Best of the Berkshires Guidebook
Live Music & Performance Arts
Tanglewood is a “must see” for any visit to the Berkshires and only a 15 minute drive from the house!
Tanglewood is one of the world’s most beloved music festivals, with an annual music series showcasing classical, pop and contemporary artists, and has been setting the standard for picknicking since 1937.
398 locals recommend
Tanglewood
Tanglewood is a “must see” for any visit to the Berkshires and only a 15 minute drive from the house!
Tanglewood is one of the world’s most beloved music festivals, with an annual music series showcasing classical, pop and contemporary artists, and has been setting the standard for picknicking since 1937.
Jacob’s Pillow is lauded worldwide as a “hub and mecca of dancing” (TIME Magazine), “one of America’s most precious cultural assets” (Mikhail Baryshnikov), and “the dance center of the nation” (The New York Times).
“The Pillow” is a treasured 220-acre National Historic Landmark, a recipient of the prestigious National Medal of Arts, and home to America’s longest-running international dance festival.
257 locals recommend
Jacob's Pillow
358 George Carter RdJacob’s Pillow is lauded worldwide as a “hub and mecca of dancing” (TIME Magazine), “one of America’s most precious cultural assets” (Mikhail Baryshnikov), and “the dance center of the nation” (The New York Times).
“The Pillow” is a treasured 220-acre National Historic Landmark, a recipient of the prestigious National Medal of Arts, and home to America’s longest-running international dance festival.
Shakespeare & Company has been one of the premiere cultural attractions of Berkshire County, and a globally recognized landmark for theatrical performance, arts education, and professional training
134 locals recommend
Shakespeare & Company
70 Kemble StShakespeare & Company has been one of the premiere cultural attractions of Berkshire County, and a globally recognized landmark for theatrical performance, arts education, and professional training
Winery
Balderdash Cellars
81 State RdMuseums
The Mount, Edith Wharton's Home
2 Plunkett StHancock Shaker Village
1843 W Housatonic StNorman Rockwell Museum
9 Glendale RdThe Clark Art Institute
225 South StMASS MoCA
1040 Mass MoCA WaySpa / Resorts / Yoga
Miraval Berkshires
55 Lee RdCanyon Ranch Lenox
165 Kemble StKripalu Center For Yoga & Health
57 Interlaken RdOutdoor Activities
Berkshire Botanical Garden was established in 1934 and is one of New England’s oldest public gardens. The garden spans 15 acres filled with more than 3000 plant species and varieties, many which are indigenous to the Berkshires. Classes, workshops, lectures, exhibits and special events are offered year-round, and the display gardens can be toured daily (check website for more details https://www.berkshirebotanical.org/).
118 locals recommend
Berkshire Botanical Garden
5 W Stockbridge RdBerkshire Botanical Garden was established in 1934 and is one of New England’s oldest public gardens. The garden spans 15 acres filled with more than 3000 plant species and varieties, many which are indigenous to the Berkshires. Classes, workshops, lectures, exhibits and special events are offered year-round, and the display gardens can be toured daily (check website for more details https://www.berkshirebotanical.org/).
Local apple orchard and farm market store. The cider donuts are a must-have!
27 locals recommend
Bartlett's Orchard
575 Swamp RdLocal apple orchard and farm market store. The cider donuts are a must-have!
A historic 18-hole Massachusetts golf course combines spectacular views with challenging golf
Wyndhurst Manor & Club
55 Lee RdA historic 18-hole Massachusetts golf course combines spectacular views with challenging golf
This 1,100-acre wildlife sanctuary, along the slopes of Lenox Mountain, features 7 miles of hiking trails and offers nature programs for adults and children throughout the year.
41 locals recommend
Mass Audubon's Pleasant Valley Wildlife Sanctuary
472 W Mountain RdThis 1,100-acre wildlife sanctuary, along the slopes of Lenox Mountain, features 7 miles of hiking trails and offers nature programs for adults and children throughout the year.
Hit the slopes at this family friendly local ski resort. There are also great hikes to take advantage of during the non-winter months!
115 locals recommend
Bousquet Ski Area
101 Dan Fox DrHit the slopes at this family friendly local ski resort. There are also great hikes to take advantage of during the non-winter months!
Ski Butternut
380 State RdOtis Ridge
159 Monterey RdExpansive highlands, distinctive mountains, layered ridgelines, lush river walks and shaded glens are part of the A.T.’s diverse and captivating experiences through the Berkshire region of Massachusetts.
Appalachian Trail
Appalachian TrailExpansive highlands, distinctive mountains, layered ridgelines, lush river walks and shaded glens are part of the A.T.’s diverse and captivating experiences through the Berkshire region of Massachusetts.
Monument Mountain
Mount Greylock
Traveler advice
Getting around
Renting a car is necessary in order to get around.
You will need a car in order to take advantage of everything the Berkshires has to offer.
Nearby airports: Albany International Airport (50.3 miles), Bradley International Airport (76.7 miles)