33 Best Sights in The Berkshires, Massachusetts

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We've compiled the best of the best in The Berkshires - browse our top choices for the top things to see or do during your stay.

Massachusetts Museum of Contemporary Arts

Fodor's Choice
Berkshires, MA, USA -September. 4. 2010: Massachusetts Museum of Contemporary Art (Mass MoCA) in North Adams, Massachusetts
T photography / Shutterstock

Formerly the home of the Sprague Electrical Company, the nation's largest center for contemporary visual and performing arts is one of the finest such facilities in the world, a major draw for its art shows, large music festivals, dance presentations, and film screenings. Expansion in 2017 nearly doubled the amount of gallery space, bringing the total to a quarter million square feet, which includes the wall drawings of Sol LeWitt, an immersive light-based exhibit by James Turrell, and a large room in the main gallery that allows for massive exhibits that wouldn't fit anywhere else. A Kidspace, studios, cafés, shops, and festivals and other special events round out the offerings.

The Mount

Fodor's Choice
Berkshires, MA, USA -August. 30. 2011: The Mount, the summer home of the novelist Edith Wharton, now is museum in Lenox, state of Massachusetts, USA
T photography / Shutterstock

This 1902 mansion with myriad classical influences was the summer home of novelist Edith Wharton. The 42-room house and 3 acres of formal gardens were designed by Wharton, who is considered by many to have set the standard for 20th-century interior decoration. In designing the Mount, she followed the principles set forth in her book The Decoration of Houses (1897), creating a calm and well-ordered home. Summer is a fine time to enjoy the informal café and occasional free concerts on the terrace. Guided tours take place during regular hours, the private "ghost tour" after hours, and noteworthy authors make regular visits to discuss their latest books.

2 Plunkett St., Lenox, MA, 01240, USA
413-551–5111
Sight Details
$20
The grounds are free and open daily from dawn to dusk

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Berkshire Botanical Gardens

Fodor's Choice

The gardens' 15 acres contain extensive plantings of exotic and native flora—some 2,500 varieties in all—plus greenhouses, ponds, nature trails, and a small gallery. A guided tour, included with admission, leaves daily at 11 am, or grab a self-guided tour at your leisure. October's Harvest Festival is by far the biggest of the facility's annual events.

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Berkshire Mountain Distillers

Fodor's Choice

The sweet scent of the country's premier craft gin permeates the Berkshires' first legal distillery since Prohibition. The retail store, open every afternoon, sells Greylock Gin, a multiple gold-medal winner, and Ethereal Gin, whose ingredients are reimagined every season, among other spirits. Take a self-guided distillery tour and try a complimentary tasting. During the summer, there's live music in the outdoor pavilion where you can sip on craft cocktails. 

Clark Art Institute

Fodor's Choice

One of the nation's notable small art museums, the Clark has won numerous architectural awards for its 2014 redesign by Reed Hilderbrand and for the new Clark Center by Pritzker Prize–winning architect Tadao Ando. The polished concrete of the latter visually connects it to the landscape through glass windows and open spaces. The museum has a large collection of Impressionist works, in particular many significant Renoir paintings. Other strengths include English silver, European and American photography 1840–1920, and 17th- and 18th-century Flemish and Dutch masterworks.

225 South St., Williamstown, MA, 02167, USA
413-458–2303
Sight Details
$20
Closed Mon. Sept.–June

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Jacob's Pillow

Fodor's Choice

For 10 weeks every summer, the tiny town of Becket becomes a hub of the dance world. This dance festival showcases world-renowned performers of ballet, modern, and international dance. Before the main events, works in progress and even some of the final productions are staged outdoors, often free of charge.

Naumkeag

Fodor's Choice

The Berkshire cottage of Joseph Choate (1832–1917), an influential New York City lawyer and the ambassador to Great Britain during President William McKinley's administration, provides a glimpse into the Gilded Age lifestyle. The 44-room gabled mansion, designed by Stanford White and completed in 1887, sits atop Prospect Hill. Its many original furnishings and artworks span three centuries; the collection of Chinese porcelain is particularly noteworthy. The meticulously kept 8 acres of formal gardens, a three-decade project of Choate's daughter, Mabel, and landscape designer Fletcher Steele, alone make this site worth a visit. Creative use of the property now includes a Winter Lights display, with over 200,000 twinkling LED lights; a Halloween-inspired pumpkin trail and haunted house; live music nights with picnics; and a springtime Daffodil Festival.

Williams College Museum of Art

Fodor's Choice

The collection at this fine museum (moving to a new home in 2027) spans a range of eras and cultures, with American and 20th-century art as two major focuses. Get an inside look at Williams students' experience with Object Lab, a hybrid gallery-classroom curated by faculty to coincide with students' studies.

Chesterwood

Stockbridge, Massachusetts - September 16, 2014:  1896 Colonial Revival Chesterwood, summer estate of American sculptor Daniel Chester French (1850-1931)
LEE SNIDER PHOTO IMAGES / Shutterstock

For 33 years, this was the summer home of the sculptor Daniel Chester French (1850–1931), who created The Minute Man in Concord and the Lincoln Memorial's famous seated statue of the president in Washington, D.C. Occasional tours are given of the house, which is maintained in the style of the 1920s, but the real prize is the studio, where you can view the casts and models French used to create the Lincoln Memorial. The beautifully landscaped 122-acre grounds make for an enchanting stroll or bucolic picnic.

