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Showing 16-30 of 67 Resorts and Lodges

Thornewood Inn & Restaurant

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

Brookside & Pondside Country Motel

Williamstown, Massachusetts, United States
$69
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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

Race Brook Lodge

Sheffield, Massachusetts, United States
$76
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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

  • 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):
  • Family
  • Pet Friendly

Old Inn on the Green

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

Red Lion Inn

Stockbridge, Massachusetts, United States
83
Very Good
254 Reviews
$76
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Established as a stage coach stop in 1773 and rebuilt in 1897, The Red Lion Inn is one of the few remaining American inns in continuous use since the 18th century. As immortalized in Norman Rockwell's painting Main Street, Stockbridge, the Inn epitomizes New England tradition. When you step inside The Red Lion Inn, you enter a world full of... more

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

The Cornell In Lenox

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

Vacation Village at Berkshires

Hancock, Massachusetts, United States
83
Very Good
698 Reviews
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For years, the fortunate have flocked to the Berkshires Vacation Village timeshares to savor the region's incomparable complement of American history, natural beauty, sporting entertainment, and cultural enrichment. Soak in the charm of a bygone era while visiting the grounds and stately homes of legendary American figures. The scenic hills,... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 298 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Hancock
  • Nearby Water Onota Lake
  • Open Dates All Year
RESORT TYPE(S):
  • Historical
  • Luxury
  • Timeshare

Taggart House

Stockbridge, Massachusetts, United States
99
Excellent
5 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

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

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 Hills Motel

Williamstown, Massachusetts, United States
85
Very Good
54 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

Seven Hills Country Inn & Restaurant

Lenox, Massachusetts, United States
$151
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An elegant country inn, and fine dining restaurant, located in the heart of the Berkshires.... 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
$69
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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

Harbour House Inn

Cheshire, 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 67 Resorts and Lodges

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