Things To Do

Your Guide to the Berkshires


Our popular region offers activities that stimulate the senses and energize the body. During the summer and spring, visit the area’s many museums, theaters, concert halls and historic homes. The county’s lakes and rivers are perfect for boating, kayaking, swimming and fishing. Take advantage of the miles of country lanes for hiking and biking, enjoy a round of golf with your business partners, go fishing or kayaking in a neighboring lake or go zip-lining with the kids on a nearby mountain. In cooler weather, enjoy the fall foliage season with numerous outdoor bazaars, parades and entertainment.

Please feel free to ask our front desk for advice or assistance, we welcome the opportunity to help you enjoy and take advantage of all the Berkshires have to offer.


Beacon Theatrelocated in Pittsfield, is a multiplex theatre which features all first run movies.

The Triplex Cinema, located in Great Barrington, features a quality selection of first run movies and independent films. They are also the home of the annual Berkshire International Film Festival.


Berkshire Botanical Gardens offers visitors a peaceful refuge of natural beauty and stunning display of gardens. Their fall Harvest Festival is the largest and longest-running event of its kind in the county.

Hiking & Wellness

Appalachian Trail/Mt. Greylock, Massachusetts highest peak, offers tremendous views of the county.

Harmony Trails Horseback Riding offers scenic, guided trails for riders of all experience levels. Reserve your ride to take in phenomenal views of the Berkshires.*

Kennedy Park offers some of the best views in Berkshire County. With a total of 180 acres, it features 7 trails with excellent signage and varying degrees of difficulty.*

Kripalu Institute is the largest center for yoga and holistic health in the United States.

Pleasant Valley Wildlife Sanctuary encompasses 1,500 acres of forest, brooks, beaver ponds, meadows, and slopes in the beautiful Lenox Mountain. The sanctuary’s vast landscape also features seven miles of scenic trails, a hemlock gorge, a limestone cobble, a hummingbird garden and a May-to-October trailside museum.*

Tyringham Cobble is a two-mile trail that runs to the summit of Cobble Hill, 400 feet above the valley floor. Several rock outcrops offer sweeping views of Tyringham Valley with Hop Brook and the village below.*

Historical Homes

Arrowhead is the 18th century farmhouse where Herman Melville wrote his epic, Moby Dick.

The Mount, Edith Wharton’s 1902 estate and gardens is located right next-door to the Seven Hills Inn.

Frelinghuysen Morris House & Studio is the home of American abstract artists. View an exquisite collection of American and European cubist art.

Naumkeag, a gilded age mansion located in Stockbridge, set on ten acres of gardens. This home features original art and furnishing.


Tanglewood is the summer home to the Boston Symphony Orchestra. Vibrant mix of musical styles and forms are played all summer long.*


The hidden local treasure, Route 7, from Great Barrington to Sheffield, is home to many antique shops.

Lee Premium Outlets offers over 60 brand name and designer outlet stores.


At Animagic Museum of Animation Special Effects and Art guests can view technologies from the movies like X-Men, Predator & Chicken Run. Make an appointment to create your own animation movie!*

Berkshire Museum features collections ranging from fine art, to history, to antiques and an aquarium, there is an event and activity for all ages!*

Berkshire Scenic Railway Museum is the restored 1903 Lenox Station museum with interactive railroad exhibits and gift shops.*

Chesterwood, located in Stockbridge, is the country home, studio and gardens of America’s foremost most sculptor of public monuments, Daniel Chester French.

Hancock Shaker Village is a historic site in western Massachusetts, interpreting the lives of the Shakers who lived there from 1783 to 1960. Experience the extraordinary farm and barn architecture, especially in the round stone barn.*

Norman Rockwell Museum, located in Stockbridge, presents the world’s largest collection of original Norman Rockwell art.*

Susan B. Anthony Birthplace Museum displays textiles, furnishing and memorabilia that highlight the familial, cultural and regional influences which shaped Susan B. Anthony.

Ventfort Hall Mansion is located in the heart of Lenox. This gilded age museum is open daily and features tours, exhibits, performances, lectures, teas and kids’ programs.*

Mass MoCA, Massachusetts Museum of Contemporary Art, is one of the largest centers of contemporary visual and performing arts in the country.*

Williams College Museum of Art houses over 13,000 works that span the history of art with the emphasis on modern and contemporary art.

The Clark Art Institute is an internationally renowned museum and research center with outstanding collections of European & American art.*

Theatre & Dance

Barrington Stage Company produces some of the most innovative, high-quality regional theatre anywhere.

Berkshire Theatre Group is the third oldest theatre in the nation.

Jacob’s Pillow Dance Festival is an intimate and powerful dance experience like no other, bringing top-notch dance troops from every corner of the earth to the Berkshires.

Mahaiwe Performing Arts Center is a year-round arts center and restored historic theatre that presents dynamic music, theatre, dance and family events.

Shakespeare & Company is one of the largest and finest Shakespeare festivals in North America!*

Williamstown Theatre Festival is a summer-long celebration of theatre that brings together a vast and impressive array of top-name actors and offers audiences varied cultural experiences.


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