1
Thrive Diner
Vegan restaurant
👍👍 During a recent leaf peaking trip to the Berkshires we found this wonderful vegetarian restaurant. Thinking it was a typical diner with some vegetarian options, we were surprised at all the tasty vegetarian options. The burger was served with grilled mushrooms and cheese that was fabulous. The ap...
$$ $$
4.90 (280 reviews)
3
Colonial Theatre
Performing arts theater
Opulent historic 760-seat space, part of the Berkshire Theatre Group, presents plays, music & dance.
4.80 (344 reviews)
4
Over The Moon Farmstead Restaurant & Taproom
Restaurant
👍👍 Beautiful views, delicious meads & beer, wonderful hosts & staff, nicely decorated & comfortable rooms and amazing food as well as open mic on Thursday nights. What a great experience! We traveled all the way from Oklahoma and will definitely be back! Cheers to what Berniece & Michael have created a...
4.80 (271 reviews)
5
Sibaritas
Restaurant
👍👍 Our family was visiting Hancock Shaker Village on a Sunday in Pittsfield, MA. I called and asked if they could accommodate a party of 11, the individual who answered the phone said, Yes, and was so welcoming and kind. The restaurant is in a restored home outside of Pittsfield Center about 6 miles fr...
4.80 (255 reviews)
6
Barnes & Noble
Book store
Bookseller chain stocking housebrand eReader, plus a broad selection of titles for adults & kids.
$$ $$
4.60 (547 reviews)
7
District Kitchen & Bar
American restaurant
Intimate tavern featuring seasonal American fare in a modern setting, plus craft brews & cocktails.
$$ $$
4.60 (466 reviews)
9
Mazzeo's Ristorante
Italian restaurant
Buzzy, family-owned Italian mainstay known for its housemade ingredients and extensive wine list.
$$$ $
4.50 (1K reviews)
11
Teo's
Hot dog restaurant
👍👍 I mean, what can be bad about gut bombs covered in chili sauce! Cash only! And you will leave with a smile on your face.
$ $$$
4.50 (899 reviews)
12
Five Guys
Fast food restaurant
Fast-food chain with made-to-order burgers, fries & hot dogs, plus free peanuts while you wait.
$$ $$
4.50 (898 reviews)
13
CRUST
Pizza restaurant
👍👍 This place was a great surprise!
The thin crust makes this pizza. It's the perfect amount of crunchy and chewy.
The red sauce is house made and absolutely noticeable from the first bite. Iy tasted so fresh that I wanted more to dip my crust in.
The size and price are right, they allowed us to try...
4.70 (252 reviews)
14
Old Man Jeff's Barbecue Company
Restaurant
👍👍 This good sized restaurant is tucked into Porter Plaza, at the northern edge of Pittsfield and well worth the trip. This is the best barbecue I've had in years. I've had barbecue from across the U.S. and at some of the hubs like TX and Kansas City. It's certainly the best I've had in the Berkshires...
$$ $$
4.80 (184 reviews)
16
Dottie's Coffee Lounge
Coffee shop
Upbeat coffee shop offering espresso drinks, light breakfast/lunch fare & jazz brunch on Sundays.
$$ $$
4.50 (616 reviews)
18
La Fogata
Colombian restaurant
Informal eatery offering traditional Colombian & Latin American platters & a global beer list.
$$ $$
4.50 (464 reviews)
19
Hotel on North
Hotel
Modern lodging in a pair of 1880s brick buildings, offering a trendy restaurant & an art gallery.
4.50 (442 reviews)
20
Kelly's Diner
Diner
😠 Horrible breakfast! I have no clue how this place is rated so high. There was a hair in my maple syrup, and they were out, so I couldn't eat my french toast. The servers don't wear gloves or wash their hands when making or apply butter to any bread. My husbands scrambled eyes were raw. The toast was...
$ $$$
4.50 (438 reviews)