Person in a yellow coat walking up snowy steps to a charming Vermont Lodging entrance.

In the Historic Village
of Old Bennington

Our historic Bennington property is located in the heart of Old Bennington village along Vermont Route 9 in the southwestern corner of the state. Albany, New York is about an hour away, while Boston and the greater New York City area are roughly three hours by car. Below you’ll find our Google map, driving directions from several major routes, and nearby airport information to help plan your arrival.

Four Chimneys Inn
21 West Road (VT Route 9)
Bennington, Vermont 05201
innkeeper@fourchimneys.com
(802) 447-3500

Here’s How to Find Us

Google Map

For inn guests, parking is located behind the inn, where you’ll find the entrance marked by a red door.
Traveling with an electric vehicle? EV charging is available on-site for overnight guests.

Driving Directions

The directions below include helpful notes for approaching Bennington and avoiding the Route 279 bypass.

Travel time: approximately 2 minutes

  • From downtown Bennington, travel west on VT Route 9 toward New York.
  • Pass the Bennington Museum on your left and continue about 1.3 miles.
  • The inn will be on the right, shortly after passing the First Congregational Church in Old Bennington.

After entering the parking lot, drive to the end of the lot and follow the driveway around to the back of the inn through the gates and park. Enter through the red door.

Travel time: approximately 3 hours from the Tappan Zee Bridge

  • Take the New York Thruway (I-87) North.
  • Near Albany, take Exit 23 to I-787 North.
  • Follow I-787 North about 10 miles.
  • Take Exit 9 for Route 7 East toward Troy / Bennington.
  • Follow Route 7 East about 30 miles to the Vermont border.
  • Important: After passing the intersections of NY Route 22 South and Route 22 North, continue about 2 miles and turn right at the second blinking yellow light to remain on Route 7 toward Bennington. Continuing straight will take you onto the Route 279 bypass.
  • Route 7 becomes VT Route 9 East.
  • The inn is 3.5 miles on the left, just before downtown Bennington.

After entering the parking lot, drive to the end of the lot and follow the driveway around to the back of the inn through the gates and park. Enter through the red door.

Travel time: approximately 3 hours

  • Take the Taconic Parkway North.
  • At the end of the parkway, take NY Route 295 to NY Route 22.
  • Take NY Route 22 North to NY Route 7.
  • Follow Route 7 East about 3 miles to the Vermont border.
  • Important: After passing the intersections of NY Route 22 South and Route 22 North, continue about 2 miles and turn right at the second blinking yellow light to remain on Route 7 toward Bennington. Continuing straight will take you onto the Route 279 bypass.
  • Route 7 becomes VT Route 9 East.
  • The inn is 3.5 miles on the left, just before downtown Bennington.

After entering the parking lot, drive to the end of the lot and follow the driveway around to the back of the inn through the gates and park. Enter through the red door.

Travel time: approximately 2 hours

  • Take I-91 North.
  • Exit onto MA Route 2 West toward North Adams / Williamstown.
  • In Williamstown, take US-7 North toward Bennington.
  • In downtown Bennington, turn left onto VT Route 9 West.
  • Continue about 1.3 miles.
  • The inn will be on the right, shortly after passing the First Congregational Church in Old Bennington.

After entering the parking lot, drive to the end of the lot and follow the driveway around to the back of the inn through the gates and park. Enter through the red door.

Travel time: approximately 3¼ hours

  • Take MA Route 2 West.
  • Take I-91 South briefly, then reconnect with MA Route 2 West.
  • Continue on Route 2 West toward North Adams / Williamstown.
  • In Williamstown, take US-7 North toward Bennington.
  • In downtown Bennington, turn left onto VT Route 9 West.
  • Continue about 1.3 miles.
  • The inn will be on the right, shortly after passing the First Congregational Church in Old Bennington.

After entering the parking lot, drive to the end of the lot and follow the driveway around to the back of the inn through the gates and park. Enter through the red door.

Travel time: approximately 50 minutes

  • Take Route 7 East toward Troy / Bennington.
  • Follow Route 7 about 30 miles to the Vermont border.
  • Important: After passing the intersections of NY Route 22 South and Route 22 North, continue about 2 miles and turn right at the second blinking yellow light to remain on Route 7 toward Bennington. Continuing straight will take you onto the Route 279 bypass.
  • Route 7 becomes VT Route 9 East.
  • The inn is 3.5 miles on the left, just before downtown Bennington.

After entering the parking lot, drive to the end of the lot and follow the driveway around to the back of the inn through the gates and park. Enter through the red door.


Scenic landscape of Bennington, Vermont with rolling hills, ideal for a Romantic Getaway.

Nearby Airports

Bennington Airport
1.5 miles away. Small airport for private and charter flights.
1563 Walloomsac Road, Bennington, Vermont
(802) 442-5503

Albany International Airport (ALB)
The closest major airport, about 50 minutes away.

Rutland Southern Vermont Regional Airport (RUT)
A small regional airport about 1 hour away, with flights to Boston.

Boston Logan International Airport (BOS)
A major international airport about 3 hours 15 minutes away.

New York City Airports (JFK, LaGuardia, Newark)
Approximately 3 hours depending on traffic.

Historic church amidst fall foliage in Bennington, Vermont, near Top Bennington VT Hotel.

History at Your Doorstep

You’re going to love it here — the Battle Monument, the Bennington Museum, and Robert Frost’s grave are all a short walk, and that’s before you even get in the car.