Scenic Berkshires Hotels with Mountain & Valley Views
The Berkshires are low mountains: the Taconic Range runs along the New York line, Mount Greylock rises to 3,491 feet in the north, and farmland fills the valleys. The properties in this collection are placed for the views. Bascom Lodge sits on the summit of Mount Greylock, the Guest House at Field Farm looks toward Greylock across 316 acres of conservation land, and Kripalu sits above Lake Mahkeenac. Monument Mountain Motel faces Monument Mountain outside Great Barrington.
6 Properties

Guest House at Field Farm
Williamstown · Inn
A 6-room guest house on Field Farm, a 316-acre property of The Trustees in Williamstown, with views of Mount Greylock. Lawrence and Eleanor Bloedel, collectors of modern art, built the house in 1948, and 13 sculptures stand on the grounds. More than 4 miles of footpaths cross the property, and The Folly, a 1965 cottage designed by Ulrich Franzen, is also on the land. Downtown Williamstown is a few minutes' drive.
Canyon Ranch Lenox
Lenox · Resort / Wellness
An all-inclusive wellness resort in a Victorian mansion on 120 acres in Lenox. Fitness classes, spa treatments, nutrition consultations and an on-site medical team are part of the program, and rates cover meals, classes and most activities. It suits travelers who want a structured wellness program more than a hotel with a spa.
Seven Hills Inn
Lenox · Inn
A Gilded Age manor on 27 acres on Plunkett Street in Lenox, next to Edith Wharton's estate, The Mount. Its 56 rooms are split between the historic manor and a newer motel wing. A breakfast buffet is included, and there is a pool. Rates run below those of its immediate neighbors on the same road.
Monument Mountain Motel
Great Barrington · Motel
A 17-room motel at 247 Stockbridge Road outside Great Barrington, with an outdoor pool and views of Monument Mountain. Rooms have refrigerators, microwaves and coffee makers. The Housatonic River is a few minutes' walk away, and rates run well below the inns of South County. Tanglewood and the South County theaters are a short drive.

Bascom Lodge
Adams · Lodge
A 1930s Civilian Conservation Corps stone-and-timber lodge at the 3,491-foot summit of Mount Greylock, the highest point in Massachusetts. It can be reached by road or on foot by the Appalachian Trail, which crosses the summit. There are private rooms and bunk rooms, fieldstone fireplaces and Arts and Crafts furnishings.

Kripalu Center for Yoga & Health
Stockbridge · Retreat Center
A nonprofit yoga and health retreat on more than 100 acres above Lake Mahkeenac in Stockbridge, which describes itself as the largest retreat center in North America. Rooms range from dormitory to private, and meals are included in the rate. Workshops, retreats and teacher trainings run year-round in yoga, meditation, Ayurveda and health.
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Browse Now →What Makes It
- •The Taconic Range along the New York border gives long views to the west, particularly from higher sites around Lenox and Richmond, and Mount Greylock dominates the northern skyline.
- •Monument Mountain and October Mountain State Forest have hiking with real elevation gain, and the views from the top come without a technical climb. Properties near Great Barrington use Monument Mountain as a day trip.
- •Fall foliage in the Berkshires usually peaks in mid-October, a little later than Vermont's higher peaks.
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