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Showing 16-30 of 68 Resorts and Lodges

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

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

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

The 1896 House

Williamstown, Massachusetts, United States
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$76

The 1896 House, nestled in Massachusetts' Berkshire Hills, offers its guests natural beauty as well as the cultural activities of the Berkshires. Built in 1896 as a milking barn, complete with bull pen, the house was turned into a famous restaurant in 1939 and continues its reputation seving for wonderful Yankee cuisine to this day.... more

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

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

Windflower Inn

Great Barrington, Massachusetts, United States
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$151

The Windflower is a classic New England inn, located on a Berkshire County estate dating back to the 1850's. A full breakfast is served daily along with tea and homemade cookies in the afternoon. All rooms have privatebath, AC and many have a working fireplace. The Inn has its own pool and is directly across from a public golf course. The area... more

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

The Inn at Laurel Lake

Lee, 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

Berkshire Inn

Pittsfield, Massachusetts, United States
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  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 69 units
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

The Cornell In Lenox

Lenox, Massachusetts, United States
90
Excellent
261 Reviews
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$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

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 28 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Pittsfield, MA
  • Nearby Water Stockbridge Bowl
  • Open Dates All Year
RESORT TYPE(S):
  • Family
  • Historical
  • Holiday
  • Nature
  • Romantic

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

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

Hampton Inn & Suites Berkshires-Lenox

Lenox, Massachusetts, United States
93
Excellent
194 Reviews
More Info
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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

Showing 16-30 of 68 Resorts and Lodges

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