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 65 Resorts and Lodges

Canyon Ranch in Lenox

Lenox, Massachusetts, United States
93
Excellent
36 Reviews
Compare
$1,130

Since 1979, Canyon Ranch has been empowering people to live healthier, longer, more joyful lives through fitness, nutrition, stress management and integrative wellness. At Canyon Ranch health resort in Lenox, located within walking distance of the lovely town of Lenox and close to upstate New York, experience the all-inclusive luxury spa vacation... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 126 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Lenox
  • Nearby Water Goose Pond
  • Open Dates All Year
RESORT TYPE(S):
  • All-Inclusive
  • Meetings
  • Family
  • Health
  • Lake
  • Luxury
  • Nature
  • Pet Friendly
  • 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

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

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

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

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

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

The Morgan House Inn

Lee, Massachusetts, United States

White Horse Inn

Pittsfield, Massachusetts, United States
95
Excellent
73 Reviews

The Inn at Laurel Lake

Lee, Massachusetts, United States

Wheatleigh

Stockbridge, Massachusetts, United States
96
Excellent
19 Reviews
$251

The perfect marriage of the grandeur of a Florentine palazzo with elegance and comfort of the 21st century. On 22 acres overlooking the Berkshire Mountains and lake, Wheatleigh is two and a half hours by car from New York and Boston, with easy access by private plane. Built in 1893, Wheatleigh has just completed a four-year renovation to create one... more

Jericho Valley Inn

Williamstown, Massachusetts, United States
$76

The Jericho Valley Inn is located on 350 pristine acres in the beautiful Berkshire Mountains of western Massachusetts. Enjoy the rich cultural offerings in and around Tanglewood or take advantage of Jericho Valley's special ski and golf packages.... more

Kemble Inn

Lenox, Massachusetts, United States
86
Excellent
32 Reviews
$200

Four seasons of relaxation and excitement awaits for you at the beautiful Kemble Inn. This Berkshires destination combines the stunning architecture of a 125-year-old Gilded Age mansion with completely modern amenities and furnishings for a one-of-a-kind vacation experience. You'll fall in love with the charming mountain vista scenery, the spacious... more

Devonfield Inn

Lee, Massachusetts, United States
95
Excellent
23 Reviews
$151

Located in the heart of the Berkshires, luxurious Devonfield is world in itself. For the enjoyment of its guests, Devonfield features a heated swimming pool, tennis court, bicycles, and acres of lawn perfect for cross country skiers. Its convenient location offers access to the Berkshire Theatre Festival, Tanglewood, Jacob's Pillow, and fine... more

Showing 1-15 of 65 Resorts and Lodges

statsstats