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Showing 31-45 of 59 Resorts and Lodges

Wyndham Vacation Resorts - Bentley Brook

Hancock, Massachusetts, United States
$129
413-738-8600

See the mountainside suspended from a chairlift above Jiminy Peak Mountain and discover an unparalleled vacation destination at Wyndham Bentley Brook!... more

Resort features:
  • Historical
  • Mountain
  • Ski/Snowboard
  • Villas and Condos

Maple Terrace Motel

Williamstown, Massachusetts, United States
$78
1-413-458-9677

Surrounded by the beautiful Berkshire Mountains of Massachusetts awaits a charming destination for your next vacation. The Maple Terrace Motel offers... more

Resort features:
  • Romantic
  • Pet Friendly
  • Mountain
  • Honeymoon

Berkshire Mountain Lodge

Pittsfield, Massachusetts, United States

You can find spectacular accommodations at Vacation Village properties across the country, but for a real treat head to Pittsfield, Massachusetts, and... more

A B&B in the Berkshires

Richmond, Massachusetts, United States
Resort features:
  • Bed & Breakfasts, Inns

Harbour House Inn

Cheshire, Massachusetts, United States
Resort features:
  • Bed & Breakfasts, Inns

Yankee Inn

Lenox, Massachusetts, United States

Discover a charming country hotel that's still just minutes away from plenty of Berkshires attractions at the Yankee Inn. This cozy destination offers... more

Resort features:
  • Family
  • Romantic
  • Ski/Snowboard

Race Brook Lodge

Sheffield, Massachusetts, United States
$76
413-229-9019

Race Brook Lodge proudly proclaims itself the Berkshires most interesting "chintz free" rustic mountain hideaway. The beautifully restored 200 year... more

Resort features:
  • Family
  • Pet Friendly

Jiminy Peak Mountain Resort

Hancock, Massachusetts, United States
$109
1-800-882-8859

Whether you're looking for a romantic getaway, a family vacation, or just a week with friends you'll find exactly what you need to make it a special... more

Resort features:
  • Family
  • Meetings
  • Reunions
  • Wedding
  • Nature
  • Romantic
  • Ski/Snowboard
  • Mountain
  • Villas and Condos

Wheatleigh

Stockbridge, Massachusetts, United States
$251
(1-413) 637-0610

The perfect marriage of the grandeur of a Florentine palazzo with elegance and comfort of the 21st century. On 22 acres overlooking the Berkshire... more

Resort features:
  • Luxury

The 1896 House

Williamstown, Massachusetts, United States
$76
1.888.999.1896

The 1896 House, nestled in Massachusetts' Berkshire Hills, offers its guests natural beauty as well as the cultural activities of the Berkshires.... more

Resort features:
  • Bed & Breakfasts, Inns

The Morgan House Inn

Lee, Massachusetts, United States
Resort features:
  • Bed & Breakfasts, Inns

Berkshire Valley Inn

Williamstown, Massachusetts, United States
$76

The Berkshire Valley Inn is located on 350 pristine acres in the beautiful Berkshire Mountains of western Massachusetts. Enjoy the rich cultural... more

Resort features:
  • Bed & Breakfasts, Inns

Chambery Inn

Lee, Massachusetts, United States

Make your Massachusetts getaway extraordinary at Chambery Inn. In this nineteenth century parochial school turned country inn, you will find nine... more

Resort features:
  • Family
  • Golf
  • Fishing
  • Ski/Snowboard
  • Luxury

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield, Massachusetts, United States

Hampton Inn & Suites Berkshires-Lenox

Lenox, Massachusetts, United States

Showing 31-45 of 59 Resorts and Lodges

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