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City Guide for Pittsfield, Massachusetts
Fun things to do in Pittsfield, Massachusetts.

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Top Restaurants

District Kitchen & Bar

District Kitchen & Bar 4.5 star rating

American (New), Gastropubs
We arrived at District Kitchen around 8:30 this past Saturday night and were very happy to be seated at one of the last 4-tops available. I really wish I...
Elizabeth's

Elizabeth's 4.5 star rating

Italian, American (New)
Just zoom past any bad review of this place because it can't be true! Elizabeth's has been making the best pasta dishes in the Berkshires forever! You can...
La Fogata

La Fogata 4.5 star rating

Colombian
Yup, it's surprisingly authentic Colombian food in a small town of Pittsfield (I mean, I can't even get authentic Chinese food here! :-p) Most Colombians...
Freddie's Place Olde Fashion Soda Shoppe

Freddie's Place Olde Fashion Soda Shoppe 4.5 star rating

Diners, Breakfast & Brunch, Cafes
Nice homey place. Small but great. Breakfast was good homemade food with great service.
Cim's Tavern

Cim's Tavern 4.5 star rating

American (Traditional), Sports Bars
OMG the Cim's wings!!! So good! I did not expect much around this neighborhood but their signature wings are amazing! I was craving wings the other day so I...
Friends Grille

Friends Grille 4.5 star rating

Pizza, Sports Bars, American (Traditional)
Great place to go to grab a burger or sandwich. There is music playing on the weekend. Everyone there is friendly and makes you feel welcome.
Lucia's Latin Kitchen

Lucia's Latin Kitchen 4.5 star rating

Latin American
Lucia's Latin Kitchen is easily one of Pittsfield's hidden gems as well as easily one of my favorite restaurants in the county. It in a small, basement...