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Showing 16-30 of 59 Resorts and Lodges

Brookside & Pondside Country Motel

Williamstown, Massachusetts, United States
$69
1-413-458-1896

Brookside & Pondside Country Motel is an enchanting "retro" property on a brook and a pond. This bed and breakfast features a variety of polished... more

Resort features:
  • Golf
  • Nature
  • Romantic

The Yankee Suites Extended Stay

Pittsfield, Massachusetts, United States

The Ponds at Foxhollow

Lenox, Massachusetts, United States
$151
(413)637-1469

The Ponds at Foxhollow offers suites with fireplaces overlooking a scenic pond in the beautiful Berkshires. The grounds feature indoor and outdoor... more

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

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

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

Federal House Inn

Lee, Massachusetts, United States
$76
800 243 1824

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... more

Resort features:
  • Bed & Breakfasts, Inns

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

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

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

Thornewood Inn & Restaurant

Great Barrington, Massachusetts, United States
$76
(800)854-1008

The Thornewood Inn, located in the heart of the beautiful Berkshire Hills, is the perfect place to vacation in any season. Conveniently situated at... more

Resort features:
  • Bed & Breakfasts, Inns

Lanesboro Country Inn

Lanesborough, Massachusetts, United States
$69
4134421009

The Lanesboro Country Inn is a wonderfully intimate, centrally located cozy retreat in the heart of the Berkshires. Featuring brand new , individual... more

Windflower Inn

Great Barrington, Massachusetts, United States
$151
800-992-1993

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... more

Resort features:
  • Bed & Breakfasts, Inns

Hampton Terrace Bed and Breakfast Inn

Lenox, Massachusetts, United States
$175
800.203.0656

Bask in the Gilded Age during your stay at the Hampton Terrace Bed & Breakfast Inn. Step back – to an era of hope and prosperity. This... more

Resort features:
  • Historical
  • Holiday
  • Luxury
  • Romantic
  • Bed & Breakfasts, Inns

The Morgan House Inn

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

Showing 16-30 of 59 Resorts and Lodges

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