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Showing 16-30 of 68 Resorts and Lodges

Race Brook Lodge

Sheffield, Massachusetts, United States
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$76

Race Brook Lodge proudly proclaims itself the Berkshires most interesting "chintz free" rustic mountain hideaway. The beautifully restored 200 year old New England timber peg barn sits at the base of the Taconic Range in Western Massachusetts. For outdoor lovers, hike to the Appalachian Trail, ski Butternut, canoe the Housatonic and more.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City Sheffield
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Family
  • Pet Friendly

Berkshire Mountain Lodge

Pittsfield, Massachusetts, United States
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You can find spectacular accommodations at Vacation Village properties across the country, but for a real treat head to Pittsfield, Massachusetts, and the Berkshire Mountain Lodge. Featuring 146 one-bedroom condominiums with great amenities like fully-appointed kitchens, individual living and dining areas, and two HD televisions, you will feel... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 146 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Pittsfield
  • Nearby Water Onota Lake
  • Open Dates All Year

Red Lion Inn

Stockbridge, Massachusetts, United States
83
Very Good
254 Reviews
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$76

Established as a stage coach stop in 1773 and rebuilt in 1897, The Red Lion Inn is one of the few remaining American inns in continuous use since the 18th century. As immortalized in Norman Rockwell's painting Main Street, Stockbridge, the Inn epitomizes New England tradition. When you step inside The Red Lion Inn, you enter a world full of... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City Stockbridge
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

The Porches Inn

Clarksburg, Massachusetts, United States
88
Excellent
108 Reviews
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  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 50 units
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

The Inn at Stockbridge

Pittsfield, Massachusetts, United States
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$151

Set back from the road on twelve secluded acres just one mile from downtown Stockbridge in the Berkshires is the Inn at Stockbridge. The Inn is a Georgian-style mansion with large white pillars built as a private residence in 1906. Filled with antiques, the Inn remains an elegant, comfortable base from which to explore the Berkshires' cultural and... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City Pittsfield
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Birchwood Inn

Lenox, Massachusetts, United States
87
Excellent
28 Reviews
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  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

The Yankee Suites Extended Stay

Pittsfield, Massachusetts, United States
91
Excellent
7 Reviews
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  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year

Crowne Plaza Hotel Pittsfield – Berkshires

Pittsfield, Massachusetts, United States
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  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 179 units
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year

Harbour House Inn

Cheshire, Massachusetts, United States
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  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Federal House Inn

Lee, Massachusetts, United States
95
Excellent
66 Reviews
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$76

Soon to be listed on the National Register of Historic Buildings, the Federal House is located in the Berkshires close to summer music, drama and dance festivals. Golf and tennis privileges are available at the Stockbridge Country Club, two miles directly down Main Street and in the winter cross-country and downhill ski areas are nearby.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City South Lee
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Gateways Inn & Restaurant

Lenox, Massachusetts, United States
93
Excellent
45 Reviews
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  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Chesapeake Inn

Lenox, Massachusetts, United States
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$151

Chesapeake Inn of Lenox in the Berkshires is only one quarter mile from Tanglewood's East Gate and one mile from the center of Lenox. Rooms feature queen sized beds, private baths, central air conditioning, fresh cut flowers. Pampering personal service includes full breakfast, newspapers, after concert snacks. Heated 75' lap pool.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City Lenox
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Williamsville Inn

Richmond, Massachusetts, United States
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$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

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City West Stockbridge
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Williamstown Motel

Williamstown, Massachusetts, United States
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$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

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 18 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Albany, NY
  • Nearby Water Hoosic River
  • Open Dates All Year

Summerhill Farm

Lenox, Massachusetts, United States
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$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

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City Lenox
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Showing 16-30 of 68 Resorts and Lodges

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