Interesting things to do fill your trip to the Berkshires, Pioneer & Mohawk valleys

Massachusetts > Western Mass. > Things to Do and See > 90 Great Things to Do in Massachusetts

This historic region offers a wealth of memorable events and activities framed by breathtaking natural beauty. The Berkshires feature year-round culture, recreation, and adventure in quaint towns like Stockbridge, Lenox, and Williamstown, while North Adams has the fabulous Museum of Contemporary Art. There is no shortage of places to stay , shop, and dine. Great ziplines and canopy tours are here; for all-day fun, visit Look Park with a zoo, lake, water spray park, 18 holes of miniature golf and six tennis courts. In winter, family-friendly skiing and other snow sports are just a short walk uphill.

The Berkshires of Western MA

Come Create Your Own Winter Adventure

In the Berkshires, winter is a way of life. Located less than three hours from New York City and Boston in the beautiful mountains of Western Massachusetts, the Berkshires offer myriad in and outdoor attractions, from skiing and snowshoeing to breweries and boutiques. Enjoy leisurely strolls through first-class museums followed by gourmet cuisine and craft cocktails, then take in a play or live music, or cozy up to a fire at one of our many charming New England B&Bs. Whether a romantic getaway for two or winter respite for the entire family, a snowy Berkshire adventure is guaranteed to delight. Learn more at Berkshires.org or follow “Visit the Berkshires of Western Massachusetts” on Facebook.

Winter View - Porches Inn at Macc MoCA - North Adams, MA

Porches Inn at MASS MoCA

231 River Street North Adams, MA, 01247 Phone: 413-664-0400

Use this welcoming boutique inn as your base to explore arts venues, parks, museums

With the charming Porches Inn as your base, prepare to explore Western Massachusetts and its many cultural venues and natural wonders. Start with the eclectic Mass MoCA, right across the street: a vibrant center for some of today’s most evocative art. Head into North Adams, a former mill town with a vibrant arts-and-crafts scene, restaurants and shopping. Go hiking in one of the nearby state parks or hit the Appalachian Trail, play golf at one of a dozen courses, catch a play or visit a history museum, botanical garden or nature center. Whether you want to go antiquing, go fishing, go swimming or go back to the inn to relax in your spacious room with a whirlpool tub and private porch, you have lots of options.

Visit our sister properties - Red Lion Inn - Briarcliff

Ponds at Foxhollow

Route 7 Lenox, MA, 01240 Phone: 413-637-1469

Great things to do inside and outside this convenient, elegant resort

A list of great things to do at Ponds at Foxhollow, a secluded resort in the heart of the Berkshires, begins with the resort itself: There are indoor and outdoor pools, tennis courts, shuffleboard, bocce, plenty of room on the 223-acre estate to hike, bike and cross-country ski, an exercise room, putting green, basketball courts and canoes to take out on the resort’s very pretty pond. After you have relaxed in your spacious one- or two-bedroom condo overlooking that pond, you might head out to the Normal Rockwell Museum, Tanglewood, a botanical garden, a beach, an historic home. Or just head into Lenox, Lee or Stockbridge to stroll the quintessentially New England streets and sample the excellent restaurants.

Red Lion Inn

30 Main Street Stockbridge, MA, 01262 Phone: 413-298-5545

Historic inn a welcoming headquarters to explore the Berkshires’ menu of activities, attractions

The Berkshires area, home to the timeless, welcoming Red Lion Inn, has a reputation for being a veritable playground of things to do and places to explore. Famous venues for art, music, dance and theater are within a few minutes drive, and the historic inn is surrounded by picturesque forests, parks and natural habitats. There are jaw-dropping views midway through mountain hikes as well as pleasant strolls through botanical gardens. You can bike, kayak, canoe, swim, fish and, in the winter, ski and snowshoe. There’s whitewater rafting, ziplining and paddle boarding as well as places to play golf, tennis and mini golf. Boutique shops and restaurants serving every cuisine imaginable dot the main streets of the charming New England villages.

Visit our sister properties - Briarcliff - Porches Inn

Old Sturbridge Village - More than a Museum!

Canterbury Hosts Skiing, Skating, Snowshoeing in Gorgeous Countryside

Do your cross-country skiing, snowshoeing, and ice skating in a beautiful country location. Canterbury Farm on Fred Snow Road in Becket has 14 miles of double tracked and corduroyed trails, skating lanes, a complete ski, snowshoe and skate rental shop, and lessons. If you want to explore, the property is surrounded by 2000 acres of private and state lands, October State Forest, and three mountain lakes. Experts are available at the Ski Barn to help and guide you. Lessons and rentals also are available. 413-623-0100.

