha's Vineyard with its chic, mid-century style rooms with modern beach vibes. The hotel’s 58 guest rooms are spread out across a campus of fully renovated houses surrounding the pool and sun deck. Suites with bunk beds, full kitchens and washing machines are ideal for families with young kids or groups of friends.
  • The Nantucket Hotel is a classic New England retreat with crisp modern interiors. Think cedar-shingle charm, airy rooms with muted tones, tactile linens and vibrant art. Families get two heated pools, terrace dining, a lively weekend kids’ club and easy access to five sandy beaches, bike paths, museums and harbour adventures.
  • Chatham Bars Inn offers an upscale oceanfront escape with a nautical aesthetic, from polished suites to private beachfront cottages. Families enjoy tennis by the shore, a spacious pool, kayaking and sailing, plus croquet and lawn games. Evenings bring refined dining with sea views, while the spa and gym keep everyone relaxed or energised.

For a private beach

The Mansion at Ocean Edge Resort

  • A Cape Cod resort with its own private beach, The Mansion at Ocean Edge Resort has lots to offer. There's an 18-hole golf course, kids' club, spa and several dining options. Rent one of the hotel's bikes and hop on the Cape Cod Rail Trail or just relax indoors surrounded by quintessential New England style.

For a spoiling spa

Canyon Ranch Lenox

  • Slow down in style at Mirbeau Inn & Spa Plymouth, an elegant chateau-styled rural retreat an hour south of Boston. Expect opulence here with turrets, plush rooms and a gorgeous garden. The extensive spa features 20 treatment rooms, a relaxation area, fitness centre, oversized whirlpool, waterfall and solarium.
  • Canyon Ranch Lenox is an all-inclusive lakeside wellness retreat in the heart of the Berkshires. The 100,000-square-foot spa has saunas, cold-dip pools and inhalation rooms, plus guests have access to fitness trainers, nutritionists and spiritual wellness guides. Set in a handsome mansion, it's the perfect place to relax and recharge.

For foodies

Lambert's Cove Inn, Farm & Restaurant

  • Lambert's Cove Inn, Farm & Restaurant is an intimate farmhouse stay framed by lush lawns and a heated pool, but its real draw is the kitchen: a culinary hub turning just-harvested island ingredients into sharply focused, flavour-driven plates. Rooms feel relaxed yet refined, and long lunches, garden herbs, and chef chats make this a dream base for food-obsessed travellers.

Still not sure? 

9 Top Resorts in Massachusetts

Chatham Bars Inn

Chatham (Massachusetts)

Luxurious seaside hotel with an elegant nautical feel offering ocean view suites, contemporary bedrooms and private beach-front cottages. A smart evening dining area with fine cuisine and romantic sunset views. Activities to suit all the family at this refined seafront resort.

  • Sailing - Charter one of the hotel sailing boats
  • Tennis Court - Ocean side tennis courts
  • Sights nearby - Whale Watching
  • Kayaking - Chatham Harbor
from $225 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Lambert's Cove Inn, Farm & Restaurant

Martha's Vineyard (Massachusetts)

Small farmhouse resort resting in manicured lawns with heated pool, and award winning restaurant whose menu incorporates fresh local ingredients. Rooms are classically done but with a very contemporary feel. Relax or explore the local area on one of the complimentary bikes. A stunning spot!

  • Restaurant - Award winning restaurant with regularly changing menus and dishes cooked from ingredients as local as possible
  • Sights nearby - Lambert's Cove Beach nearby is private and requires a free pass from reception.
  • Great walks - The gardens are yours to explore.
  • Spa
from $187 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Wequassett Resort and Golf Club

Massachusetts (Cape Cod)

18th Century colonial house sitting on 20 acres of Atlantic coastline. Light and luxurious rooms rest in a manicured garden with golf course, pools and tennis court. Award winning Twenty-Eight Atlantic offers elegant fine dining, plus there's LiBaYtion for beach vibes. A luxe Cape Cod stay.

  • Active Holiday - Tee off at the prestigious Cape Cod National Golf Club, just steps away, or enjoy a game of tennis on the resort's courts
  • Families - Experience a Cape Cod summer with family barbecues, poolside "dive-in movies," and cooking classes amidst lush gardens
  • Beach Life - Indulge in coastal charm, overlooking Pleasant Bay and the Atlantic, offering water sports and seaside dining
  • Golf - 18 hole golf course in the grounds
from $425 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Winnetu Oceanside Resort

Martha's Vineyard (Massachusetts)

Family-friendly beachside resort in Katama, Martha's Vineyard. This generous property has a fantastic friendly team, heaps of complimentary activities and amenities for all ages and boasts a spa, 2 pools, lawn and outdoor dining with sea-views. There are 54 rooms, studios, suites and private villas.

