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Showing 16-30 of 68 Resorts and Lodges

The Village Inn

Lenox, Massachusetts, United States
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$122

For over 200 years the Village Inn has offered hospitality and lodging to Berkshire travelers. With their close proximity to Tanglewood, summer home of the Boston Symphony, good music is a major part of life at the Inn. Classical recordings accompany gourmet dining, and a grand piano in the Common Room is frequently played by guests and guest... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 32 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Lenox
  • Nearby Water Laurel Lake
  • Open Dates All Year
RESORT TYPE(S):
  • Meetings
  • Historical
  • Nature

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

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

Berkshire Mountain Lodge

Pittsfield, Massachusetts, United States
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You can find spectacular accommodations at Vacation Village properties across the country, but for a real treat head to Pittsfield, Massachusetts, and the Berkshire Mountain Lodge. Featuring 146 one-bedroom condominiums with great amenities like fully-appointed kitchens, individual living and dining areas, and two HD televisions, you will feel... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 146 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Pittsfield
  • Nearby Water Onota Lake
  • Open Dates All Year

Williamstown Motel

Williamstown, Massachusetts, United States
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$99

Located in the heart of Williamstown, in the beautiful Berkshires of Western Massachusetts, the Williamstown Motel is just minutes from Williams College, Williamstown Theater Festival, Sterling and Francine Clark Art Institute, Williams College Museum of Art, MASS MoCA in North Adams, Mount Greylock State Reservation and Jiminy Peak Ski Resort, as... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 18 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Albany, NY
  • Nearby Water Hoosic River
  • Open Dates All Year

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

Card Lake Inn and Restaurant

Richmond, Massachusetts, United States
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$76

The Card Lake Inn and Restaurant located in the eclectic arts community of West Stockbridge near Tanglewood. Built in 1805 as a stagecoach stop to rest the horses and provide lodging for the crew and passengers, the Inn's English style tavern has continued to attract visitors and neighbors like artist Norman Rockwell.... 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

Chesapeake Inn

Lenox, Massachusetts, United States
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$151

Chesapeake Inn of Lenox in the Berkshires is only one quarter mile from Tanglewood's East Gate and one mile from the center of Lenox. Rooms feature queen sized beds, private baths, central air conditioning, fresh cut flowers. Pampering personal service includes full breakfast, newspapers, after concert snacks. Heated 75' lap pool.... 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

A B&B in the Berkshires

Richmond, Massachusetts, United States
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  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 3 units
  • Conference Facility
  • Kids Allowed
  • Nearby City N/A
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

Yankee Inn

Lenox, Massachusetts, United States
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Discover a charming country hotel that's still just minutes away from plenty of Berkshires attractions at the Yankee Inn. This cozy destination offers you a laid-back atmosphere perfect for family vacations and romantic getaways. With over 92 guest rooms featuring amenities such as private decks, microwaves, and fireplaces, you'll be sure to feel... 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):
  • Family
  • Romantic
  • Ski/Snowboard

The Inn at Laurel Lake

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

Hampton Inn & Suites Berkshires-Lenox

Lenox, Massachusetts, United States
93
Excellent
194 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

Gateways Inn & Restaurant

Lenox, Massachusetts, United States
93
Excellent
45 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
RESORT TYPE(S):
  • Bed & Breakfasts, Inns

The Weathervane Inn

Great Barrington, Massachusetts, United States
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$151

Located on ten beautifully landscaped acres in the cultural "Mecca" of the Berkshires, the distinctive Weathervane Inn is on the National Register of Historic Places. For excursions to the many outdoor performances in the area, gourmet picnic baskets can be arranged.... more

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

Devonfield Inn

Lee, Massachusetts, United States
95
Excellent
23 Reviews
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$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

  • 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

Showing 16-30 of 68 Resorts and Lodges

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