The Berkshires
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.
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34 Recommendations
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21. 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., Massachusetts, 01257, USA413-229–8481 -
22. 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.
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23. 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, Massachusetts, USA413-298–3239 -
24. 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.
30 Rockwell Rd., Massachusetts, 01237, USA413-499–4262 -
25. 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.
McCauley Rd., Massachusetts, 01247, USA413-663–6392 -
Recommended Fodor’s Video
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26. Norman Rockwell Museum
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, Massachusetts, 01262, USA413-298–4100Sight Details
Rate Includes: $20, Closed Wed. -
27. 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., Massachusetts, 01240, USA413-637–0320Sight Details
Rate Includes: $5, No pets allowed -
28. 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. Definitely worth a look is the collection of 19th-century postcards supporting these three campaigns.
67 East Rd., Massachusetts, 01220, USA413-743–7121Sight Details
Rate Includes: $10 -
29. Taft Farms
Raspberries ripen here early July–August, and you can pick your own pumpkin 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.
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30. The Wit Gallery
If you walked past this gallery, you'd inevitably end up ducking in for a closer inspection of the stunning glassworks in the windows. The expertly curated selection inside has more to offer, however, including everything from wooden sculptures to cold-cast metal faces, almost every piece demanding attention.
27 Church St., Massachusetts, 01247, USA413-637–8808Sight Details
Rate Includes: Free -
31. Vault Gallery
Housed inside a former bank, this small art gallery based on French salon galleries includes the vault room with the original safe door intact. While the building itself is impressive, the gallery also features artwork by owner Marilyn Kalish in a variety of media, as well as some work by other artists and a small collection of antiques.
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32. Ventfort Hall Mansion and Gilded Age Museum
Built in 1893, Ventfort Hall was the summer "cottage" of Sarah Morgan, the sister of financier J. P. Morgan. Lively tours offer a peek into the lifestyles of Lenox's superrich "cottage class." The museum's temporary exhibits explore the role of Lenox and the Berkshires as the era's definitive mountain retreat. Victorian high tea served during guest lectures and workshops is among the highlights.
104 Walker St., Massachusetts, 01240, USA413-637–3206Sight Details
Rate Includes: $18, Self-guided audio tour is available -
33. Western Gateway Heritage State Park
The old Boston & Maine Railroad yard is the site of this park whose free museum has exhibits that trace the construction of the Hoosac Tunnel and the impact of train travel on the region. A scale model of North Adams in the 1950s is on display, and there's a short film that documents the intense labor required to construct the nearby Hoosac Tunnel; the tunnel is best viewed from a pedestrian bridge one block from the park where you can see the tracks as they disappear into the tunnel.
9 Furnace St., Bldg. 4, Massachusetts, 01247, USA413-663–6312Sight Details
Rate Includes: Free, Museum closed Tues. and Wed. Nov.--Apr. -
34. Whitney's Farm
In addition to offering pick-your-own blueberries, tomatoes, and pumpkins on a seasonal basis, Whitney's sells fresh produce, herbs, and dairy products. A deli and a bakery are also on-site, as well as an outdoor playground and greenhouse.
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