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Showing 1-15 of 66 Resorts and Lodges

Jiminy Peak Mountain Resort

Hancock, Massachusetts, United States
78
Good
276 Reviews
Compare
$109

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 trip at Jiminy Peak. Standing at the base of the mountain is the 105-suite Country Inn, offering you luxurious rooms with plush beds and fully-equipped kitchenettes. The Country Inn is more than just a... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 105 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Hancock
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Family
  • Meetings
  • Reunions
  • Wedding
  • Nature
  • Romantic
  • Ski/Snowboard
  • Mountain
  • Villas and Condos

Cranwell Resort, Spa and Golf Club

Lenox, Massachusetts, United States
82
Very Good
87 Reviews
Compare
$195

Cranwell Resort, Spa & Golf Club lies in the Berkshire Hills overlooking 380 picturesque acres. For your stay choose from 114 luxurious rooms with Oriental rugs, wall tapestries from France, and 19th-century English art. Take the clubs out on the award winning 18-hole championship golf course or relax in the 35,000-square foot spa featuring... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 114 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Lenox
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Golf
  • Meetings
  • Wedding
  • Romantic
  • Pet Friendly
  • Luxury
  • Cabins, Cottages, and Chalets
  • Spa

Black Swan Inn

Lee, Massachusetts, United States
Compare
$150

Located in the foothills of the Berkshire Mountains, the Black Swan Inn is at the heart of the action of Lee, Massachusetts. Whether you're passing through for the Tanglewood Music Festival, the Norman Rockwell Museum, Lee Premium Outlets or Jacob's Pillow Dance Festival you are sure to find many amenities and accommodations to keep coming back!... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City Pittsfield, MA
  • Nearby Water On Laurel Lake
  • Open Dates All Year
RESORT TYPE(S):
  • Family
  • Romantic
  • Ski/Snowboard
  • Luxury
  • Mountain
  • Lake
  • Honeymoon

The Lanesboro Country Inn

Lanesborough, Massachusetts, United States
Compare
$69

For a relaxing and elegant Massachusetts vacation, look no further than the beautiful Lanesboro Country Inn. Surrounded by the stunning peaks of the Berkshire Mountains, this charming getaway features a selection of new log cabins and a prime location near a variety of exciting attractions and activities. You're sure to feel right at home in your... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 17 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Lanesborough
  • Nearby Water Pontoosuc Lake
  • Open Dates All Year
RESORT TYPE(S):
  • Cabins, Cottages, and Chalets
  • Family
  • Bed & Breakfasts, Inns
  • Nature
  • Pet Friendly
  • Romantic

Maple Terrace Motel

Williamstown, Massachusetts, United States
Compare
$78

Surrounded by the beautiful Berkshire Mountains of Massachusetts awaits a charming destination for your next vacation. The Maple Terrace Motel offers its own country charm and warm Swedish hospitality that makes it ideal for families, couples and groups alike. Its laid-back yet elegant atmosphere is everything you're looking for in a getaway, with... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 17 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Williamstown
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Honeymoon
  • Mountain
  • Pet Friendly
  • Romantic

Gedney Farm

New Marlborough, Massachusetts, United States
Compare
$250

Gedney Farm was built in the turn of the century and modeled after the Normandy barns of nineteenth century France. Paired with modern amenities, this old meets new world lodge has sixteen exquisitely decorated rooms to create a quite and peaceful getaway. Whether you're looking for a romantic weekend for two, or a family stay you can find all the... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 16 units
  • Conference Facility
  • Kids Allowed
  • Nearby City New Marlborough
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Family

Northside Motel

Williamstown, Massachusetts, United States
$59

At Northside Motel you can enjoy a relaxing and fun Williamstown vacation that doesn't break the bank. Their affordable accommodations feature cable television, refrigerator, complimentary wireless internet, and more to make you feel right at home. Start the day off with their continental breakfast and a nice cup of coffee from their Coffee Bar.... more

Rodeway Inn Lee

Lee, Massachusetts, United States

Harbour House Inn

Cheshire, Massachusetts, United States

The Inn at Stockbridge

Pittsfield, Massachusetts, United States
$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

Summerhill Farm

Lenox, Massachusetts, United States
$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

Birchwood Inn

Lenox, Massachusetts, United States
87
Excellent
28 Reviews

The Yankee Suites Extended Stay

Pittsfield, Massachusetts, United States
91
Excellent
7 Reviews

Federal House Inn

Lee, Massachusetts, United States
95
Excellent
66 Reviews
$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

Wyndham Vacation Resorts - Bentley Brook

Hancock, Massachusetts, United States
82
Very Good
36 Reviews
$129

See the mountainside suspended from a chairlift above Jiminy Peak Mountain and discover an unparalleled vacation destination at Wyndham Bentley Brook! This premier Hancock, MA vacation resort is located at the foot of the ski slopes of Jiminy Peak Mountain Resort. After a full day of skiing, snowboarding, hiking and partaking in other seasonal... more

Showing 1-15 of 66 Resorts and Lodges

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