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Top recommendations from locals

From sightseeing to hidden gems, find out what makes the city unique with the help of the locals who know it best.
Café
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“Great for more upscale grocery items, as well as organic produce and meats. Also has a nice selections of local wares and gifts. Can be on the pricier side.”
  • 39 locals recommend
Museum
“Nice small, eclectic family museum, with an aquarium, mummies, art, natural history.”
  • 25 locals recommend
Theater
“Renovated theatre. Beautiful interior. It is a venue for a variety of acts/performers all year round.”
  • 14 locals recommend
Theater
“With several different venues, this company offers live theatrical performances - search their calendar!”
  • 17 locals recommend
Café
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“The best coffee around, and delicious food to boot. Kitchen closes up shop at 2pm, good for breakfast and lunch. Great atmosphere and lots of room.”
  • 10 locals recommend
Bar
“Local hangout for great food and atmosphere. Catch some live music from local performers while you sip a cocktail at the bar; check their website for who's playing!”
  • 14 locals recommend
Indie Movie Theater
“A great alternative to the mall; the Beacon in Pittsfield always runs great movies with good popcorn and very comfortable stadium seats. You can get a glass of wine too if you want. ”
  • 16 locals recommend
Nature
“10 minutes away, small local ski area, great for inexperienced skiers or your first time out in a while.”
  • 27 locals recommend
Pub
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“Great Atmosphere Amazing food, reasonable prices, Great for date night or a family dinner.”
  • 5 locals recommend
Bar
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“Want Asian/American fusion food at a trendy place you might think is in NYC or Boston, check this place out!”
  • 10 locals recommend
Museum
“Herman Melville wrote Moby Dick here. Great views, and great tours of his home by knowlegable docents.”
  • 10 locals recommend
Bistro
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“Best burgers around, great food, upscale atmosphere, close by and no reservations needed unless large party.”
  • 7 locals recommend
Restaurant
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“An upscale northern Italian restaurant in Pittsfield, including an urban outdoor courtyard for when the weather is warm. This is a good place to go for a special occasion; the food is good enough and the place special enough to warrant it without being over the top.”
  • 6 locals recommend
Rental Car Location
  • 2 locals recommend
Restaurant
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“Enter from McKay Street (near parking deck and public lot, 1 block west of north street) This restaurant is awesome when it is good and but maybe iffy in summer when overwhelmed by tourists.”
  • 5 locals recommend
Bar
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“Many refer to this place as "the best beer joint in the Berkshires." They also serve food. ”
  • 5 locals recommend

Top restaurants

Café
“The best coffee around, and delicious food to boot. Kitchen closes up shop at 2pm, good for breakfast and lunch. Great atmosphere and lots of room.”
  • 10 locals recommend
Bar
“Local hangout for great food and atmosphere. Catch some live music from local performers while you sip a cocktail at the bar; check their website for who's playing!”
  • 14 locals recommend
Pub
“Great Atmosphere Amazing food, reasonable prices, Great for date night or a family dinner.”
  • 5 locals recommend
Bistro
“Best burgers around, great food, upscale atmosphere, close by and no reservations needed unless large party.”
  • 7 locals recommend
Restaurant
“An upscale northern Italian restaurant in Pittsfield, including an urban outdoor courtyard for when the weather is warm. This is a good place to go for a special occasion; the food is good enough and the place special enough to warrant it without being over the top.”
  • 6 locals recommend
Restaurant
“Enter from McKay Street (near parking deck and public lot, 1 block west of north street) This restaurant is awesome when it is good and but maybe iffy in summer when overwhelmed by tourists.”
  • 5 locals recommend
Restaurant
“Informal dining, Breakfast lunch dinner, family friendly. healthy food, even vegan and GF options. Operated by Richard Bourdon, the sourdough bread bakery in Housatonic and AURA, the former owner chef of the beloved CAFE RIVA on Tyler Street, which closed at the height of popularity due to landlord/building difficulties some years back. She also ran food concession at Berkshire Organics "NatAURAly" for several years in the interim.”
  • 4 locals recommend
Breakfast Spot
“Informal restaurant, breakfast, lunch dinner, something for everyone, family friendly.”
  • 2 locals recommend

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