The Berkshires Hotel Guide - Family Friendly Hotels in The Berkshires, Massachusetts

Splash into family fun at this hotel with dual pools, kid-friendly supervised swimming, and microwaves for quick snacks. Just a 3-minute drive from Bousquet Ski Area, the property combines mountain scenery with cosy rooms featuring cable TV and essential comforts.

Splash into adventure at this welcoming retreat, where the indoor swimming pool provides year-round fun while Netflix and premium channels entertain after outdoor explorations. Located just 6 minutes from Bousquet Ski Area, families enjoy complimentary cots and parking.

Spacious suites accommodate families with comfort, while children splash in the heated indoor pool year-round. Located steps from Berkshire Museum, this hotel offers complimentary cots and rollaway beds, alongside a restaurant serving delicious meals for hungry explorers.

Playtime paradise awaits with free cots, kayaking on the sparkling lake, and motor boating adventures. Children delight in fishing excursions, premium TV entertainment, and beachside fun while parents appreciate the lakefront setting and complimentary breakfast each morning.

Vibrant game room captivates young adventurers while parents unwind in the soundproof accommodation or hot tub. After complimentary breakfast, families explore nearby skiing or Housatonic River Walk, returning to swim sessions in the pristine indoor pool.

Mountain adventures captivate young travellers at this ski-in/ski-out resort with an outdoor pool, tennis courts, and fully equipped kitchens. Families appreciate the quiet atmosphere, friendly staff, and variety of seasonal activities from skiing to biking.