The Overland Trail
The Overland Trail is a trail running and running race on August 16, 2026 in Brownsville, VT.
- Date
- August 16, 2026 (34 days to go)
- Location
- 449 Ski Tow Rd, Brownsville, VT
- Sports
- Trail RunningRunning
From the Organizer
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.
Events
Weather
Typical Conditions
It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.
Typical High
81°
Typical Low
54°
Chance of Rain
37%
Based on US Climate Normals data from Cavendish, 9 mi from the venue.
Host City
About Brownsville, VT
City Elevation
970 ft
Nearest Airport
LEB
Lebanon Municipal Airport · 15 mi
Major Hub
ALB
Albany International Airport · 82 mi
Time Zone
Eastern Time
From Endurance Grid
Line up lodging and travel early to lock in your race weekend.
Race Location
Your Next Start Line
What Are You
Waiting For?
Every finish line starts with a single decision. Claim your spot at The Overland Trail, put it on the calendar, and turn “someday” into a start date.
Plan your trip
Make it a Racecation
Coming from out of town? There's more to Brownsville than race day. We'll help you line up nearby lodging, flights, a rental car, and things to do so you can make the most of your racecation.
Plan your trip to BrownsvilleComing Up
More Trail Running races near Brownsville, VT
Trailblazer 5K Summer Series at Dublin School Outdoor Center
5K · From $10 · 380 Dublin Road
44 miles away
Barre Heritage Trail 5K
5K · From $15 · 44 Brook Street
48 miles away
Triquest Trail Run - Okemo
1 Mile · From $20 · 111 Jackson Gore Road
13 miles away
Wapack Wilderness Trail Race
From $55 · 1180 Turnpike Road
56 miles away
From Endurance Grid
About These Sports
This race spans more than one sport — here’s a guide to each, so you can understand what’s involved and decide if it’s the right fit. For course distances, logistics, and race-day specifics, always defer to the race organizer’s event page.
Trail Running
Running off-road — dirt, singletrack, and mountain paths — from 5Ks to ultras. The terrain makes for an exciting twist and adventure in your running journey.
Running
From 5K to marathon, running races are an accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.
Frequently Asked Questions (FAQs)
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The Overland Trail
Aug 16, 2026