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Showing 16-30 of 68 Resorts and Lodges

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

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

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

Thornewood Inn & Restaurant

Great Barrington, Massachusetts, United States
77
Good
16 Reviews
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$76

The Thornewood Inn, located in the heart of the beautiful Berkshire Hills, is the perfect place to vacation in any season. Conveniently situated at the base of Monument Mountain on five acres, the Inn is adjoined by a state forest and offers walking trails that double as cross country ski trails in winter when mother nature cooperates.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City Great Barrington
  • 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

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

Orchard Shade

New Marlborough, Massachusetts, United States
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$76

Orchard Shade is a beautiful 1840 house set on ten acres with lovely gardens and a swimming pool. Located in Sheffield, Massachussetts, the oldest town in the Berkshires, the town is noted for its historic homes and is a center for antiquers, with over fifty shops and auctions at the famous Bradford Antique Gallery. Hiking and biking trails and... 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):
  • Bed & Breakfasts, Inns

Kemble Inn

Lenox, Massachusetts, United States
86
Excellent
32 Reviews
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$200

Four seasons of relaxation and excitement awaits for you at the beautiful Kemble Inn. This Berkshires destination combines the stunning architecture of a 125-year-old Gilded Age mansion with completely modern amenities and furnishings for a one-of-a-kind vacation experience. You'll fall in love with the charming mountain vista scenery, the spacious... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 13 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Lenox
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Meetings
  • Holiday
  • Honeymoon
  • Luxury
  • Romantic
  • Wedding

Blantyre

Lenox, Massachusetts, United States
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$251

"America's Consummate Estate Sanctuary" -Andrew Harper's Hideaway Report Open May 14th through November 7th, 1999... 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

Seven Hills Country Inn & Restaurant

Lenox, Massachusetts, United States
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$151

An elegant country inn, and fine dining restaurant, located in the heart of the Berkshires.... 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

Ramada Limited & Suites Pittsfield

Pittsfield, Massachusetts, United States
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  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 59 units
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year

Applegate Inn

Lee, Massachusetts, United States
91
Excellent
8 Reviews
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$151

Built in the grand era of the 1920's, the elegant Applegate is set amid towering pines and manicured lawns. Once inside the iron gate, the circular drive leads to the dramatic two-story, pillared port-cochere of this Georgian colonial. Applegate is all year for guests to enjoy Tanglewood and the cultural wonders of the Berkshires in warm weather... more

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

1896 House Luxury Inn

Williamstown, Massachusetts, United States
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$179

Barnside Luxury Inn is an enchanting three building property on a brook and pond, tucked away amongst forests and parks near Williamstown, Massachusetts. Boasting a total of six luxury suites, along with a full-country candlelight gourmet breakfast every morning. Each suite is designed to adopt a different "period" personality and is furnished with... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 6 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Williamstown
  • Nearby Water Deerfield River
  • Open Dates All Year
RESORT TYPE(S):
  • Golf
  • Historical
  • Luxury
  • Nature
  • Romantic

Showing 16-30 of 68 Resorts and Lodges

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