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Top recommendations from locals

Museum
“Oddball, somewhat eccentric collection, live animals like turtles/fish, fun kids activities for a rainy day. ”
  • 30 locals recommend
Café
$
“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.”
  • 38 locals recommend
Nature
“10 minutes away, small local ski area, great for inexperienced skiers or your first time out in a while.”
  • 30 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!”
  • 18 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. ”
  • 17 locals recommend
Café
$
“This is one of my favorite places to drop in for a quick bite or warm chai. ”
  • 11 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
Museum
“Herman Melville wrote Moby Dick here. Great views, and great tours of his home by knowlegable docents.”
  • 9 locals recommend
Bar
$$
“Want Asian/American fusion food at a trendy place you might think is in NYC or Boston, check this place out!”
  • 9 locals recommend
Bistro
$$
“Best burgers around, great food, upscale atmosphere, close by and no reservations needed unless large party.”
  • 8 locals recommend
Pub
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“Excellent authentic Irish Pub with amazing food dishes and large full Bar. Sometimes a short wait for table seating ,but worth the wait!!”
  • 6 locals recommend
Park
“Accessed via Cascade Street, off of West Street in Pittsfield. Great hiking, mountain bike trails, and beautiful views. Taking a drive through the park is also a great way to enjoy it - the views from the top are stunning. Lulu brook is a good place for swimming and wading on a hot day.”
  • 8 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
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
Rental Car Location
  • 2 locals recommend