Family Friendly Lodging

Family Friendly Lodging in the Berkshires & Western MA

Plan Your Trip to The Berkshires

The western part of Massachusetts is known in the Berkshires region for its north-south Berkshire Mountains range and its historic identities as the Pioneer Valley and the Mohawk Trail. The cultural life of the Berkshires is rich. Tanglewood, in Lenox, MA is the summer home of the Boston Symphony Orchestra. It welcomes world-class musicians and performers. The Mahaiwe Performing Arts Center in Great Barrington, MA is a year-round cultural center. The Jacobs Pillow dance festival is held yearly in Becket, MA. Stockbridge, MA is home to the famous Norman Rockwell Museum, with original Norman Rockwell art and seasonal events. In North Adams, MA, the Massachusetts Museum of Contemporary Art (MASS MoCA) charms visitors with visual and performing arts.
The Berkshires is a beautiful place for families with younger and older children. Family-friendly lodgings like Berkshire Fairfield Inn & Suites and Jiminy Peak Mountain Resort make it easy for families to get their fill of outdoor sports like hiking and skiing, along with the region’s many festivals and excellent dining and shopping. Some other fun activities for family trips to The Berkshires include skin areas, white water rafting, zip lining and canopy tours, and many more four-season activities. In the town of Amherst, is the Eric Carle Museum of Picture Book Art, a fun day for kids and parents. Visiting the towns of Historic Deerfield in Deerfield, MA and Hancock Shaker Village in Pittsfield, MA is also a wonderful place to spend the day.

3 places to visit

Visit the Berkshires of Western Massachusetts

Rest Easy in the Berkshires

The Berkshires Region, MA 413-499-1600

Come stay and play in the Berkshires this summer! No matter the size of your group or the plan for the day, there are plentiful options for places to rest and relax each evening. Check out the spacious family-friendly (and even pet friendly!) hotels or motels - at an array of price points. Many inns and hotels feature continental breakfast, fitness centers, arcades, and trails on site, and many are within walking distance to local eateries and cafes. Try a cozy bed and breakfast for a more intimate stay. Book a campsite, rent a cabin, or choose a space to pitch the family tent. You can already taste the s’mores! If you intend a lengthier stay, treat the family to a Berkshires cottage or farmhouse. From spa resorts to outdoor camping with all the amenities, there is sure to be something to please. With 30 towns and two cities, you can be as in touch or out of reach as you would like!

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Deerfield Inn

Good times await your family at this historic, welcoming Happy Valley inn

81 Old Main Street Deerfield, MA 01342 413-774-5587

How could your family not have fun staying at a cozy historic inn in an area known as Happy Valley? The Deerfield Inn is comfortable and welcoming, with 24 spacious rooms and a suite; an inviting restaurant serving breakfast, lunch and dinner; and a parlor with board games, puzzles and a fireplace. Stroll down historic Old Main Street, visit the Flynt Center of Early American Life, check out the oldest rag doll in America in the Memorial Hall Museum or drive to see the animals at the Hancock Shaker Village or the lovely inhabitants of the Magic Wings Butterfly Conservatory and Gardens. There’s skiing and snowboarding, hiking, biking, and museums celebrating the work of Norman Rockwell and Eric Carle.

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Huttopia - Berkshires

Escape to Family-Friendly Glamping in the Berkshires

312 Kittle Road, Hancock, MA 01237 413-343-8192

Experience comfortable family camping at Huttopia Berkshires with ready-to-camp tents and wooden tiny houses. Our spacious Trappeur tents sleep up to 5 with private bathrooms, kitchenettes, and wood stoves. Sierra Tiny Houses feature full kitchens, bathrooms, queen beds, and triple bunk beds perfect for kids. Canadienne tents offer two bedrooms and rustic charm with modern conveniences. All accommodation includes real beds, electricity, and access to our heated pool. Enjoy s’mores nights, movie screenings, and organized activities while kids explore nature safely. Our Camp Store stocks everything you need, from camping essentials to s’mores kits for magical evenings by the fire.

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