The Overland Trail

  • Date Sun 16th August 2026
  • Location Brownsville, Vermont

Event summary

Get ready for an unforgettable experience at The Overland Trail, taking place on Sunday, August 16, 2026, in the picturesque town of Brownsville, Windsor. This exciting event is designed for those who crave a unique challenge, offering a 15-mile race that will take you through stunning landscapes, featuring nearly 2,500 feet of elevation gain across an all-surface course. Whether you're a passionate runner, a cycling enthusiast, or just someone who loves to explore, The Overland Trail promises to deliver an exhilarating adventure in the heart of West Windsor, VT.

Not only will participants enjoy an invigorating day of outdoor exploration, but they'll also contribute to a great cause, as the event raises funds for both Ascutney Outdoors and the Ascutney Trails Association. Join us for this incredible opportunity to push your limits, connect with nature, and support local trails. Don't miss out on this transformative experience!

Organiser's Description

We got our start by believing in the transformative power of all-surface exploration. Its the best way to race, run, ride, and ultimately experience a landscape. This is our first running-specific event and it certainly wont be our last.

This is not a half marathon. This is not an Ultra. Its 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 Ascutney Outdoors and Ascutney Trails Association.

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Location

449 Ski Tow Rd, Brownsville, 05037, VT, United States

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