Pittsfield, Berkshire County, MA
Places to go in Pittsfield
49 scouted venues — the coffee shops, restaurants, parks, and hidden corners we think are worth your time.
Food & Drink
99 Restaurants
Kid-friendly pub chain offering classic fare like burgers, wings & salads in informal surrounds.
609 Merrill Rd, Pittsfield, MA 01201, USA
Nightlife
Antimony Brewing - Craft Brewery & Kitchen
55 Pittsfield Rd, Lenox, MA 01240, USA
Food & Drink
Applebee's Grill + Bar
Full-service chain bar & grill providing hearty American eats in an informal setting.
Berkshire Crossing Shopping Center, 555 Hubbard Ave, Pittsfield, MA 01201, USA
Outdoors
Bash Bish Falls State Park
Forested park with varied trails leading to a tall single-drop waterfall, plus picnic areas.
Falls Rd, Mt Washington, MA 01258, USA
Food & Drink
BB's Hot Spot at The Lantern Bar
455 North St, Pittsfield, MA 01201, USA
Outdoors
Berkshire Botanical Garden
15 acres of flower beds, ponds & gardens for strolling & picnicking, plus exhibits & events.
5 W Stockbridge Rd, Stockbridge, MA 01262, USA
Arts & Culture
Berkshire Museum
A natural-history & art museum with frequent temporary exhibitions & a small art-house cinema.
39 South St, Pittsfield, MA 01201, USA
Arts & Culture
Boyd-Quinson Theater: Barrington Stage Company
Theater company with 3 stages & a focus on new works, also presents musicals, comedies & dramas.
30 Union St, Pittsfield, MA 01201, USA
Food & Drink
Chocolate Springs Cafe
55 Pittsfield Rd, Lenox, MA 01240, USA
Arts & Culture
Clark Art Institute
Museum set on 140 lush acres & showcasing 19th-century American & European paintings, silver & more.
225 South St, Williamstown, MA 01267, USA
Food & Drink
District Kitchen & Bar
Intimate tavern featuring seasonal American fare in a modern setting, plus craft brews & cocktails.
40 West St, Pittsfield, MA 01201, USA
Food & Drink
Dottie's Coffee Lounge
Upbeat coffee shop offering espresso drinks, light breakfast/lunch fare & jazz brunch on Sundays.
444 North St, Pittsfield, MA 01201, USA
Arts & Culture
Hancock Shaker Village
A living Shaker history museum with restored buildings, crafts & activities plus a cafe & shop.
1843 W Housatonic St, Pittsfield, MA 01201, USA
Nightlife
Hangar Pub and Grill of Pittsfield
1350 East St, Pittsfield, MA 01201, USA
Food & Drink
Haven
Upscale American breakfast & lunch cafe with an in-house bakery & patio seating.
8 Franklin St, Lenox, MA 01240, USA
Arts & Culture
Koussevitzky Music Shed
This contemporary open-air concert hall at the Tanglewood Music Center has a roof & lawn seating.
297 West St, Lenox, MA 01240, USA
Wellness
Kripalu Center For Yoga & Health
57 Interlaken Rd, Stockbridge, MA 01262, USA
Food & Drink
La Fogata | Colombian • Latin
Informal eatery offering traditional Colombian & Latin American platters & a global beer list.
770 Tyler St, Pittsfield, MA 01201, USA
Shopping
Lee Premium Outlets
17 Premium Outlet Blvd, Lee, MA 01238, USA
Outdoors
Mass Audubon's Pleasant Valley Wildlife Sanctuary
Nature walks & rugged hikes in a landscape of forests, meadows & marshes known for resident beavers.
472 W Mountain Rd, Lenox, MA 01240, USA
Arts & Culture
MASS MoCA
Celebrated museum & performing arts center highlighting the work of contemporary artists since 1999.
1040 Mass MoCA Way, North Adams, MA 01247, USA
Food & Drink
Mazzeo's Ristorante
Buzzy, family-owned Italian mainstay known for its housemade ingredients and extensive wine list.
1015 South St, Pittsfield, MA 01201, USA
Nightlife
Methuselah Bar and Lounge
Rustic-chic eatery & lounge serving organic wines & craft beer paired with local New American fare.
391 North St, Pittsfield, MA 01201, USA
Wellness
Miraval Berkshires Resort and Spa
55 Lee Rd, Lenox, MA 01240, USA