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Just Be - Discover Bethlehem, New Hampshire

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.

Lobby and Family - Hotel on North - Pittsfield, MA
Hotel on North

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

Hotel’s spacious extended-stay rooms are perfect for busy family vacations

Ready to book a family vacation? Make the Hotel on North your headquarters for the perfect Berkshires vacation. Spacious extended-stay rooms have well-equipped kitchenettes and washer/dryers as well as amenities that are fun (claw-foot tubs and, in the Library Suite, 125 bookshelves!) and absolutely necessary (speedy wifi). The Berkshire Palate restaurant offers casual dining for lunch and dinner, and guests have access to the fitness center next door. Some rooms are pet-friendly. As for area activities, that’s easy: There is just about everything! You can ski, snowboard and snowshoe in winter; kayak, swim and fish in summer; hike and bike in the spring and fall. Visit the Norman Rockwell Museum, a botanical garden, a botanical garden or a maple-sugaring farm. Go shopping, antiquing – or just relax in the hotel’s atrium.
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.
Visit the Berkshires of Western Massachusetts - Family Activities NE/MA
Visit the Berkshires of Western Massachusetts

Rest and Relax in your Perfect Berkshire Lodging

No matter if you are able to plan your adventure well in advance, or just decided to take next week off for a Berkshires getaway, there are many welcoming and comfortable options when deciding where to lay your head at night. If you are looking to pamper yourself, perhaps you will choose to indulge in an all-inclusive resort, with everything from spa treatments to classes and finessed menus. You might prefer a smaller venue, like a stylized bed topped with fluffy comforters and a specially prepared breakfast, or a lake-front cabin within easy reach of local amenities. Bringing the family? There are spacious hotels complete with pools - some are even pet-friendly! Dream your dream and make it come true in the Berkshires!
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.