Local Attractions
Outdoor Activities
Arcadian Shop
The place to go in the Berkshires for outdoor clothing and equipment. They feature bicycles, kayaks, and stand-up paddleboards (SUP’s) for sale or rent. Located next to Kennedy Park, providing hundreds of acres of public trails accessible from their parking lot, for biking and hiking. Watercraft delivery to the public boat launch at Stockbridge Bowl or the Housatonic River, in southern Berkshire County, is available for an additional fee.
Lenox, MA 01240
Berkshire Outfitters
Berkshire Outfitters has a great selection of bicycles, canoes, kayaks and SUP’s for sale or rent. Located only 300 yards from the paved Ashwillticook Rail Trail for those looking to take a relaxed bike tour in northern Berkshire County. Shuttles are available to transport watercraft to nearby Cheshire Reservoir, a 1.5 mile long, pleasant recreational lake, for an additional fee. They also carry camping gear, hiking equipment and footwear for all your outdoor excursions.
Adams, MA 01220
Cinch ‘em Up Stables
Enjoy some fun family time at Cinch ‘em Up Stables. They offer 1 hour and ½ hour horseback and pony trail rides. The stable sits on 430 acres of open fields and wooded mountain trails, with the Kinderhook Creek flowing through the entire property. Experience the beautiful scenery and native wildlife on horseback! Jiminy™ lodging guests can save 10%. Reservations are recommended.
Stephentown, NY 12168
Donnybrook Country Club
Donnybrook Country Club has closed and re-opening plans have not been announced. We will update this entry as information becomes available.
Lanesborough, MA 01237
Ioka Valley Farm
Ioka Valley Farm is home to natural, hormone free beef, perfect pumpkins & squash, fragrant, real Christmas trees, contented farm animals, pure maple syrup, and specialty maple products. Ioka Valley Farm is a diversified, family owned and operated working farm dedicated to providing high quality locally grown products as well as enjoyment for all ages. Open seasonally, so please call ahead for hours & activities.
Hancock, MA 01237
Waubeeka Golf Links
Waubeeka Golf Links is an 18-hole championship golf course, with driving range, putting green and restaurant, open to the public. Golfers will enjoy pristine course conditions as well as breathtaking views of the mountains, including Mount Greylock, the highest peak in Massachusetts. The large, undulating greens and many elevation changes ensure the course is a fun golf experience, while challenging for players of all ability levels.
Williamstown, MA 01267
Historical Points of Interest
Berkshire Museum
Berkshire Museum founder Zenas Crane, inspired by such institutions as the American Museum for Natural Science, the Smithsonian, and the Metropolitan Museum of Art, decided to blend the best attributes of these establishments in a new museum for the people of Western Massachusetts. Thanks to Crane’s efforts, the broad and varied collections of Berkshire Museum include objects from virtually every continent, from important fine art and sculpture to natural science specimens and ancient artifacts.
Pittsfield, MA 01201
Braveheart Books & Bazaar
Located 10 minutes west of Jiminy Peak® on Route 43, just outside the village of Stephentown, is a cozy pre-civil war general store and post office that is now home to Braveheart Books & Bazaar. They offer gently used books, vinyl records, clothing, art, crafts, and retro-treasures. Open 11 am – 6 pm, Friday – Monday, during spring, summer, and fall. Stop in and ask Orson the Bookstore Cat to help you find your treasure!
Stephentown, NY 12169
Clark Art Institute
The Clark Art Institute has become one of the most beloved and respected art museums in the world, known for its intimate galleries and stunning natural environment. One of the few institutions in the United States that combines a public art museum with research and academic programs, the Clark is now a leading international center for research and discussion on the nature of art and art history.
Williamstown, MA 01267
Hancock Shaker Village
Hancock Shaker Village brings the Shaker story to life and preserves it for future generations.Go back in time, forward in thought. A living history museum, Hancock Shaker Village consists of 750 acres of farmland, woods and pasture, 20 historic buildings, and a premier collection of Shaker furniture and artifacts.
Pittsield, MA, 01201
Mass MoCA
Massachusetts Museum of Contemporary Art (MASS MoCA) is one of the world’s liveliest centers for making and enjoying today’s most evocative art. With vast galleries and a stunning collection of indoor and outdoor performing arts venues, MASS MoCA is able to embrace all forms of art: music, sculpture, dance, film, painting, photography, theater, and new, boundary-crossing works of art that defy easy classification.
North Adams, MA, 01247
Norman Rockwell Museum
Norman Rockwell Museum is dedicated to the enjoyment and study of Rockwell’s work and his contributions to society, popular culture, and social commentary. The Museum houses the world’s largest and most significant collection of Rockwell’s work, including 998 original paintings and drawings. The Museum also houses the Norman Rockwell Archives, a collection of more than 100,000 items, including working photographs, letters, personal calendars, fan mail, and business documents.
Stockbridge, MA 01262
Cultural Attractions
Jacob’s Pillow Dance Festival
“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. Its mission is to support dance creation, presentation, education, and preservation; and to engage and deepen public appreciation and support for dance.
Becket, MA, 01223
Mac Hayden Theatre
A mutual love of musical theatre led co-founders Linda MacNish and Lynne Haydn to put on musicals in Chatham, NY, for one summer in 1969. The Mac-Haydn Theatre proves our area can and will support good theatre. After almost 50 years, the Mac-Hayden Theatre continues to bring quality Broadway musicals to our area!
Chatham, NY, 12037
Mahaiwe PAC
The mission of The Mahaiwe Performing Arts Center (pronounced muh-HAY-we) is to be the leading year-round presenter of performing arts, film, and educational programs for the Berkshires and neighboring communities. Through programs of the highest quality in dance, music, theatre and opera, we ensure a diversity of talent on the stage of our newly restored historic theater, at ticket prices affordable to our community. Our goal is to present available programs that appeal to all ages and interests.
Great Barrington, MA 01230
Shakespeare & Company
Shakespeare & Company was founded in 1978 to create a theatre of unprecedented excellence in Performance, Training, and Education. We aspire to perform as the Elizabethans did—in love with poetic language, visceral experience, and the mysteries of the universe, while rooted in the classical ideals of inquiry, balance and harmony.
Lenox, MA 01240
Tanglewood
Tanglewood is a music venue in Lenox. It has been the summer home of the Boston Symphony Orchestra since 1937 and is home to three music schools. Besides classical music, Tanglewood hosts the Festival of Contemporary Music, jazz and popular artists, concerts, and frequent appearances by James Taylor, John Williams, and the Boston Pops.
Lenox, MA 01240
Williamstown Theatre Festival
Since 1955, the Williamstown Theatre Festival has brought America’s finest actors, directors, designers, and playwrights to the Berkshires. Each season is designed to present unique opportunities for artists and audience alike, revisiting classic plays with innovative productions, developing and nurturing bold new plays and musicals, and offering an array of accompanying cultural events.
Williamstown, MA 01267