About Vermont 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 Ascutney Outdoors and Ascutney Trails Association.

 

Race Info

  • May 10th, 2024

    • Ascutney Outdoors, Ski Tow Road, West Windsor, Vermont

    • Shakeout Run, number pick up & pre-race party hosted by Northwoods Athletics

  • May 11th, 2024

    • Ascutney Outdoors, Ski Tow Road, West Windsor, Vermont

    • 15-mile “Overland TRAIL”

    • 4-mile “Overland Path” option is available

    • 9 AM mass start.  Registration opens at 7 AM

    • $5,000 in cash prizes for the top-3 women and men in the 15-mile Overland TRAIL.

    • Race is limited to 1000 runners.

  • Compete in the OVERLAND TROPHY

    • An overall competition between our 15-mile Overland Trail running race and 55-mile Overland bicycle race. Read more here.

 

Registration

  • Registration opens at 9 am on January 1st, 2024. Bookmark the RunReg link and set your calendars!

  • Juniors race for FREE. Always.

  • West Windsor locals have a guaranteed spot. Contact us with your address.

  • We save space for women.

  • Registering for a Vermont Overland event is a commitment to yourself, our charities, the local West Windsor community, and our Vermont Overland Staff. We take this very seriously and have developed our registration and no-refund policies to around this fact.

  • Vermont Overland does not process or handle refunds and reserves the right to postpone, cancel or defer the event in any way shape, or form without issuing refunds whatsoever. However, as with all Vermont Overland events, if you can’t make it, you may privately assign your registration to whomever you like (this requires you to find a rider on your own and handle payment on your own) or send your spot to the next person in line on the waitlist (this only applies to categories that currently have people on a waitlist – there are no guarantees that our waitlists will be populated). If you decide to send your spot to the next person on the waitlist, BikeReg will process a 50% refund. Please see the BikeReg Knowledge Base for further information on how to make transfers.

  • By registering for and participating in a Vermont Overland event, you are agreeing to our Privacy Policy.

  • *** By registering for a Vermont Overland event, you’re agreeing to follow all local and state-mandated guidelines regarding safety and COVID-19. For more info, visit our FAQ page.

 
 

Volunteer

We COULD NOT pull off this event without our host of wonderful volunteers. There’s always a lot to do, from directing parking, helping at the registration table, helping with food, traffic flaggers, and many other tasks. Our volunteers are the heart and soul of the party! All Vermont Overland volunteers are treated to free meals from The Brownsville Butcher & Pantry as well as Vermont Overland swag. If you have an interest in volunteering, please sign up below! After you submit the form, the Vermont Overland team will reach out directly.

Volunteer Event dates: week of May 8-10th (set up) May 11th (race day) and May 12th (clean up)