The Berkshires are a popular tourist attraction and vacation getaway, serving the same function in relation to Connecticut and Massachusetts that the Catskills do in New York and the Poconos for Pennsylvania. With numerous trails, including part of the Appalachian Trail, large tracts of wilderness, parks like Kent Falls, Berkshire Botanical Garden and Hebert Arboretum the Berkshires are very popular with nature lovers. The range includes Bash Bish Falls, the tallest waterfall in Massachusetts.
Northwestern Connecticut features the covered bridges of Kent and West Cornwall, fly fishing, canoeing and spectacular fall foliage along the Housatonic River valley and the quiet woods and lichen-covered cracked granite hills of the Appalachian trail.
Tanglewood Music Center in Lenox is the summer home of the Boston Symphony Orchestra. The Chapin Library at Williams College displays a wide selection of rare books and documents. The Norman Rockwell Museum, Clark Art Institute, Massachusetts Museum of Contemporary Art (MassMoCA), and Williams College Museum of Art (WCMA) comprise the region's diverse selection of art museums, and Gallery 51, Carrie Haddad Gallery and Kolok Gallery are three of the Area's highly regarded private art galleries.
The area is also home to numerous summer stock theatre festivals, such as the Williamstown Theatre Festival (Williamstown), Berkshire Theatre Festival (Stockbridge), Shakespeare and Company (Lenox), and plays host to America's first and longest-running dance festival, Jacob's Pillow. The Berkshires are also home to dozens of summer camps, some of which date back to the turn of the 20th Century, the oldest being Becket Chimney Corners YMCA. Also, one of the most impressive camps being the all-boys camp Camp Greylock.