Top Ten Massachusetts Resorts Overview

Besides the undulating Berkshire Hills, pre-Civil War buildings and the Nantucket Sound, your Massachusetts vacation can include some pretty spectacular lodging. These coastal peninsulas and islands, such as Martha’s Vineyard and Nantucket, inspire some of the finest inland and ocean-surrounded getaways on the East Coast. European bed and breakfast-inspired inns, 19th-century whaling captain mansions and replicas of Irish fortresses await you - here are our top 10 Massachusetts resorts!

1

Cranwell Resort and Spa - Lenox, Massachusetts

You’re thinking, “an old mansion in the hills. That’s nothing new.” And you’re right. But that’s the very essence of what makes Cranwell a must-stay destination tailored for couples and families who have a deep appreciation for everything beautiful – naturally, historically, architecturally, etc. Surrounded by the landscape’s natural contours – partly preserved as the resort’s championship golf course for more than 80 years – the Tudor-style mansion is a stately sight to be seen. Constructed in the opulent Gilded Age, Cranwell was a hilltop haven for wealthy industrialists, clergy and golfers at the turn of the century and today continues to be an accessible hideaway for you. Cranwell’s 114 distinctive guest rooms, suites, cottages and townhouses boast take-your-breath-away panoramic views of the surrounding peaks. And 58 of those rooms are connected by glass walkway to the 35,000-sq.-ft. spa featuring more than 50 services and a 60-ft. indoor pool.

Visit Website Write Review
2

Ocean Edge Resort & Club - Brewster, Massachusetts

Whether you choose to stay in the beautiful mansion or in one of the private cottages, Ocean Edge Resort & Club is a stunning location sure to make your time in Massachusetts memorable. Each room offers you charming decor and plenty of comfort. After a good night's sleep, enjoy all the resort has to offer. Play a game of golf or tennis on site. Borrow a pair of bikes and explore Brewster. Relax with a treatment from the spa. All this and more awaits you at Ocean Edge Resort!

Write Review
3

Wequassett Resort - Harwich, Massachusetts

Whether you're looking for an exquisite and luxurious hotel suite or the privacy and homey feel of a cottage by the sea, Wequassett Resort in Harwich, Massachusetts, has a lodging option to suit your need. Stunning garden and water views await you in these plush rooms. More than just comfortable accommodations, Wequassett Resort offers you a wide variety of activities to suit almost any interest. From a game of golf or tennis to a sunset cruise on sparkling Atlantic waters, Wequassett Resort offers you the activities that are sure to make your getaway memorable!

Write Review
4

The Garden Gables Inn - Lenox, Massachusetts

Nestled in the Berkshire Mountains, The Garden Gables Inn offers you the privacy and four-star luxury you want on your next getaway. Set on five acres of land, enjoy the peace and quiet only a small bed and breakfast can offer you. Every room has a private bath and plush bedding, so you're sure to be comfortable. More than just comfort, The Garden Gables Inn promises luxury. From complimentary breakfasts prepared by the inn's chef to a complimentary afternoon sherry, your palate is sure to be pleasured. And with spa services available, you can add even more luxury with a massage or facial.

Visit Website Write Review
5

Canyon Ranch - Lennox, Massachusetts

Canyon Ranch is really unlike anyplace you’ve been. Well, it was for us, at least. As soon as you see your room or suite, you’ll know that this resort is aiming to please in every possible aspect. A choice of non-down or down pillows, plush terrycloth robes and signature bath products will help start your physical and spiritual transformation. Meet with world-renowned health specialists on site and create an integrated health and well-being plan that’s tailored to you. Next, you can take part in one of many planned or on-the-fly invigorating experiences, like an ancient East Indian meditation hour, a therapeutic massage in the 100,000-square-foot spa or an unhurried, early morning walk through the resort’s undulating grounds. Even the food at Canyon Ranch has been chosen and prepared with your nutritional wellness in mind. No, that doesn’t mean bland, dry bagels and water. It means the freshest protein, vegetables, fruits and herbs concocted into pure deliciousness. Yum!

Write Review
The Spa at Stonehedge with fully retractable roof above the pool.
6

Stonehedge Inn and Spa - Tyngsboro, Massachusetts

While it is just a short distance from Boston, Stonehedge Inn and Spa in Tyngsboro, Massachusetts, offers you an escape from the hustle and bustle of the city. Standing on 36 acres of New England woodlands, Stonehedge Inn offers you privacy and comfort. Privacy is just the beginning, though. The inn offers AAA Four Diamond accommodations that bring the perfect touch of luxury to your vacation. From plush beds to heated towel warmers, your room is filled with luxury, and whether you spend your day at the spa or sample the fare at the on-site restaurant you are sure to find a wonderful way to spend the day.

Visit Website Write Review
7

Jiminy Peak Mountain Resort - Hancock, Massachusetts

Jiminy Peak Mountain Resort is the largest ski and snowboard resort in southern New England, but this resort offers more than just slopes. Whether you're visiting Mountain Adventure Park in the summer or hiking through the beautiful surroundings, the resort offers exciting activities for all! After a day of excitement, you can retire to one of the comfortable Country Inn rooms or vacation homes for an evening of rest and relaxation. Lounge in your room or relax in a whirlpool tub. All this and more awaits you at Jiminy Peak Mountain Resort!

Visit Website Write Review
8

Chatham Bars Inn - Chatham, Massachusetts

From the moment you walk through the door at Chatham Bars Inn, you will know you're in a special place. This idyllic Cape Cod hotel has been serving guests since 1914, and the same seaside charm that brought guests at the turn of the twentieth century still draws them today! In addition to comfortable rooms in a historic inn, guests can enjoy a wide variety of activities nearby. If you're looking for outdoor fun, try golf, tennis, fishing, water sports, and bird watching. If you'd rather stay in, the on-site spa offers relaxing spa treatments sure to please. All this and more awaits you at Chatham Bars Inn!

Write Review
9

Harbor View Hotel - Edgartown, Massachusetts

Whether it's sailing out from the on-site marina or savoring a meal at Water Street Restaurant on Martha's Vineyard, the historic Harbor View Hotel offers you just the right touch of luxury in Edgartown, Massachusetts. Spend a day lounging on the beach. Walk among historic homes or visit the stunning lighthouse. The wide variety of activities nearby makes it an ideal destination. And, at the end of the day, return to the historic hotel. Wrap yourself in a plush robe and lounge in your comfortable room among sophisticated and charming decor. All this and more is waiting for you at Harbor View Hotel!

Write Review
10

Blantyre - Lenox, Massachusetts

An architecturally beautiful masterpiece built in the 1890s, the Blantyre radiates big bucks and a bygone way of life. Rolling, manicured lawns cut out from the vast Berkshire Hills is the setting of this aristocratic property that was originally modeled after a house in Blantyre, Scotland. Inside the vine-covered walls is just as breathtaking. We’ll put it this way; you are definitely going to want to take your shoes off at the door. Incredible, intricate woodwork, an eclectic blend of period pieces and complementary art grace the interiors of the Main House, Carriage House and cottages. There are even bed curtains to relax behind! You probably won’t want to leave your bedroom, but you won’t be disappointed if you do. Take part in lawn sports or a cooking class, or set up a wine tasting with selections from Blantyre's extensive cellars housing more than 19,000 bottles from around the world.

Write Review
stats