Pittsfield
Pittsfield
Bennington
Bennington
Driving

Pittsfield to Bennington

Updated: 28 May 2026

The drive from Pittsfield to Bennington is a short 60-kilometer trip, taking about 1 hour via US-7 North. This is the most accessible Vermont town from Pittsfield. No direct public transit is available.

Total Distance: 60 km driving distance, 50 km straight-line air distance.
Fastest Way
Driving via US-7 North is the fastest method, taking 1 hour.
Cheapest Way
Driving your own vehicle is the most cost-effective method.
Compare Pittsfield to Bennington Routes
Driving
Direct
Duration
1 hour
Avg Price
$10-$15 in fuel
Operator
Personal Vehicle
Route
US-7 North.

A very easy and scenic drive.

Travel Tips
  • Parking
    Parking is easy to find in downtown Bennington.
  • Dining
    There are many great cafes and restaurants in the town center.
  • Weather
    Check the weather before heading out, especially in winter.
  • Navigation
    US-7 is very well marked.
  • Timing
    Avoid rush hour in Pittsfield.
Safety Tips
  • Road Safety
    Watch for pedestrians in the downtown area.
  • Winter Driving
    Keep your car clear of snow and ice.
  • Emergency
    Keep a basic emergency kit in your car.
  • Visibility
    Use headlights during rain or snow.
People Also Ask
  • Is Bennington worth visiting?
    Yes, it is a historic town with much to offer.
  • How long is the drive?
    It takes about 1 hour.
  • Are there tolls?
    No, there are no tolls on this route.
  • Is it a difficult drive?
    It is a very easy drive.
  • Can I take a train?
    No, there is no direct train service.
Quick Info
  • From Pittsfield, Massachusetts, United States
  • To Bennington, Vermont, United States
  • Modes
Best Time to Travel

Year-round for local history and mountain views.

Things to Do in Bennington
1
Bennington Battle Monument
A 306-foot stone obelisk commemorating the Battle of Bennington.
2
Bennington Museum
Features a large collection of Grandma Moses paintings and local history.
3
Old First Church
A historic church with a beautiful cemetery where Robert Frost is buried.
4
Downtown Bennington
Explore the local shops and galleries along the main street.
Tags
Pittsfield to Bennington driving to Bennington Vermont Green Mountains travel Vermont road trip Pittsfield to Bennington distance traveling to Bennington Vermont highway guide Berkshires to Bennington