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Showing 16-30 of 65 Resorts and Lodges

Taggart House

Stockbridge, Massachusetts, United States
99
Excellent
5 Reviews

The Ponds at Foxhollow

Lenox, Massachusetts, United States
$151

The Ponds at Foxhollow offers suites with fireplaces overlooking a scenic pond in the beautiful Berkshires. The grounds feature indoor and outdoor pools, outdoor tennis courts, basketball courts, a playground, rowboats and canoes for use on site and two-hundred acres to walk, hike, bike or cross country ski.... more

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

Orchard Shade

New Marlborough, Massachusetts, United States
$76

Orchard Shade is a beautiful 1840 house set on ten acres with lovely gardens and a swimming pool. Located in Sheffield, Massachussetts, the oldest town in the Berkshires, the town is noted for its historic homes and is a center for antiquers, with over fifty shops and auctions at the famous Bradford Antique Gallery. Hiking and biking trails and... more

Applegate Inn

Lee, Massachusetts, United States
91
Excellent
8 Reviews
$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

Harbour House Inn

Cheshire, Massachusetts, United States

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

Windflower Inn

Great Barrington, Massachusetts, United States
$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

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 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

Candlelight Inn

Lenox, Massachusetts, United States
$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

Brookside & Pondside Country Motel

Williamstown, Massachusetts, United States
$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

Birchwood Inn

Lenox, Massachusetts, United States
87
Excellent
28 Reviews

Hampton Inn & Suites Berkshires-Lenox

Lenox, Massachusetts, United States
93
Excellent
194 Reviews

Showing 16-30 of 65 Resorts and Lodges

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