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Showing 16-30 of 68 Resorts and Lodges

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

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

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 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

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

Brookside & Pondside Country Motel

Williamstown, Massachusetts, United States
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$69

Brookside & Pondside Country Motel is an enchanting "retro" property on a brook and a pond. This bed and breakfast features a variety of polished and charming rooms, some featuring Jacuzzis, canopy beds, and parlor stoves. A full hot breakfast buffet is available to all guests, as well as a seasonal heated pool. The properties also offer... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 30 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Williamstown
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Golf
  • Nature
  • Romantic

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

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

The Yankee Suites Extended Stay

Pittsfield, Massachusetts, United States
91
Excellent
7 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

Windflower Inn

Great Barrington, Massachusetts, United States
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$151

The Windflower is a classic New England inn, located on a Berkshire County estate dating back to the 1850's. A full breakfast is served daily along with tea and homemade cookies in the afternoon. All rooms have privatebath, AC and many have a working fireplace. The Inn has its own pool and is directly across from a public golf course. The area... more

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

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

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 décor, 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

Thornewood Inn & Restaurant

Great Barrington, Massachusetts, United States
77
Good
16 Reviews
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$76

The Thornewood Inn, located in the heart of the beautiful Berkshire Hills, is the perfect place to vacation in any season. Conveniently situated at the base of Monument Mountain on five acres, the Inn is adjoined by a state forest and offers walking trails that double as cross country ski trails in winter when mother nature cooperates.... 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

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

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

Showing 16-30 of 68 Resorts and Lodges

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