Hotels with free Wi-Fi in Stephentown

Enjoy a family-friendly resort with indoor and outdoor pools, fitness center, and stunning views in the Berkshires.

Ski-in/ski-out resort with 2 hot tubs, multiple dining options, and family-friendly amenities in Hancock, Massachusetts.

Stylish 2BR suite with ski-in/ski-out access, swimming pool, sauna, and hot tub in Hancock, Massachusetts.

Comfortable hotel with a fitness center, complimentary breakfast, and meeting space in Pittsfield, Massachusetts.

Lodge with indoor pool, hot tub, and picnic area near golf course and Tanglewood Music Center in Pittsfield.

Enjoy an indoor pool and fitness center at this Art Deco hotel in Lenox, with free breakfast and a 24-hour business center.

Enjoy a health club and indoor pool at this centrally located hotel in Pittsfield, close to local attractions.

Enjoy a seasonal outdoor pool and free Wi-Fi in this centrally located motel in Pittsfield, Massachusetts.

Enjoy an outdoor pool and garden at this motel, conveniently located near Guido's Marketplace in Lenox.

Hotel with indoor pool, fitness center, and on-site dining in a convenient location near Guido's Marketplace.