Over the river and through the woods to Vermont’s most picturesque small towns we go! That’s right, we’ve mapped out a road trip that takes you through some of the most quintessential towns in Vermont. Click on this map to lead the way.

This wonderful trip can be done in 6 hours.

Google Maps But you’re going to want to stop and explore each and every one of these charming towns in Vermont.

  1. Charlotte

Flickr/Márcio Cabral de Moura Charlotte has that small town charm while being close to Burlington. Perfect for a side trip or a road trip through them all!

  1. Stowe

Flickr/joenevill Whether you explore the village or hit the slopes, Stowe is a wonderful town that has something for everyone.

  1. Cabot

Flickr/Doug Kerr Quintessential Cabot contains several ponds and dairy farms and is the headquarters of the Cabot Creamery. A deliciously wonderful town!

  1. Woodstock

Flickr/Jasperdo This charming town has a town center that you won’t want to miss. Check out the town crier, which is a chalkboard in the center of town where locals can write about current happenings.

  1. Chester

Flickr/Doug Kerr Chester is famous for its Stone Village Historic District and Chester Village Historic District, and both districts are listed on the National Register of Historic Places. The Stone Village section is known for the many houses made of local granite.

  1. Grafton

Flickr/mksfca Grafton, now best known for its charm and its cheese, was originally founded as Thomlinson, but renaming rights were auctioned in 1791. The high bidder, who reportedly offered “five dollars and a jug of rum,” changed the name to Grafton after his home town of Grafton, Massachusetts. Possibly as a result of having celebrated a bit too much with the rum (some say it was hard cider), the money was never collected, but the new name remained.

  1. Putney

Flickr/Putneypics It may be small, but boy is it mighty. In 2006, Putney passed a resolution endorsing the impeachment of President George W. Bush.

  1. Manchester

Flickr/Craig T. Hit the designer outlets and more in the lovely town of Manchester.

To dig a little deeper into these stops, check out more in Stowe, Woodstock, Manchester and Putney. At 259 miles, you can see this entire trip on just one tank of gas – see what else you can see in Vermont on a single tank!

Google Maps

But you’re going to want to stop and explore each and every one of these charming towns in Vermont.

Flickr/Márcio Cabral de Moura

Charlotte has that small town charm while being close to Burlington. Perfect for a side trip or a road trip through them all!

Flickr/joenevill

Whether you explore the village or hit the slopes, Stowe is a wonderful town that has something for everyone.

Flickr/Doug Kerr

Quintessential Cabot contains several ponds and dairy farms and is the headquarters of the Cabot Creamery. A deliciously wonderful town!

Flickr/Jasperdo

This charming town has a town center that you won’t want to miss. Check out the town crier, which is a chalkboard in the center of town where locals can write about current happenings.

Chester is famous for its Stone Village Historic District and Chester Village Historic District, and both districts are listed on the National Register of Historic Places. The Stone Village section is known for the many houses made of local granite.

Flickr/mksfca

Grafton, now best known for its charm and its cheese, was originally founded as Thomlinson, but renaming rights were auctioned in 1791. The high bidder, who reportedly offered “five dollars and a jug of rum,” changed the name to Grafton after his home town of Grafton, Massachusetts. Possibly as a result of having celebrated a bit too much with the rum (some say it was hard cider), the money was never collected, but the new name remained.

Flickr/Putneypics

It may be small, but boy is it mighty. In 2006, Putney passed a resolution endorsing the impeachment of President George W. Bush.

Flickr/Craig T.

Hit the designer outlets and more in the lovely town of Manchester.

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