Windsor Walks – Explore Windsor on Foot!
About
Discover Windsor on foot with Windsor Walks, a series of scenic walking loops designed to encourage outdoor recreation, healthy living, and exploration of our historic Vermont town.
Whether you're looking for a quick stroll through downtown, a peaceful lakeside walk, or a longer route with a few hills, Windsor Walks offers something for every pace and ability. Follow the color-coded routes through charming neighborhoods, historic streets, and beautiful natural surroundings.
Explore the Walking Loops:
🟠 Little Block Loop – 0.38 miles
Our shortest and flattest route! This easy, sidewalk-lined loop follows Court, Pine, Jacob, and State Streets. Perfect for a quick walk, families, or anyone seeking level terrain. Complete three laps for a little over a mile.
🔴 Mile Square Loop – 1.45 miles
A longtime community favorite! Despite its name, this historic neighborhood loop is actually 1.45 miles long. Access the route from State Street, Ascutney Street, Union Street, or Main Street.
🟢 Runnemede Loop – 1.09 miles
Enjoy a scenic walk along the shores of Lake Runnemede, following Court Street, Eddie's Place, Main Street, and State Street. This picturesque route includes a hill near the lake, but walkers seeking a gentler approach can access the lakeside path near the Snapdragon Inn on Main Street.
🔵 Juniper Hill Loop – 3.7 miles
Looking for a longer walk? This extended loop takes you beyond downtown and into Windsor's scenic hillside neighborhoods, offering a more substantial outing.
🟣 Kaskadenak View
Explore another of Windsor's neighborhood walking routes, offering a different perspective on the town and its surroundings.
About Windsor Walks: Windsor Walks is a collaborative community initiative developed by the Town of Windsor, RiseVT Windsor County, Mt. Ascutney Hospital and Health Center, and the Vermont Department of Health to promote walking, wellness, and outdoor exploration.
Grab your walking shoes, choose your loop, and discover why Windsor is a wonderful place to explore on foot!