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Lodgings welcome families in Berkshires and the Pioneer Valley

Massachusetts > Western Mass. > Specialty Lodging > Family Friendly Lodging
Family friendly hotels, motels, inns and other lodgings are abundant in the Berkshires region of Massachusetts, including Great Barrington and Stockbridge. MA family friendly lodgings and accommodations can be found in every price range. Family friendly hotels and motels generally offer the convenience of restaurants and swimming pools, as well as close proximity to family attractions, beaches and water sports, skiing, hiking, and other forms of family fun. In the Berkshires region and in the Connecticut River Valley towns of Springfield, West Springfield, Northampton, and Amherst, family attractions include Six Flags New England; the Zoo in Forest Park; the Catamount, Jiminy Peak, and Bousquet ski areas; Berkshire Theatre Festival; Norman Rockwell Museum; Eric Carle Museum of Picture Book Art; and Historic Deerfield.
Lobby and Family - Hotel on North - Pittsfield, MA
Hotel on North

297 North Street Pittsfield, MA, 01201 Phone: 413-358-4741

Launch your full-scale exploration of the Berkshires from this centrally located hotel

Stay at a hotel in the center of it all when you bring your family to vacation in the Berkshires. From the 45-room Hotel on North, you can plan your exploration of this lively area, from cross-country and downhill skiing to state parks with ample opportunities for hiking, biking, swimming and picnicking. Visit art and history museums or the working farm at the Hancock Shaker Village; ride the classic wooden Berkshire Carousel; go bowling or play mini golf; or take in a concert at Tanglewood or local theater at one of several locations. The hotel has an on-site casual-dining restaurant, free parking in the back and spacious rooms, including extended-stay accommodations with a kitchenette and washer/dryer. A limited number of rooms are pet-friendly.
Kids and Flowers - Jiminy Peak Mountain Resort - Hancock, MA
Jiminy Peak Mountain Resort

37 Corey Road -- Route 43 Hancock, MA, 01237 Phone: 413-738-5500 Toll-Free: 800-882-8859

Lodging options great for families, big and small, at this exciting mountain ski resort

Come see why Jiminy Peak Mountain Resort is such a hit with families, starting with the great lodging options. Stay at the Country Inn, close to resort activities, and get comfortable in your suite with a fully equipped kitchen. The inn has indoor and outdoor heated whirlpools, an outdoor heated pool and an exercise room. Larger families might choose a condo community with two- to four-bedroom units, many with washer/dryers. (Check the website for lodging deals and discounts.) Wherever you stay, you’ll have a fabulous time on the slopes, in the snowboard terrains, in the Aerial Adventure Park with its elevated ropes course and in the Mountain Adventure Park with rides from alpine slides and rock-climbing walls to zip lines and a mountain coaster.
Pottery Lesson Kids - Deerfield Inn - Deerfield, MA
Deerfield Inn

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

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

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.
Outdoor Deck Bar in the Berkshires of Western Mass. - Photo Credit Nicole Franzen
Visit the Berkshires of Western Massachusetts

Time to Rest and Energize!

The Berkshires offers plentiful, spacious family-friendly hotels and motels at an array of price points. The amenities can include pools, fitness centers, even breakfast - and if you are traveling with your pup, you can find accommodations that also welcome furry friends. Camping might still be an option, even with the cooler nights; who doesn’t love a campfire? Perhaps you’d prefer a homey bed and breakfast, or the combination of privacy and proximity afforded by connecting rooms. Looking for a kitchenette, or prefer the pampering provided by a full service spa? You can find the perfect place to lay your head at the end of a perfect Berkshire day!
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