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Showing 16-30 of 66 Resorts and Lodges

Red Lion Inn

Stockbridge, Massachusetts, United States
Very Good
254 Reviews

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

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

The Garden Gables Inn

Lenox, Massachusetts, United States
16 Reviews

On the rolling hills of five beautiful acres, is the quaint and quiet Garden Gables Inn. Take a break from the hectic life that pulls relentlessly at you, and remember all the simple pleasures in life. Enjoy a refreshing dip in the swimming pool, spend the afternoon working those knots out at the spa or just relax on the porch with a good book or... more

Kemble Inn

Lenox, Massachusetts, United States
32 Reviews

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

Summerhill Farm

Lenox, Massachusetts, United States

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

Orchard Shade

New Marlborough, Massachusetts, United States

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

Taggart House

Stockbridge, Massachusetts, United States
5 Reviews

Ramada Limited & Suites Pittsfield

Pittsfield, Massachusetts, United States

Harbour House Inn

Cheshire, Massachusetts, United States


Lenox, Massachusetts, United States

"America's Consummate Estate Sanctuary" -Andrew Harper's Hideaway Report Open May 14th through November 7th, 1999... more

Berkshire Mountain House

Hancock, Massachusetts, United States

The Village Inn

Lenox, Massachusetts, United States

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

The Inn at Stockbridge

Pittsfield, Massachusetts, United States

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

Lanesboro Country Inn

Lanesborough, Massachusetts, United States

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

Hampton Inn & Suites Berkshires-Lenox

Lenox, Massachusetts, United States
194 Reviews

Showing 16-30 of 66 Resorts and Lodges