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Showing 16-30 of 65 Resorts and Lodges

Wyndham Vacation Resorts - Bentley Brook

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

Shaker Mill Inn

West Stockbridge, Massachusetts, United States
$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

The Orchard Hotel

Williamstown, Massachusetts, United States

Summerhill Farm

Lenox, Massachusetts, United States
$76

Summerhill Farm in Lenox, Massachusetts has been a working family farm since pioneer days. For 150 years, descendants of the original owner have farmed the land and extended the house and barns. The barn and lower farmhouse are now a small horse farm. Located near the cultural activities of the Bershires, Summerhill Farm offers gracious lodging.... more

A B&B in the Berkshires

Richmond, Massachusetts, United States

The Inn at Stockbridge

Pittsfield, Massachusetts, United States
$151

Set back from the road on twelve secluded acres just one mile from downtown Stockbridge in the Berkshires is the Inn at Stockbridge. The Inn is a Georgian-style mansion with large white pillars built as a private residence in 1906. Filled with antiques, the Inn remains an elegant, comfortable base from which to explore the Berkshires' cultural and... more

The Rookwood Inn

Lenox, Massachusetts, United States
85
Very Good
34 Reviews
$210

The Rookwood Inn is a restored fairy tale Victorian bed and breakfast in the charming village of Lenox. Peace, seclusion and relaxation are exactly what you will get when you stay at this unique bed and breakfast. Private bathrooms, Wi-Fi, and individual AC are all modern touches that make your stay feel like home. In the morning, a scrumptious... more

Yankee Inn

Lenox, Massachusetts, United States

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

Old Inn on the Green

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

Kemble Inn

Lenox, Massachusetts, United States
86
Excellent
32 Reviews
$200

Four seasons of relaxation and excitement awaits for you at the beautiful Kemble Inn. This Berkshires destination combines the stunning architecture of a 125-year-old Gilded Age mansion with completely modern amenities and furnishings for a one-of-a-kind vacation experience. You'll fall in love with the charming mountain vista scenery, the spacious... more

The Village Inn

Lenox, Massachusetts, United States
$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

Card Lake Inn and Restaurant

Richmond, Massachusetts, United States
$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

The Inn at Laurel Lake

Lee, Massachusetts, United States

The Weathervane Inn

Great Barrington, Massachusetts, United States
$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

The Orchards Hotel

Williamstown, Massachusetts, United States
87
Excellent
173 Reviews

Showing 16-30 of 65 Resorts and Lodges

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