Pittsfield · Berkshire County, MA
Family things to do in Pittsfield
Scout analyzed 49 Pittsfield places and surfaced the ones that actually fit family.
Places analyzed
49
Matches
21
Typical spend
—
Typical visit
1.8 hr
Scout-verified spots

Outdoors
Mass Audubon's Pleasant Valley Wildlife Sanctuary
Nature walks & rugged hikes in a landscape of forests, meadows & marshes known for resident beavers.

Outdoors
Mount Greylock State Reservation
With hiking & a summit road in season, the highest point in the state offers 60- to 90-mile views.

Outdoors
Monument Mountain
Mountain park with an Indian monument, hiking trails, skiing, hunting, picnicking & birding.

Arts & Culture
Berkshire Museum
A natural-history & art museum with frequent temporary exhibitions & a small art-house cinema.

Arts & Culture
MASS MoCA
Celebrated museum & performing arts center highlighting the work of contemporary artists since 1999.

Outdoors
Wahconah Falls State Park
48-acre wooded state park with waterfalls, picnic areas & hiking trails, plus fishing & restrooms.

Arts & Culture
Hancock Shaker Village
A living Shaker history museum with restored buildings, crafts & activities plus a cafe & shop.

Outdoors
Berkshire Botanical Garden
15 acres of flower beds, ponds & gardens for strolling & picnicking, plus exhibits & events.

Arts & Culture
Naumkeag
Visitors can tour this spacious, 19th-century summer home & picnic on its landscaped grounds.

Sports & Recreation
Olivia's Overlook at Yokun Ridge Reserve

Lenox
Ventfort Hall Gilded Age Mansion & Museum
Restored, listed Jacobean revival mansion built in 1893 & open for tours & events.

Outdoors
The Common

Outdoors
Natural Bridge State Park
An abandoned marble quarry with a naturally formed arch & a man-made dam, both of white marble.

Outdoors
October Mountain State Forest
Home to the famed Appalachian Trail, this expansive forest offers camping, hiking & a fishing lake.

Arts & Culture
Clark Art Institute
Museum set on 140 lush acres & showcasing 19th-century American & European paintings, silver & more.

Arts & Culture
The Mount, Edith Wharton Cultural Center
Author Edith Wharton's turn-of-the-century estate offers tours & hosts frequent cultural events.

Outdoors
Bash Bish Falls State Park
Forested park with varied trails leading to a tall single-drop waterfall, plus picnic areas.

Arts & Culture
Norman Rockwell Museum
Significant collection of the artist's original work & memorabilia on display in his hometown.

Arts & Culture
Boyd-Quinson Theater: Barrington Stage Company
Theater company with 3 stages & a focus on new works, also presents musicals, comedies & dramas.

Sports & Recreation
Wyndhurst Golf & Club
High-end rooms & suites on 380 acres, plus numerous sports facilities & dining options.

Arts & Culture
The Colonial Theatre: Berkshire Theatre Group
Opulent historic 760-seat space, part of the Berkshire Theatre Group, presents plays, music & dance.
No reservation needed
Walk in tonight.
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