Historic Downtown

Windsor

Seen from above, a rural town is nestled between trees and mountains on a warm and sunny day.
Sculpted green shrubs form a maze in a green field.

Windsor, Vermont

Along the Connecticut River, and beneath Mount Ascutney, Windsor is where history, art, and scenic beauty come together. With two lakes downtown and cycling and hiking opportunities right outside, it offers the perfect opportunity for enjoying the outdoors in every season.

A white historic building in the summer seen from outside.
A historic living room with a fireplace, a table in the middle set for tea, and hardwood floors.

Old Constitution House

Originally a tavern, the Vermont Constitution was signed here in 1777. It was the first in the nation to ban adult slavery and establish a system of public schools. Visit and explore period-correct rooms with interpretive panels outlining the context behind the state’s Constitution, including the 14 years during which Vermont existed as a republic.  

A crowd of people watch a concert in an indoor hall with wooden floors.

West Windsor Music Festival

Annually in July

String music takes center stage at this southern Vermont festival, with piano, violin, and cello music for the whole family. 

Eat, Shop, and Stay in Windsor

Dining

Dining

Shopping

Shopping

Lodging

Lodging
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Discover More

Find local guides and trip planning resources from Windsor’s downtown organization.

Visit Windsor about Discover More