Pittsfield to Woodstock, Vermont: Road Trip Guide & Distance

How far is Pittsfield from Woodstock, Vermont?

The distance from Pittsfield to Woodstock, Vermont is 89 miles (143.3 km) as the crow flies. Woodstock, Vermont is located NNE of Pittsfield. By car, the driving distance is approximately 111.3 miles, taking about 2h 14min. A direct flight would take roughly 41min. Both are located in United States — Pittsfield in Massachusetts and Woodstock, Vermont in Vermont.

This is a quick and easy drive, perfect for a day trip or weekend getaway. You can easily make the round trip in a single day. Heading East means you'll be driving into the sunrise if you start early. Keep your windshield clean for the best visibility. Given the short distance, driving or taking a train is often faster and more convenient than dealing with airport security and flight boarding times.

Coordinates come from public place data for Pittsfield and Woodstock, Vermont. The driving distance is estimated from straight-line distance with a road-factor model, so confirm the route in your navigation app. Fuel, flight, bus, and train values are planning estimates and can change by date, provider, road closures, and border rules.