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Showing 16-30 of 64 Resorts and Lodges

The Orchards Hotel

Williamstown, Massachusetts, United States
87
Excellent
173 Reviews
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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

The Porches Inn

Clarksburg, Massachusetts, United States
88
Excellent
108 Reviews
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  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 50 units
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Ramada Limited & Suites Pittsfield

Pittsfield, Massachusetts, United States
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  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 59 units
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year

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

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

Hampton Terrace Bed and Breakfast Inn

Lenox, Massachusetts, United States
94
Excellent
21 Reviews
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$175

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 historic inn has been renovated and restored to preserve its Gilded Age glory. Once the playground of the rich and famous (Vanderbilts and Carnegies), the Hampton Terrace Bed & Breakfast Inn is... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 14 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Boston
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Historical
  • Holiday
  • Luxury
  • Romantic
  • Bed & Breakfasts, Inns

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

Old Inn on the Green

New Marlborough, Massachusetts, United States
80
Very Good
34 Reviews
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$151

The Old Inn on the Green & Gedney Farm are located in the Old Berkshire village of New Marlborough, now a National Historic District. Enjoy the tranquilty and dine in the only restaurant in the Berkshires rated 3 stars by The Boston Globe!... more

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

Williamsville Inn

Richmond, Massachusetts, United States
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$76

The Williamsville Inn in the Bershires has all the amenities an escape to the countryside needs--comfortable lodging, candlelit dining fireside, a cozy tavern, ten acres of towering pines and vegetable and flower gardens, a swimming pool and clay tennis court and even a wonderful swing hanging from an ancient elm.... more

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

Applegate Inn

Lee, Massachusetts, United States
91
Excellent
8 Reviews
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$151

Built in the grand era of the 1920's, the elegant Applegate is set amid towering pines and manicured lawns. Once inside the iron gate, the circular drive leads to the dramatic two-story, pillared port-cochere of this Georgian colonial. Applegate is all year for guests to enjoy Tanglewood and the cultural wonders of the Berkshires in warm weather... more

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

Rodeway Inn Lee

Lee, Massachusetts, United States
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  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 23 units
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

The 1896 House

Williamstown, Massachusetts, United States
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$76

The 1896 House, nestled in Massachusetts' Berkshire Hills, offers its guests natural beauty as well as the cultural activities of the Berkshires. Built in 1896 as a milking barn, complete with bull pen, the house was turned into a famous restaurant in 1939 and continues its reputation seving for wonderful Yankee cuisine to this day.... more

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

Wheatleigh

Stockbridge, Massachusetts, United States
96
Excellent
19 Reviews
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$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

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 19 units
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Luxury

The Orchard Hotel

Williamstown, Massachusetts, United States
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  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 49 units
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year

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

Showing 16-30 of 64 Resorts and Lodges

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