Vermont · 13.7 Miles · 5 Miles · 15 Miles

The Overland Trail

The Overland Trail is a 13.7 Miles, 5 Miles and 15 Miles event held in Brownsville, Vermont. It was last held on August 16, 2026 and is usually run in August; the next date hasn't been announced yet. About 1,000 runners take part across all distances.

Usually held
August
Location
Brownsville, VT
Field size
~1,000 runners

Race details

Last held
August 16, 2026
Usually held in
August
Distances
13.7 Miles, 5 Miles, 15 Miles
Field size
About 1,000 runners
Course
2500 ft gain
Registration
runsignup.com
Official website
vermontoverland.com

Registration, course & weather

Start time
9:00 AM EDT
Course profile
Loop course; Trail surface; 2500 ft gain (estimated from third-party elevation data)

About the The Overland Trail

We got our start by believing in the transformative power of all-surface exploration. It’s the best way to race, run, ride, and ultimately experience a landscape. This is our first running-specific event and it certainly won’t be our last. This is not a half marathon. This is not an Ultra. It’s something completely different. Challenge yourself over 15 miles and close to 2,500ft across an all-surface course covering the best of the best in West Windsor, VT. This event raises funds for both Ascu…

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The Overland Trail: common questions

When is the The Overland Trail?
The next date hasn't been announced in the listing yet. The race is usually held in August. Check the organiser's website for the official date.
Where is the The Overland Trail held?
In Brownsville, Vermont.
What distances does the The Overland Trail offer?
13.7 Miles, 5 Miles and 15 Miles.
How many people run the The Overland Trail?
About 1,000 runners across all of its distances. That figure is an estimate of the field size, not an entry cap.
How do I register for the The Overland Trail?
Registration is handled by the organiser at runsignup.com. Entry fees, caps and deadlines are set there.
Is registration open for the The Overland Trail?
Registration status as last checked October 19, 2026: completed.
What time does the The Overland Trail start?
9:00 AM EDT.
What is the course like at the The Overland Trail?
Loop course; Trail surface; 2500 ft gain (estimated from third-party elevation data).