Want travel alerts for this area?

Enter your name and email to receive alerts when new vacation deals are added to any property in this region.

By clicking "Submit" you are agreeing to the
Terms of Service.

Alert successfully created!

Go to Map View

Filters

Avg. Daily Rate
Resort Type
Activities
Amenities

Showing 1-15 of 66 Resorts and Lodges

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

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

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

A B&B in the Berkshires

Richmond, Massachusetts, United States

Race Brook Lodge

Sheffield, Massachusetts, United States
$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

White Horse Inn

Pittsfield, Massachusetts, United States
95
Excellent
73 Reviews

Orchard Shade

New Marlborough, Massachusetts, United States
$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

1896 House Luxury Inn

Williamstown, Massachusetts, United States
$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

Ramada Limited & Suites Pittsfield

Pittsfield, Massachusetts, United States

The Orchards Hotel

Williamstown, Massachusetts, United States
87
Excellent
173 Reviews

Candlelight Inn

Lenox, Massachusetts, United States
$76

Candlelight Inn, in the Berkshires town of Lennox, MA , is close to Tanglewood and the other cultural sites that make the area popular. Dine in its award winning restaurant or wander downtown to explore the many specialty shops and galleries for which Lenox is noted.... more

Showing 1-15 of 66 Resorts and Lodges

statsstats