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Best things to do in Pittsfield

Discover the city through the eyes of locals. Find the best things to do, places to eat, and get priceless advice from the people who live here.

American Restaurant
$$
“This bar also serves excellent food. Great place to go out to eat, shoot some pool, and have drinks.”
7local recommendations
Bed & Breakfast
“Open for Breakfast Thursday - Sunday, very affordable family style dining. Excellent food.”
7local recommendations
New American Restaurant
$$$
“A dinning experience unlike any other. Only several guests are offered seatings and the menu is comprised of chef inspired dishes and available locally sourced ingredients. Space is limited so plan ahead. Never a bad experience and family style seating.”
6local recommendations
Lodging
“Local excellent food, classic Vermont entertainment, great old fashioned bar and great music on weekends”
5local recommendations
Convenience Store
“Don't let the gas station fool you, this place makes the BEST sandwiches!!!”
3local recommendations
Park
1local recommendations
Point of Interest
“Fun 9-hole golf course with low greens fees and cart fees. You play mostly along the White River. ”
3local recommendations
Restaurant
2local recommendations
Travel Agency
“there are weddings there all the time and we are only 15 minutes drive from there..”
1local recommendations
Café
$
“This place is a lot of fun, albeit pricey on some items. Deli, baked goods. Beer and wine cellar. ”
11local recommendations
Post Office
1local recommendations
Lodging
1local recommendations
Lodging
“Fresh Produce at the Stand and start of good hiking and mountain biking trails”
1local recommendations
Gas Station
“gas station and convenience store in Pittsfield, to fill-up with gas, grab a snack, a hot cup of coffee, some groceries, and your breakfast, lunch or dinner and don't forget the best homemade cookies and maple creemes!!!”
2local recommendations