Vermont Overland RUN

Distances and entry

• 15 mile "TRAIL" course – Overland (run) – Men — $149.90
• 15 mile "TRAIL" course – Overland (run) – Women — $149.90
• 15 mile "TRAIL" course – Overland (run) – Juniors — Free
• 15 mile "TRAIL" course – Overland (run) – Nonbinary — $149.90
• 6 mile "PATH" course – Overland (run) – Men — $118.00
• 6 mile "PATH" course – Overland (run) – Women — $118.00
• 6 mile "PATH" course – Overland (run) – Juniors — Free
• 6 mile "PATH" course – Overland (run) – Nonbinary — $118.00

About Vermont Overland RUN

About The Overland (run):

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.

Now in its 5th year, we're proud of everything this foot race has become. It started out as something that the running world hadn't seen before and grew into something bigger. It’s not an ultra. It’s not a half marathon. It’s not a pure trail race. It’s an Overland. If you’ve done any of our events in the past, you’ll know what that means.

Challenge yourself over 15(ish) miles and close to 2,500 ft 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:

• Sunday, August 16th, 2026

• Ascutney Outdoors, 449 Ski Tow Road, Brownsville, Vermont

• 15-mile “Overland TRAIL”

  • 6-mile “Overland Path” option is available

• 9am EST mass start.  Registration and check in opens at 7am EST.

• Race is limited to 1,000 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 Info:

• Registration opens at 9am EST on January 1st, 2026.

• 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 runner or rider on your own and handle payment on your own). Vermont Overland does not provide a match making service for transfer. Please see Movemint for further information on how to make transfers. Read our full no refund and deferral policy here.

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