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Showing 16-30 of 65 Resorts and Lodges

Rodeway Inn Lee

Lee, Massachusetts, United States

Taggart House

Stockbridge, Massachusetts, United States
99
Excellent
5 Reviews

Williamsville Inn

Richmond, Massachusetts, United States
$76

The Williamsville Inn in the Bershires has all the amenities an escape to the countryside needs--comfortable lodging, candlelit dining fireside, a cozy tavern, ten acres of towering pines and vegetable and flower gardens, a swimming pool and clay tennis court and even a wonderful swing hanging from an ancient elm.... 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

White Horse Inn

Pittsfield, Massachusetts, United States
95
Excellent
73 Reviews

Ramada Limited & Suites Pittsfield

Pittsfield, Massachusetts, United States

Wyndham Vacation Resorts - Bentley Brook

Hancock, Massachusetts, United States
82
Very Good
36 Reviews
$129

See the mountainside suspended from a chairlift above Jiminy Peak Mountain and discover an unparalleled vacation destination at Wyndham Bentley Brook! This premier Hancock, MA vacation resort is located at the foot of the ski slopes of Jiminy Peak Mountain Resort. After a full day of skiing, snowboarding, hiking and partaking in other seasonal... more

The Orchard Hotel

Williamstown, Massachusetts, United States

Federal House Inn

Lee, Massachusetts, United States
95
Excellent
66 Reviews
$76

Soon to be listed on the National Register of Historic Buildings, the Federal House is located in the Berkshires close to summer music, drama and dance festivals. Golf and tennis privileges are available at the Stockbridge Country Club, two miles directly down Main Street and in the winter cross-country and downhill ski areas are nearby.... more

Devonfield Inn

Lee, Massachusetts, United States
95
Excellent
23 Reviews
$151

Located in the heart of the Berkshires, luxurious Devonfield is world in itself. For the enjoyment of its guests, Devonfield features a heated swimming pool, tennis court, bicycles, and acres of lawn perfect for cross country skiers. Its convenient location offers access to the Berkshire Theatre Festival, Tanglewood, Jacob's Pillow, and fine... more

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

Race Brook Lodge

Sheffield, Massachusetts, United States
$76

Race Brook Lodge proudly proclaims itself the Berkshires most interesting "chintz free" rustic mountain hideaway. The beautifully restored 200 year old New England timber peg barn sits at the base of the Taconic Range in Western Massachusetts. For outdoor lovers, hike to the Appalachian Trail, ski Butternut, canoe the Housatonic and more.... 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 d├ęcor, 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

Gateways Inn & Restaurant

Lenox, Massachusetts, United States
93
Excellent
45 Reviews

Showing 16-30 of 65 Resorts and Lodges

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