4 Williamsville Rd., Stockbridge, MA, 01262, USA
413-298–2023
Sight Details
$16
Closed Oct.–May

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Norman Rockwell Museum

Berkshires, MA, USA -August. 30. 2011: Norman Rockwell Museum in Stockbridge, state of Massachusetts, USA
T photography / Shutterstock

This charming museum traces the career of one of America's most beloved illustrators, beginning with his first Saturday Evening Post cover in 1916. The crown jewel of the 570 Rockwell illustrations is the famed Four Freedoms gallery, although various works—including his Post covers and self-portraits—are equally charming. The museum also mounts exhibits of work by other artists. Rockwell's studio was moved to the museum grounds and is complete in every detail. Stroll the 36-acre site, picnic on the grounds, or relax at the outdoor café (late May–mid-October). There's a children's version of the audio tour and a scavenger hunt.

9 Rte. 183, Stockbridge, MA, 01262, USA
413-298–4100
Sight Details
$20
Closed Wed.

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Ashuwillticook Rail Trail

Passing through the Hoosac River Valley, the paved 12.7-mile Ashuwillticook (pronounced Ash-oo-will-ti-cook) trail links Adams with Pittsfield. The trail follows an old railroad, passing through rugged woodland and alongside Cheshire Reservoir. Walkers, joggers, cyclists, in-line skaters, and cross-country skiers all enjoy this route.

Bartholomew's Cobble

This rock garden beside the Housatonic River (the Native American name means "river beyond the mountains") is a National Natural Landmark, with 5 miles of hiking trails passing through fields of wildflowers. The 277-acre site has a visitor center and a museum, as well as the state's largest cottonwood trees.

105 Weatogue Rd., Great Barrington, MA, 01257, USA
413-229–8600
Sight Details
$5

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Bartlett's Orchard

The smell of freshly baked cider doughnuts greets you upon entering this orchard's market, which also sells cider and maple syrup. Seasonally you'll find many apple varieties bagged for purchase, but it's more fun to head into the orchard and pick your own.

Berkshire Museum

Opened in 1903, this "universal" museum has a little bit of everything: paintings from the Hudson River School, local artifacts, and natural history specimens both animal and mineral. The Hall of Innovation showcases Berkshires innovators whose creations range from special effects for Star Wars to the paper used for U.S. currency. Don't miss the Egyptian mummy, or the aquarium with a touch tank in the basement.

Berkshire Scenic Railway Museum

In a restored 1903 railroad station, the museum's collection includes antique rail equipment, vintage items, a children's area, and a large working model railway. Short rides aboard the Lenox Jitney train from one end of the grounds to the other are available. 

10 Willow Creek Rd., Lenox, MA, 01240, USA
413-637–2210
Sight Details
Museum free
Closed Sept.--May and Sun.--Fri., May–Sept.

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Down Street Art

From late June through September, this public-arts project presents visual and performing arts events including exhibitions, video screenings, site-specific installations, and opening galas and performances.

51 Main St., North Adams, MA, 01247, USA
413-662–5253

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Eclipse Mill Artist Lofts

Originally built in the 1800s for textile manufacturing, this refurbished mill is a bustling example of how North Adams has reinvented its industrial past into an arts-focused future. In one building, you can visit a spacious artist-run gallery and several arts-based businesses, including a bookstore, a pottery studio, a movement studio, and an independent gallery. Keep an eye out for open-studio tours held by the individual artists who work there.

243 Union St., North Adams, MA, 01247, USA
413-664–4353
Sight Details
Free

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Frelinghuysen Morris House & Studio

This modernist property on a 46-acre site exhibits the works of American abstract artists Suzy Frelinghuysen and George L. K. Morris, as well as those of their contemporaries, including Pablo Picasso, Georges Braque, and Juan Gris. In addition to the paintings, frescoes, and sculptures on display, a 57-minute documentary on Frelinghuysen and Morris plays on a continuous loop. Tours are offered on the hour—just be aware that it's a long walk to the house. Painting demonstrations and workshops occasionally take place.

92 Hawthorne St., Lenox, MA, 01240, USA
413-637–0166
Sight Details
$20
Closed Nov.–mid-June

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The Guthrie Center

Arlo Guthrie fans will want to make a pilgrimage to this Interfaith church used as a community gathering space and sometimes concert venue. The church, where Guthrie's famous song “The Alice’s Restaurant Massacree” began and where the movie “Alice’s Restaurant” was filmed, hosts weekly "Hootenannies," community lunches and small concerts. 

