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The Vermont Overland Trail

May 4, 2024

runners at vermont overland trail

The Vermont Overland Trail race is not a half marathon – it is not an Ultra – it’s something completely different. Challenge yourself over 15 miles and 2,600ft across an all-surface course covering the best of the best in West Windsor, VT.  The Overland TRAIL is an open run so that anyone can enter. Everyone is welcomed and celebrated, from pro runners going for the $5k in awards to folks just wanting to find a new challenge. The purpose of this event is to promote overland running (a mix of hard, cross country, and trail surfaces), and to raise funds for the benefit of both Ascutney Outdoors and Ascutney Trails Association, two local organizations that work tirelessly on their vision for a new era of recreation and conservation at Mount Ascutney.

Two route options will be available at The Vermont Overland Trail, a 15 mile Overland TRAIL course and a 6 mile Overland PATH course. Multiple aid and water stations are located throughout both courses. Stick around for a great party after the race with food and beverage provided by local farm-based business, The Brownsville Butcher & Pantry. Get the full Overland experience by planning to camp at and around Ascutney Outdoors by adding this to your registration. There are options to pitch a tent, camp in your car, or camp in your 4×4. If you prefer more traditional lodging accommodations, check out Kedron Valley Inn or the Woodstock Inn.

This is the first running-specific event coming from Vermont Overland. It draws inspiration from The Overland, one of the most popular and longest-running gravel cycling events in the US which Strambecco rates as one of the Best Gravel Cycling Events in the New England.  The organizers’ mission is to promote adventure travel and they got started by believing in the transformative power of all-surface exploration – as they say, it’s the best way to race, run, ride, and experience a landscape.

New in 2023 is the Overland TROPHY which is eligible to athletes that compete in both the running and cycling events. The top 3 participants win bragging rights to being the most well-rounded athletes with the ability to traverse a landscape efficiently no matter the mode, in addition to some cool custom Vermont Overland prizes.


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Vermont Overland


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