  • Families - The complimentary Children’s Day program keep kids busy with a range of activites. There is also a kid's pool, games & play area
  • Beach Life - Named one of the best beaches in the world, South Beach is just 200m from the hotel
  • Sights nearby - The hotel's complimentary shuttle takes you to and from Edgartown with its famous lighthouse, shops and restaurants
  • Great walks - The team can arrange a picnic lunch for you to take out on a beach walk, or simply enjoy on the front lawn
from $299 for 1 room, 1 night including taxes & fees

The Nantucket Hotel

Nantucket (Massachusetts)

Historic New England family-friendly resort with a fresh contemporary feel. The classic cedar shingle exterior houses homely but airy rooms with a sleek muted palette, cosy linens, colourful artwork and boutique furniture. Enjoy two pools, terrace dining, kid's club and beach and harbour nearby.

  • Families - Make the most of family-sized suites, kiddy pool, great child equipment, kid's club and family-friendly activities in the area
  • Beach Life - There are five scenic white sand beaches within walking distance offering swimming, watersports, dining and shell collecting
  • Local exploring - The downtown area offers charming cobbled streets with historic buildings, great restaurants and shopping
  • Swimming Pool - The property boasts two heated outdoor pools with luxurious seating areas; for adults and families respectively
from $257 for 1 room, 1 night including taxes & fees

Mirbeau Inn & Spa Plymouth

Massachusetts

Spoiling spa retreat in French-style 18th-century manor house complete with turrets, opulent ornate rooms, Monet Garden and wooded estate. Spa offerings are impressive; spend the day between treatments, classes and relaxing fireside areas. On-site restaurant, spa & golf course. Ideal for couples.

  • Romantic Break - Enjoy romantic rooms, fluffy robes, indulging spa treatments, fab on-site dining and plenty to do should you wish to venture out
  • Spa - Features 20 treatment rooms, relaxation area, fitness centre, gift shop, oversized whirlpool, waterfall, fireplace & solarium
  • Spa breaks - Perfect spa weekend material with couple's massages, body work & beauty plus fireside relaxation cavern with heated foot pool
  • Sights nearby - Learn more about the 1620 Mayflower landing nearby; visit Plymouth Rock, Mayflower II, Pilgrim Hall Museum & National Monument
from $248 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Canyon Ranch Lenox

Lenox (Massachusetts)

An all-inclusive lakeside wellness retreat, set in the Bellefontaine Mansion, in the heart of the Berkshires. Chic and spacious rooms and suites with ample natural light and marble bathrooms. Indulge in R&R with wellness programs, an indoor & outdoor pool, ample activities and nutritious meal plans.

  • Active Holiday - Group hikes and bike rides, yoga and aquatics, creative arts, wellness presentations and fitness classes – 35+ choices every day
  • Total relaxation - Explore the beautiful Berkshires, expansive luxury spa and fitness facilities, indoor and outdoor pools and tennis courts
  • Spa breaks - Guests have access to fitness trainers, nutritionists, spiritual wellness guides, physicians and certified de-burdeners
  • Wellbeing
from $790 for 1 room, 1 night including taxes & fees

The Mansion at Ocean Edge Resort

Brewster (Massachusetts)

A popular Cape Cod resort boasting a private beach and a wide choice of activities. Accommodation ranges from elegant doubles to villas of various sizes, all with New England style. With an 18-hole golf course, kids' club, spa, and several dining options — this is ideal for a family getaway.

  • Active Holiday - Whether you want to play golf, enjoy the beaches & watersports available or spend your time cycling — there is plenty to do here
  • Families - With a range of accommodation, pools, kids' meals, a kids' club, and a wide choice of activities — this is a family haven
  • Golf - The property boasts its own 18-hole course and it's the only one built by Nicklaus Design on Cape Cod
  • Spa - A full service spa offers a steam room, sauna, manicure / pedicure stations, and five treatment rooms
from $217 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Faraway Martha's Vineyard

Martha's Vineyard (Massachusetts)

A historic tavern transformed into a modern retreat in Edgartown's heart. Chic, mid-century style rooms meet beach-luxe vibes with a dash of opulence too. Savour local cuisine, relax by the revamped pool, and explore vibrant Martha's Vineyard. An enchanting blend of history and contemporary luxury.

  • Romantic Break - Escape to a serene seaside retreat, where cozy rooms and intimate dining set the stage for unforgettable, starlit evenings
  • Sailing - Embark on a catamaran sail with Mad Max for a thrilling two-hour tour around the beautiful waters of Martha's Vineyard
  • Sights nearby - Climb the Edgartown Harbor Light for breathtaking views of Chappaquiddick Island and Edgartown's picturesque harbor
  • Restaurant - There are two restaurants: the historic Newes from America Pub and a sushi bar
from $409 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Written by Jan Gooderham

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