2 Van Deusenville Rd, Great Barrington, MA, 01230, USA
413-528--1955
Sight Details
Closed Sat., Sun., Mon.

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Hancock Shaker Village

America's third Shaker community, Hancock was founded in the 1790s. At its peak in the 1840s, the village had almost 300 inhabitants who made their living farming, selling seeds and herbs, making medicines, and producing crafts. The religious community officially closed in 1960, but visitors today can still see demonstrations of blacksmithing, woodworking, and more. Many examples of Shaker ingenuity are on display: the Round Stone Barn and the Laundry and Machine Shop are two of the most interesting buildings. The Shaker focus on sustainability has been maintained in the form of water turbines, sustainable gardens, and a solar array. There's also a farm (with a wonderful barn), some period gardens, a museum shop with reproduction Shaker furniture, a picnic area, and a café. Visit in April to catch the baby animals at the farm, or in September for the country fair. Reserve early if you want a spot at the Shaker-inspired suppers in October.

Herman Melville's Arrowhead

Literary fans (and those particularly fond of Moby-Dick) will want to visit this historical 18th-century house where Herman Melville lived and wrote his most famous works. After viewing all the exhibits, take a walk around the meadow that boasts over 100 species of wildflowers, hike a trail, or just enjoy the majestic view of Mt. Greylock, the inspiration for Melville's white whale.   Mid-May through October, guided tours are offered on the hour beginning at 10 am with the last tour at 3 pm. November through mid-May, guided tours are available Saturday at 11 am. 

780 Holmes Rd., Pittsfield, MA, 01201, USA
413-442–1793
Sight Details
$20 (guided tours included)
Closed Tues. and Wed. mid-May–Oct. and Sun.–Fri. Nov.–mid-May

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Hoosac Valley Train Rides

Themed (fall foliage, Christmas, and Easter) hour-long train rides make the 10-mile journey between Adams and North Adams in restored historic cars. All trains depart from (and return to) Adams Station.

Howden Farm

About 4 miles south of the town center, you can pick raspberries from Labor Day to mid-October and pumpkins late September–October. Locals have snatched up the farm's famous sweet corn for decades.

303 Rannapo Rd., Great Barrington, MA, 01257, USA
413-229–8481

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Ioka Valley Farm

Bring the kids to this 600-acre farm whose family-friendly activities include games and tractor rides. Seasonal offerings range from pick-your-own pumpkins (mid-September–October) to cut-your-own Christmas trees (late November–late December) and a petting farm from late June through August. For a real treat, catch a weekend brunch (late February–early April) with homemade maple syrup atop pancakes, waffles, and French toast.

Monument Mountain

For great views with minimal effort, hike Monument Mountain, famous as a spot for literary inspiration. Nathaniel Hawthorne and Herman Melville trekked it on August 5, 1850, seeking shelter in a cave during a thunderstorm. There they discussed ideas that would become part of a novel called Moby-Dick. While poet William Cullen Bryant stayed in the area, he penned a lyrical poem, "Monument Mountain," about a lovesick Mohican maiden who jumped to her death from the cliffs. Most hikers find the 2½-mile loop an easy stroll.

Trailhead at parking lot on west side of U.S. 7, Great Barrington, MA, USA
413-298–3239

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Mt. Greylock State Reservation

The centerpiece of this 10,327-acre reservation south of Williamstown is Mt. Greylock, the highest point in Massachusetts at 3,491 feet, and the fictional location of Pottermore's North American school of magic, Ilvermorny School of Witchcraft and Wizardry. The reservation has facilities for cycling, fishing, horseback riding, camping, and snowmobiling. Many treks—including a portion of the Appalachian Trail—start from the parking lot at the summit in Adams, an 8-mile drive from the mountain's base.

Natural Bridge State Park

The 30-foot span that gives this 48-acre park its name crosses Hudson Brook, yielding appealing views of rocky chasms. The marble arch at the park's center rises in what functioned as a marble quarry from the early 1880s to the mid-1900s. Natural Bridge has picnic sites, hiking trails, and well-maintained restrooms. In winter the area is popular for cross-country skiing. Do check for trail closures due to maintenance before going.

Pleasant Valley Wildlife Sanctuary

Beaver ponds, hardwood forests, and sun-dappled meadows abound at this preserve run by the Massachusetts Audubon Society. Recent wildlife sightings are noted on whiteboards at the entrance and the visitor center, so you'll know what to watch for on the 7 miles of trails. These include loops that range in difficulty from a half-hour stroll around a pond to a three-hour mountain hike. Trails are also open in winter for snowshoeing. At the visitor center there's a nature play area for children.

472 W. Mountain Rd., Lenox, MA, 01240, USA
413-637–0320
Sight Details
$5
No pets allowed

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Susan B. Anthony Birthplace Museum

This museum celebrates the extraordinary life and legacy of Susan B. Anthony, who played a pivotal role in winning women the right to vote. In addition to viewing suffrage mementos, you can learn about the abolition and temperance movements, in which she also participated. 

Taft Farms

Raspberries ripen here early July–August, and you can pick your own pumpkins September and October. Grab a roast turkey (or other) sandwich, served on freshly baked bread, for a fine homemade lunch. If you have time to linger, check out the small turtle pond in the plant nursery, and see the animal area replete with goats, chickens, llamas, and more.

119 Park St. N, Great Barrington, MA, 01230, USA
413-528–1515

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