1 . Cranwell Resort and Spa

Lenox, Massachusetts

CALL DIRECT: +1 (866) 920 - 6347

WEBSITE

After winding along a rural route lined with pines and hardwoods shooting up from the grounds of Western Massachusetts' Berkshire region, you’ll come to a mansion. It is Cranwell Resort and Spa – home to one of the largest spas in the Northeast and a member of Historic Hotels of America.

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.

Highlights

Cranwell’s renowned 18-hole golf course was built by Wayne Stiles and John Van Kleek in 1926 on the site of the original Berkshire Hunt Club.

Getting there

From New York City, take the Henry Hudson Parkway North to the Saw Mill River Parkway. Follow the Saw Mill River Parkway North to the Taconic State Parkway, at Hawthorne, NY. Follow the Taconic State Parkway North to its intersection with Route 90 (NY Thruway) and take Route 90 East to Mass Turnpike (Route 90). Take the Mass Turnpike East to Exit 2 (Lee, MA). Turn right off of the exit ramp onto Route 20 West. Follow Route 20 for 3.5 miles. Cranwell is on Route 20 on the right (look for the mansion on the hill).

Related Onsite Offerings

Fitness center, tennis, cross-country skiing, Wyndhurst and the Music Room restaurants, Sloane’s Tavern, Spa Café and banquet rooms.

2 . Harbor Hotel Provincetown

Provincetown, Massachusetts

CALL DIRECT: +1 (800) 422 - 4224

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An ever-present aura of magic exudes from Provincetown, where Cape Cod shores interweave with elegant accommodations, historic attractions, and world-class restaurants. You truly have an unmatched vantage point at this exceptional East Coast hotel.

There are a kaleidoscope of adventures at Harbor Hotel Provincetown. Just outside your door, Cape Cod teems with water-fueled fun. Whale watching, deep-sea fishing, and sailing are easily arranged while tanning on the sun-kissed beach requires no preparation. For some dry fun, hop aboard a shuttle and peruse the buzzing streets of Provincetown. Quirky yet sophisticated, this town showcases boutique shops, gourmet dining, galleries, historic museums, and an intoxicating nightlife. The chic hotel adds to the atmosphere, as 119 guestrooms and 10 suites are awash with vibrant colors and contemporary decor. An all-day coffee bar, flat-screen televisions, and Wi-Fi access make you feel at home. You'll be reminded that you're on vacation when you sample the unique culinary creations of the Whaler Lounge. Sip a cocktail at the poolside Cabana Bar, which allows you to bask in the sun and the flavor. You're an ocean away from ordinary at Harbor Hotel Provincetown!

Address

698 Commercial Street, Provincetown, Cape Cod, MA 02657

Highlights

The buzzing city of Provincetown features 75 restaurants, 68 galleries, a theater, and unlimited fun!

Related Onsite Offerings

The Whaler Lounge features an indoor fireplace, pool tables, live entertainment, free movies, an outdoor fire pit, and more!

3 . Wequassett Resort

Harwich, Massachusetts

CALL DIRECT: +1 (508) 432 - 5400

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Make your Massachusetts vacation one to remember at Wequassett Resort!

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!

Address

2173 Route 28 Harwich, MA 02645

Highlights

Twenty-eight Atlantic, Cape Cod’s only Four-Star, Four-Diamond premier dining experience, is located on site at Wequassett.

Fun facts

The name Wequassett is a Wampanoag word meaning “crescent on the water."

4 . The Garden Gables Inn

Lenox, Massachusetts

CALL DIRECT: +1 (888) 243 - 0193

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Enjoy historic charm and plenty of comfort on your vacation in Lenox, Massachusetts, with The Garden Gables Inn!

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.

Address

135 Main St. Lenox, MA 01240

Related activities

Just three miles from The Garden Gables Inn, you can see Arrowhead, the house where Herman Melville wrote Moby Dick.

Fun facts

The Garden Gables Inn was originally built in 1780.

5 . Canyon Ranch in Lenox

Lenox, Massachusetts

CALL DIRECT: +1 (855) 460 - 1578

WEBSITE

Help your mind, body and soul become one with the satisfying solitude and rejuvenating elements that only Canyon Ranch in Lenox can give you. The instantly-calming Berkshires location and the fitness, nutritional and spiritual programs at the 126-room resort are just the beginning.

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!

Highlights

For your utmost relaxation, Canyon Ranch guests must be at least 14 years old and cell phones are only permitted in designated areas.

Fun facts

Canyon Ranch’s renovated Bellefontaine Mansion – housing the dining facilities – was built in 1897 as a replica of Louis XV's Versailles chateau.

Related Onsite Offerings

Guided hiking and bike tours, cooking classes, canoeing and more than 40 daily fitness classes.

6 . Stonehedge Inn and Spa

Tyngsboro, Massachusetts

CALL DIRECT: +1 (978) 649 - 4400

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With stunning gardens, an award-winning restaurant, and much more, Stonehedge Inn and Spa offers you a unique Massachusetts experience.

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.

Address

160 Pawtucket Boulevard Tyngsboro, Massachusetts 01879

Population

11,081

Fun facts

Stonehedge Inn and Spa has been awarded the Wine Spectator’s Grand Award since 1996.

7 . Jiminy Peak Mountain Resort

Hancock, Massachusetts

CALL DIRECT: +1 (866) 940 - 1135

WEBSITE

Find your New England adventure at Jiminy Peak Mountain Resort!

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!

Address

37 Corey Road Hancock, Massachusetts 01237

Population

1,264

Elevation

1,058 ft

8 . Chatham Bars Inn

Chatham, Massachusetts

CALL DIRECT: +1 (508) 945 - 0096

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Discover a new level of luxury at Chatham Bars Inn in 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!

Address

297 Shore Road Chatham, Cape Cod, MA 02633

Population

6,625

Highlights

Take a moment to relax at The Spa at Chatham Bars Inn. With wet and dry treatment rooms, a Vichy shower room, and an outdoor relaxation pool surrounded by beautiful gardens, this world-class spa is the perfect place to rejuvenate both body and mind.

9 . Harbor View Hotel

Edgartown, Massachusetts

CALL DIRECT: +1 (508) 627 - 7000

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Enjoy a taste of Edgartown history at Harbor View Hotel.

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!

Address

131 North Water Street Edgartown, Massachusetts 02539

Highlights

Harbor View's on site restaurant was rated "Best Breakfast on Martha's Vineyard" by Cape Cod Life Magazine in 2008.

Fun facts

The historic Harbor View Hotel was originally built in 1891.

10 . Blantyre

Lenox, Massachusetts

CALL DIRECT: +1 (413) 637 - 3556

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Have you ever wanted to live the lifestyle of the insanely wealthy – if only just for a day? At Blantyre, you can. In fact, they won’t kick you out if you want to stay longer. But we will warn you, life outside this impeccably preserved Tudor-style mansion will seem duller after you’ve been here.

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.

Getting there

From New York City, take the West Side Highway North to I-87 (NYS Thruway) to Exit 21A (Berkshire Spur) and take I-90 East to Exit 2, Lee, MA. After the exit, turn right onto Rt. 20 West. Go 3.1 miles through the village of Lee and watch for a Commonwealth of Massachusetts directional sign on the right side of the road. Take a right onto Blantyre Road and you will see Blantyre up ahead.

Fun facts

Blantyre made the Conde Nast Traveler Gold List in 2008.

Related Onsite Offerings

Make your stay at Blantyre even better (if that’s possible) with a body treatment or massages at The Potting Shed Spa.

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