Butternut Is Tubing Paradise

Tubing is a fun way to finish off the weekend and provides an optional activity to skiing and snowboarding. The seven-lane tubing park at Butternut Ski Area at 380 State Road (Route 23) in Great Barrington makes sliding downhill fun for everyone! The tubing center has its own ticketing building and offers 200 tubes, up to 7 chutes, a dedicated lift that makes getting back to the top easy and fun, and total snowmaking coverage. Tubing park open Fridays through Sundays and every day during holidays.

Outlet Shopping & Easy Dining

Lee Premium Outlets on Water Street in Lee, in the heart of the Berkshires, is a shopping mecca. If you can name a national brand, you can probably find it here. Lots of seasonal specials; outdoor dining, pre-ordering with curbsite pickup. Directory of stores and restaurants.

A Garden Shop Like a Roman Piazza

Campo De Fiori, meaning “field of flowers,” is a perfectly delightful garden shop at 1815 North Main Street in Sheffield. The phrase garden shop only begins to touch on the charms of this space, filled (but not crammed) with plants, succulents, and garden-related pots and accents like terra cotta planters, carved stone, forged iron, cast bronze, distinctive lighting and zinc. Campo de’ Fiori designs and manufactures all of the items, made by the hands of skilled artisans. The shop’s name comes from a piazza in Rome where the owner’s mother used to buy fresh flowers and vegetables, and the atmosphere is distinctly Mediterranean. Perfect place to shop for gifts for any garden-loving person. Open daily. 413-528-1857

Kids Love to Explore ‘the Olden Days’

Tucked away in a shaded area of Eastern States Exposition, 0Storrowtown Village Museum, at 1305 Memorial Avenue in West Springfield is a permanent reminder of New England life in bygone days. The Village is an authentic, recreated village of nine 18th- and 19th-century buildings from Massachusetts and New Hampshire, assembled around a traditional town green. A tour of Storrowton offers an intimate look at Early American living with all the ingredients for a meaningful historic experience. Storytelling and activity programs run throughout the year.

Pittsfield Hops with Shopping and Browsing Fun

Pittsfield is a lively town centrally located between other stars of the Berkshires, like Stockbridge, Lenox, Williamstown and North Adams. The downtown is a fun place for dining, browsing and shopping. If you need a gift, the options here are delightful: Circa, is a place to fine mid-century antiques, and a selection of vintage clothing and jewelry. Paul Rich and Sons Home Furnishings has made a name for itself selling high-quality furniture. Museum Facsimiles Outlet Store is a fun and unique place to find fine picture frames, framed mirrors, hand printed letterpress and silkscreen greeting cards, all at wholesale pricing.Everything is made here, not imported! Custom framing.

Riverwalk Is an Urban Treat

Downtown Great Barrington is known for its many boutiques, art galleries, coffee shops, and gourmet restaurants. A shopping or dining stroll in the downtown should include a visit to the adjacent Housatonic Riverwalk. The paved path that ambles alongside this busy Berkshires waterway is an all-volunteer restoration project of the Great Barrington Land Conservancy. After your riverside stroll, take in some evening entertainment in Great Barrington at the Mahaiwe Performing Arts Center, the Triplex movie theater, or the town bandstand, site of free concerts. 413-528-3391.

animagic museum of special effects lee ma

Dive Into the Complex World of Animation

Animagic – the Museum of Special Effects in the Berkshires at 135 Main Street in Lee showcases the work of animators who played a large role in major movie animation of the last 30 years. Even better, the museum welcomes people of all ages to take a guided tour; see original models used in famous movies and a genuine Academy Award won by Eugene Mamut, a co-owner of Animagic. After the tour, visitors may take a two-hour workshop in which you create a model; make an animated movie; add sound, music, and title; and see your movie uploaded to YouTube. Tours are free; workshop is $20 per person. The museum is open daily, year-round, but only by appointment. 413-841-6679.

Montague Book Mill - Great Things To Do in Massachusetts

Books, Soft Chairs, and a River View

We love the cheeky slogan of Montague Bookmill: “Books you don’t need in a place you can’t find.” Housed in an Industrial Revolution-era gristmill aside the Sawmill River at 440 Greenfield Road in Montague, The Montague Bookmill is a cozy melding of old-fashioned bookstore and the most comfortable living room you've ever known. The collection includes thousands of books on every imaginable subject, many with deeply slashed prices. Open daily, 10 a.m.-6 p.m. Number of visitors at one time and duration of visits is limited during the pandemic. 413-367-9206

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