Hotels with free parking near The Berkshires,

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

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

Enjoy American cuisine and a terrace at this lodge near Kennedy Park, featuring complimentary wifi and concierge services.

Comfortable hotel with a restaurant, free parking, and a 24-hour fitness center near Tanglewood Music Center.

Family-friendly hotel with seasonal outdoor pool, arcade, and dining options near Housatonic River in Lee, Massachusetts.

Historic hotel with outdoor pool, three restaurants, and a fitness center in Stockbridge's charming district.

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

Enjoy an indoor pool, hot tub, and fitness center at this hotel in the heart of North Adams, steps from local attractions.

Charming bed & breakfast with complimentary breakfast, garden views, and free parking in Lenox's historical district.

Comfortable inn with free Wi-Fi, family rooms, and a restaurant serving complimentary breakfast.

Cozy motel near the beach with free parking, complimentary Wi-Fi, and convenient access to local attractions.

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

Cozy motel with a lazy river, complimentary breakfast, and a restaurant in a scenic state park setting.

Comfortable motel with a garden, business center, and complimentary breakfast in Williamstown.

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.