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Showing 1-15 of 65 Resorts and Lodges

Canyon Ranch in Lenox

Lenox, Massachusetts, United States
93
Excellent
36 Reviews
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$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

Black Swan Inn

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

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

Cranwell Resort, Spa and Golf Club

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

The Lanesboro Country Inn

Lanesborough, Massachusetts, United States
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$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
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$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

Northside Motel

Williamstown, Massachusetts, United States
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$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

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 33 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Williamstown
  • Nearby Water N/A
  • Open Dates All Year

Wyndham Vacation Resorts - Bentley Brook

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

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 32 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Hancock
  • Nearby Water Pontoosuc Lake
  • Open Dates All Year
RESORT TYPE(S):
  • Historical
  • Mountain
  • Ski/Snowboard
  • Villas and Condos

The Cornell In Lenox

Lenox, Massachusetts, United States
90
Excellent
261 Reviews
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$120

The Cornell in Lenox offers peaceful Berkshire vacations with the historic charm of New England. This unique bed & breakfast is composed of three historic buildings, dating back as far as 1777! Each guestroom and suite features period-style d├ęcor, with charming touches like print wallpaper, painted cupboards, vintage toys & four poster... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 28 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Pittsfield, MA
  • Nearby Water Stockbridge Bowl
  • Open Dates All Year
RESORT TYPE(S):
  • Family
  • Historical
  • Holiday
  • Nature
  • Romantic

The Morgan House Inn

Lee, Massachusetts, United States
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  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Candlelight Inn

Lenox, Massachusetts, United States
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$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

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City Lenox
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Lanesboro Country Inn

Lanesborough, Massachusetts, United States
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$69

The Lanesboro Country Inn is a wonderfully intimate, centrally located cozy retreat in the heart of the Berkshires. Featuring brand new , individual log cabins, it provides spacious accommodations to help you unwind. Come relax, discover, and enjoy everything the Berkshires have to offer.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year

Chambery Inn

Lee, Massachusetts, United States
93
Excellent
155 Reviews
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Make your Massachusetts getaway extraordinary at Chambery Inn. In this nineteenth century parochial school turned country inn, you will find nine exceptional rooms French-inspired design and little touches of luxury that will help you relax. Start your day with a charming breakfast basket, delivered right to your door, before venturing out into the... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 9 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Boston
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Family
  • Fishing
  • Golf
  • Luxury
  • Ski/Snowboard

Shaker Mill Inn

West Stockbridge, Massachusetts, United States
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$109

Located in the small, charming Massachusetts town of West Stockbridge, Shaker Mill Inn is a bed and breakfast that offers comfortable, spacious suite-style rooms. And, you guessed it -- breakfast with croissants, turnovers, ham and cheese biscuits, muffin tops, scones, breakfast bars, cinnamon-raisin-walnut buttermilk rolls, delicious quiches, tart... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 9 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Lenox
  • Nearby Water Card Pond
  • Open Dates All Year
RESORT TYPE(S):
  • Honeymoon
  • Romantic
  • Ski/Snowboard

Orchard Shade

New Marlborough, Massachusetts, United States
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$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

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size N/A
  • Conference Facility
  • Kids Allowed
  • Nearby City Sheffield
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Showing 1-15 of 65 Resorts and Lodges

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