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Showing 16-30 of 66 Resorts and Lodges

Berkshire Mountain House

Hancock, Massachusetts, United States

Hampton Inn & Suites Berkshires-Lenox

Lenox, Massachusetts, United States
91
Excellent
236 Reviews

Wyndham Vacation Resorts - Bentley Brook

Hancock, Massachusetts, United States
90
Excellent
118 Reviews
$129

See the mountainside suspended from a chairlift above Jiminy Peak Mountain and discover an unparalleled vacation destination at Wyndham Bentley Brook! This premier Hancock, MA vacation resort is located at the foot of the ski slopes of Jiminy Peak Mountain Resort. After a full day of skiing, snowboarding, hiking and partaking in other seasonal... more

White Horse Inn

Pittsfield, Massachusetts, United States
90
Excellent
46 Reviews

Williamsville Inn

Richmond, Massachusetts, United States
$76

The Williamsville Inn in the Bershires has all the amenities an escape to the countryside needs--comfortable lodging, candlelit dining fireside, a cozy tavern, ten acres of towering pines and vegetable and flower gardens, a swimming pool and clay tennis court and even a wonderful swing hanging from an ancient elm.... more

Summerhill Farm

Lenox, Massachusetts, United States
$76

Summerhill Farm in Lenox, Massachusetts has been a working family farm since pioneer days. For 150 years, descendants of the original owner have farmed the land and extended the house and barns. The barn and lower farmhouse are now a small horse farm. Located near the cultural activities of the Bershires, Summerhill Farm offers gracious lodging.... more

The Morgan House Inn

Lee, Massachusetts, United States
76
Good
13 Reviews

The Yankee Suites Extended Stay

Pittsfield, Massachusetts, United States
82
Very Good
27 Reviews

Chambery Inn

Lee, Massachusetts, United States
94
Excellent
183 Reviews

Make your Massachusetts getaway extraordinary at Chambery Inn. In this nineteenth century parochial school turned country inn, you will find nine exceptional rooms French-inspired design and little touches of luxury that will help you relax. Start your day with a charming breakfast basket, delivered right to your door, before venturing out into the... more

Williamstown Motel

Williamstown, Massachusetts, United States
$99

Located in the heart of Williamstown, in the beautiful Berkshires of Western Massachusetts, the Williamstown Motel is just minutes from Williams College, Williamstown Theater Festival, Sterling and Francine Clark Art Institute, Williams College Museum of Art, MASS MoCA in North Adams, Mount Greylock State Reservation and Jiminy Peak Ski Resort, as... more

Harbour House Inn

Cheshire, Massachusetts, United States

The Cornell In Lenox

Lenox, Massachusetts, United States
92
Excellent
175 Reviews
$120

The Cornell in Lenox offers peaceful Berkshire vacations with the historic charm of New England. This unique bed & breakfast is composed of three historic buildings, dating back as far as 1777! Each guestroom and suite features period-style d├ęcor, with charming touches like print wallpaper, painted cupboards, vintage toys & four poster... more

Lanesboro Country Inn

Lanesborough, Massachusetts, United States
$69

The Lanesboro Country Inn is a wonderfully intimate, centrally located cozy retreat in the heart of the Berkshires. Featuring brand new , individual log cabins, it provides spacious accommodations to help you unwind. Come relax, discover, and enjoy everything the Berkshires have to offer.... more

Taggart House

Stockbridge, Massachusetts, United States
99
Excellent
5 Reviews

Gateways Inn & Restaurant

Lenox, Massachusetts, United States
85
Very Good
31 Reviews

Showing 16-30 of 66 Resorts and Lodges

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