- Our list of the best things to do in Pittsfield, Massachusetts, features the top 104 nearby activities — including 61 great attractions with user approval ratings of 90% or more!
- Pittsfield, MA has a variety of great sights and experiences nearby. Top categories include: Museums & Galleries, Entertainment & Shows, Outdoor Places, and Sights & Landmarks.
- The results below include the top 18 things to do within the city of Pittsfield, MA , followed by 86 popular activities in nearby cities, including Lenox, North Adams, Williamstown, Great Barrington, Lee, Charlemont, Stockbridge and Ashfield
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541
5.5 Miles
Kennedy Park is a park known for its multiple hiking and mountain biking trails of various difficulty levels. Attractions include hiking, mountain biking, horseback riding, picnicking, and cross country skiing.
5.7 Miles
With trails going through the surrounding hills and mountains, Aspinwall Equestrian Center lead horseback rides for riders of all skill levels. Before the trip, the visitors can learn the basics of horseback riding from experienced instructors.
5.7 Miles
100%
7 votes
472 W Mountain Road, Lenox, MA 01240
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Featuring over 1,000 acres of protected land, the Mass Audubon Pleasant Valley Wildlife Sanctuary is a preserve popular among nature lovers. Visitors commonly enjoy hiking through the sanctuary, viewing the native plants and wildlife that call the location home.
6.6 Miles
Featuring gifts in the theme of Judaism, Lenox Judaica offers hand crafted goods from local and international artists. The gallery has gifts for special events like Hanukkah, bat mitzvahs, weddings, and more.
6.6 Miles
Combining the founder's two passions, art and Judaism, Lenox Judaica is a collection and gallery of Jewish inspired artwork and many ceremonial items. Some available items include candles, art, Ellis Island dolls, dreidels, and gifts for Bar and Bat Mitzvahs.
6.8 Miles
Berkshire Scenic Railway Museum features the restored Lenox Station which dates back to 1903 and houses a number of interactive railroad exhibits which include vintage engines, passenger cars and the Yokun block station.
6.8 Miles
Constructed in 1815 in the Greek-revival architectural style, the Lenox Library today functions as a reference center with its extensive collection of books on a variety of topics, in addition to the numerous cassettes and videos that make up the music section.
6.8 Miles
Lenox Mountain is a scenic green mountain that is home to a wide variety of plant and animal species. The hiking trails that surround and lead up the mountain offer striking views of the surrounding area.
6.8 Miles
Lenox' Ventfort Hall is a massive Gilded Age mansion and museum filled with sumptuous furnishings, elaborate textiles, sterling silver appointments and other luxuries. It is also available for weddings and other large events.
6.8 Miles
The family owned and operated Berkshire Canoe Tours offers guided canoe trips on the Housatonic River. Guests might see red-tail hawks, owls, Great Blue Heron, painted turtles, or other wildlife in the course of a ninety minute tour.