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Things to do in Pittsfield, MA

While here in Pittsfield, Massachusetts, you’re in the center of The Berkshires. And right outside our front door you’ll find a neighborhood sprinkled with restaurants, culture, shopping, and history.

Ask our Guest Service Team for some suggestions. They’re all experts in the area and can help you discover both our neighborhood and the region.

Some exploration starters…


Barrington Stage Company

A professional, award-winning Equity regional theatre that was founded in 1995, the BSC has a three-fold mission: present topnotch compelling work, develop new plays and musicals, and find fresh, bold ways to bring new audiences into the theatre – especially young people. Visit their website to learn more about this season’s calendar:

Beacon Cinema

Just down the street from Hotel on North, this independent movie theater provides stadium seating, screens first-run films and offers beer & wine. For more information and show times, visit

Berkshire Museum

A Smithsonian affiliate, The Berkshire Museum is open from 10am – 5pm Monday through Saturday and 12pm to 5pm on Sunday. The museum integrates art, history, and natural science in a wide range of programs and exhibitions that inspire educational connections…and are fun for all ages. Little Cinema is open year-round… Feigenbaum Hall of Innovation, Worlds in Miniature, Aquarium, and other exhibits are ongoing. Visit for more details.

The Colonial Theatre (Berkshire Theatre Group)

A 780-seat theater built in 1903 and reopened in 2006 following a $21 million restoration. It’s a year-round home for entertainment, comedy, live music and more. Inside the lobby, you’ll find The Garage, a dedicated space for local and regional music performers. Check out what’s on the schedule at

Hotel on North guests can save 20% on Berkshire Theatre Group Tickets!

Lichtenstein Center for the Arts

The Lichtenstein Center for the Arts is a community arts center housed in a historic building in Pittsfield’s Upstreet Cultural District.  Inside, there’s an exhibiting art gallery and performance area, workshops, working artist studios, a ceramic studio and a darkroom. Located at 28 Renne Avenue off of Fenn Street, the gallery hours are Wednesdays through Saturdays, 11am to 4pm. Vist for more information.


Dory & Ginger

299 North Street
Pittsfield, MA 01201

“We have treasures for your home and lifestyle, along with the perfect gift for that special someone or that occasion that begs for something unique. So, come in and share a laugh, enjoy the atmosphere, soak in the aesthetic of the most fabulous store ever!”

Balderdash Cellars

“Boutique downtown winery offering Saturday tastings with live music at various venues around town.”



436 North Street
Pittsfield, MA 01201

“An eclectic mix of items… with the largest selection of Mid-Century/Danish Modern furnishings in the area”


50 Elm Street
Pittsfield, MA 01201

“Multiple brands ranging from Free People to Band of Gypsies. Women’s clothing is our specialty!”

Museum Facsimiles Outlet Store

31 South Street
Pittsfield, MA 01201

“A gem of a shop…highlights include baby gifts, small leather goods, and wall décor.”

Paul Rich and Sons

242 North Street
Pittsfield, MA 01201

“Distinctive home furnishings and design that celebrates everyday life!”

Steven Valenti Clothing

157 North Street
Pittsfield, MA 01201

“Offering hand-picked menswear and one-on-one customer service for over 27 years.”

Township Four

419 North Street
Pittsfield, MA 01201

“Floristry and home in The Berkshires.”


Dottie’s Coffee Lounge

444 North Street
Pittsfield, MA 01201

“A coffee shop that loves people and coffee… made with the finest beans by highly trained coffee professionals who love their job as a Barista.”

Flavours of Malaysia

75 North Street
Pittsfield, MA 01201

“Freshly prepared Chinese, Indian & Thai dishes are in the mix at this casual Asian spot.”

Panchos Mexican Restaurant

154 North Street
Pittsfield, MA 01201

“Enchiladas, burritos, margaritas & other traditional fare offered in a laid-back cantina”

Methuselah Bar and Lounge

391 North Street
Pittsfield, Massachusetts 01201

“A casual, rustic chic parallel universe where all the world’s problems are solved thru belly laughs, Walt Whitman, and love.”

Mission Bar + Tapas

438 North Street
Pittsfield, MA 01201
(we’d give you the number, but they have no phone…we swear)

“Food + Drink + Music”

Sen Sushi

48 North Street
Pittsfield, MA 01201

“Sushi chefs prepare classic rolls…Energetic hibachi chefs grill classic dinners.”

District Kitchen & Bar

40 West Street
Pittsfield, MA 01201

“Contemporary American cuisine with gastropub influences.”


1264 East Street
Pittsfield, MA 01201

“Longtime low-key Italian restaurant serving pasta, salads and such for sharing.”

La Fogata

770 Tyler Street
Pittsfield, MA 01201

“Informal eatery offering traditional Colombian & Latin American platters & a global beer list.”

Tito’s Mexican Grill

34 Depot Street
Pittsfield, MA 01201

“Offering a lunch and dinner menu that’s fit for any occasion with indulgent desserts and fruity margaritas.”

Trattoria Rustica

27 McKay Street
Pittsfield, MA 01201

“Authentic ‘Cucina Napoletana’ in the heart of downtown Pittsfield.”

Also check out…

This local calendar of events and happenings is kept scrupulously up-to-date by our friends at Downtown Pittsfield, Inc. From the local Farmer’s Market, to Artswalk’s year-round First Fridays visual arts event, the seasonal Third Thursday’s Street Festival, and more…you will never run out of cool things to do in the neighborhood.