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Showing 16-30 of 66 Resorts and Lodges

Seven Hills Country Inn & Restaurant

Lenox, Massachusetts, United States
$151

An elegant country inn, and fine dining restaurant, located in the heart of the Berkshires.... more

Harbour House Inn

Cheshire, Massachusetts, United States

Berkshire Mountain House

Hancock, Massachusetts, United States

Jiminy Peak Mountain Resort

Hancock, Massachusetts, United States
78
Good
289 Reviews
$109

Whether you're looking for a romantic getaway, a family vacation, or just a week with friends you'll find exactly what you need to make it a special trip at Jiminy Peak. Standing at the base of the mountain is the 105-suite Country Inn, offering you luxurious rooms with plush beds and fully-equipped kitchenettes. The Country Inn is more than just a... more

The 1896 House

Williamstown, Massachusetts, United States
$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

Rodeway Inn Lee

Lee, Massachusetts, United States

1896 House Luxury Inn

Williamstown, Massachusetts, United States
$179

Barnside Luxury Inn is an enchanting three building property on a brook and pond, tucked away amongst forests and parks near Williamstown, Massachusetts. Boasting a total of six luxury suites, along with a full-country candlelight gourmet breakfast every morning. Each suite is designed to adopt a different "period" personality and is furnished with... more

Crowne Plaza Hotel Pittsfield – Berkshires

Pittsfield, Massachusetts, United States

Gateways Inn & Restaurant

Lenox, Massachusetts, United States
85
Very Good
31 Reviews

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 Porches Inn

Clarksburg, Massachusetts, United States
90
Excellent
186 Reviews

The Morgan House Inn

Lee, Massachusetts, United States
76
Good
13 Reviews

Williamstown Motel

Williamstown, Massachusetts, United States
$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

The Williams Inn

Williamstown, Massachusetts, United States

Chesapeake Inn

Lenox, Massachusetts, United States
$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

Showing 16-30 of 66 Resorts and Lodges

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