3 Star Hotels in Pittsfield

A meticulously restored nineteenth century parochial school turned French country inn. Complete with original blackboards, thirteen-foot high embossed ceilings, eight-foot tall windows, fireplaces, whirlpool baths and king-sized beds, Chambery Inn suites offer classic style and comfort with an exceptional blend of old and new. A deluxe continental breakfast is delivered to your doorstep each morning. The Chambery offers school as never before, with an emphasis on the three Rs -- Rest, Relaxat... (Read More)

Holiday Inn Hotel Berkshires is located a block from the Museum of Contemporary Art, three miles from Natural Bridge State Park, and approximately 50 miles from Albany Airport. This location is also a mile from Heritage State Park, five miles from the Mount Greylock Reservation and Sterling Francine Clark Art Institute, 10 miles from Jiminy Peak Mountain Resort, 20 miles from white water rafting, 30 miles from Tanglewood, and 35 miles from the Norman Rockwell Museum. Hotel amenities include the... (Read More)

WELCOME TO THE RED LION INN, 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 FRIENDLY COURTESY AND HOSPITALITY. RELAX AMIDST THE CHARM OF STAFFORDSHIRE CHINA, COLONIAL PEWTER AND EIGHTEENTH CENTURY FURNITURE AS WELL AS ALMOST EVERY CONTEMPORARY COMFORT YOU MIGHT WISH FOR. STOCKBRIDGE A... (Read More)

This one-story hotel is 18 miles from Jiminy Peak, two miles from Williams College and Williams College Museum of Arts, and 3 miles from the Massachusetts Museum of Contemporary Art and the Mohawk Trail. This smoke-free, family-friendly hotel offers complimentary parking and a front desk that is open 24 hours a day. The guestrooms offer TV with cable, telephones, and views of the surrounding mountains. (Read More)

"All suite property, central location in the berkshires, indoor swimming pool, outdoor jacuzzi, complimentary continental breakfast. (Read More)

At the foot of the ski slopes of Jiminy Peak Mountain, the Bentley Brook Resort is located approximately 200 feet from the chair lifts and 36 miles east of Albany International Airport. During the warmer months, Bentley Brook is the ideal location for hikers, bikers, and outdoor lovers. For kids there is the Alpine Slide and laser skeet shooting. The world-famous Tanglewood music center is just minutes away by car. This resort features indoor and outdoor pools, indoor and outdoor hot tubs, tenni... (Read More)

The Berkshire s most unique hospitality complex, includes 96 rooms with a new indoor pool, spa and fitness room. Central to all major employers, cultural (Read More)

Near Tanglewood Music Festival, A Bed & Breakfast in the Berkshires is a contemporary home on over three acres with valley views. There is a library with hundreds of books and a guest living room with piano. Complimentary afternoon tea and sherry is provided, as well as breakfast. The inn has three rooms, all with private baths, handmade quilts, down pillows and comforters, candy, magazines, cable TV, fans, telephones, and individual heating and air-conditioning. (Read More)

Built in 1902, Blantyre is a country house hotel housed in a Tudor-style mansion and located approximately 130 miles from Logan International Airport in (Read More)

Lenox is located in the heart of the beautiful Berkshire Hills in Western Massachusetts. It is a premier destination for the traveler in search of culture, outdoor recreation, or a getaway from the everyday world. Lenox remains a place to soothe the weary body and the busy mind. The Ponds At Foxhollow is a secluded resort located in a scenic area where there is a wide variety of recreational & cultural activities during all four seasons. The property is framed by breathtaking mountain ranges and... (Read More)

This professionally managed resort by Endless Vacation Rentals is located in the beautiful Berkshire Hills of Western Massachusetts. Guests can enjoy the peaceful beauty of the Berkshires at the Oak N Spruce Resort, set amid 200 plus acres at the foot of Beartown State Forest. The nearby town of Stockbridge is home to the Norman Rockwell Museum, Chesterwood Museum, and historic homes. Amenities include a full health club, two indoor heated pools, one outdoor pool, 18-hole mini golf, basketball... (Read More)

Originally built in the early 1900s, with quality and style, this mansion is now home to eight unique, large and comfortable condominium units that preserve the charm of the original mansion. These eight large one and two bedroom well appointed units feature full kitchens, cable TV, coffee makers, microwaves, refrigerators, stoves, window or floor A/C units and gas grills. There is a huge wrap around porch for all of the quiet enjoyment of the guests. The most significant change occurred at the ... (Read More)