Guidebook for Pittsfield, some of our favorite places
Food Scene
Great locally sourced food. Friendly staff while you watch the chef prepare your dinner. Cozy bar area and in the summer sit on the porch and watch the activity in the village.
25 locals recommend
Maple Soul
13 School StGreat locally sourced food. Friendly staff while you watch the chef prepare your dinner. Cozy bar area and in the summer sit on the porch and watch the activity in the village.
Dream Maker Bakers
5501 US-4Great place to pick up pastries or have breakfast
Clear River Tavern
2640 Vermont Rte 100Good food, friendly staff
Entertainment & Activities
Killington
Skiing, hiking, biking can all be found
Everything Else
Shopping for Local treats at the year round farmers market to small shops.
233 locals recommend
Woodstock
Shopping for Local treats at the year round farmers market to small shops.
Okemo offers skiing and riding in the winter and a family fun park with zip lines, biking and other fun activities.
285 locals recommend
Okemo Mountain Resort
77 Okemo Ridge RdOkemo offers skiing and riding in the winter and a family fun park with zip lines, biking and other fun activities.
Essentials
Pittsfield Pitt-Stop Swiss Farm Market
3932 Vermont Rte 100Priced for Tourists
Drinks & Nightlife
Bar area, dining area. A place to play pool. Nice friendly atmosphere.
9 locals recommend
Clear River Inn
2614 Vermont Rte 100Bar area, dining area. A place to play pool. Nice friendly atmosphere.
Clear River Tavern
2640 Vermont Rte 100Good food, and friendly bar atmosphere
Parks & Nature
Family Friendly, great swimming and picnic area. Canoes available to rent.
35 locals recommend
Silver Lake State Park
20 State Park Beach RdFamily Friendly, great swimming and picnic area. Canoes available to rent.
Hiking, snowshoeing and cross country skiing available
8 locals recommend
Mountain Meadows Cross Country Ski and Snowshoe Center
2363 US-4Hiking, snowshoeing and cross country skiing available
Kent Pond
Great fishing and small boats.
Gifford Woods State Park
34 Gifford Woods AccGreat hiking and biking
Great place for fishing, hiking and biking. Picnic areas for family gatherings while you enjoy the falls and putting your feet in the river.
43 locals recommend
Texas Falls
Great place for fishing, hiking and biking. Picnic areas for family gatherings while you enjoy the falls and putting your feet in the river.
Sightseeing
Quechee Gorge Bridge
U.S. 4Shops and a great view of a natural gorge