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Showing 16-30 of 65 Resorts and Lodges

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

The Cornell In Lenox

Lenox, Massachusetts, United States
90
Excellent
261 Reviews
$120

The Cornell in Lenox offers peaceful Berkshire vacations with the historic charm of New England. This unique bed & breakfast is composed of three historic buildings, dating back as far as 1777! Each guestroom and suite features period-style décor, with charming touches like print wallpaper, painted cupboards, vintage toys & four poster... more

The Garden Gables Inn

Lenox, Massachusetts, United States
97
Excellent
16 Reviews
$199

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

Crowne Plaza Hotel Pittsfield – Berkshires

Pittsfield, Massachusetts, United States

Berkshire Mountain House

Hancock, Massachusetts, United States

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

Berkshire Hills Motel

Williamstown, Massachusetts, United States
85
Very Good
54 Reviews

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

Hampton Inn & Suites Berkshires-Lenox

Lenox, Massachusetts, United States
93
Excellent
194 Reviews

Berkshire Inn

Pittsfield, Massachusetts, United States

Lanesboro Country Inn

Lanesborough, Massachusetts, United States
$69

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

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

The Orchards Hotel

Williamstown, Massachusetts, United States
87
Excellent
173 Reviews

The Morgan House Inn

Lee, Massachusetts, United States

Red Lion Inn

Stockbridge, Massachusetts, United States
83
Very Good
254 Reviews
$76

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

Showing 16-30 of 65 Resorts and Lodges

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