Trail Running Calendar Vermont 2025-2026

We have found 15 Trailruns in Vermont. Check below where and when you can find the races.

Event overview Devil's Den Ultra takes place October 11-12, 2025 in Bradford, Vermont, at 1250 Chase Hollow Rd. The event offers these race options: 30-Hour 12 Hour 6 Miler The event is capped at 100 runners. Registration closes on Octobe..

The North Face Race to the Summit is a mountain-top running event held at Stratton Mountain in Stratton, Vermont. The course covers about 2.18 miles with a 2,003-foot vertical climb, delivering a steep uphill challenge amid alpine terrain...

Run scenic mountain trails at Trapp Family Lodge in Stowe on October 18, 2025, with full and half marathon options that climb to Round Top for views of Mount Mansfield. Expect rugged single track, big climbs, friendly post race food and awa..

Event overview The Mansfield Uphill run is hosted by the Mansfield Nordic Pro Team at Stowe Mountain Resort on October 19, 2025. Proceeds will go directly to supporting the Pro Team athletes and program. The team is fundraising to help offs..

The Hills Are Alive Cross Country Race, now themed as the Ghostly Gallop Trail 5K, is held at Arrowhead Golf Course in Milton, Vermont. The 5K course runs along the scenic Laura’s Tears trail, offering a trail running experience with a fest..

November 2025

CircumBurke on Nov 1 at Victory Hill is an 18 mile singletrack, road and cart trail loop with short steep rocky sections that reward mountain running skills. Proceeds fund trail maintenance and the day offers aid stations, tacos and a beer.

Event RutFest is the fifth annual Richmond Ultra Trail Festival held November 1-2, 2025 at Catamount Outdoor Family Center in Williston, VT. The event is community-focused and not for competition. It is organized as a 36-hour event over a w..

Mount Ascutney Vertical Backyard : Nov 22, 2025, Brownsville, VT The event is a "Last Person Standing" format held at Mount Ascutney in Brownsville, VT (449 Ski Tow Rd). Participants complete repeated laps; each hour they must asc..

Event details The Jeff RUN sonville Turkey Trot is scheduled for Thursday, November 27, 2025, in Jeffersonville, VT 05464. The event is organized by the Jeff RUN sonville Run Club and is described as the inaugural running of this town turke..

The Toonerville Trail Turkey Trot 5k will take place in Springfield on Thursday 27 November 2025. You can run 5 kilometers.

April 2026

Event overview The Runamuck 50K is held in South Pomfret, Vermont, with starts and finishes at Saskadena Six. The course covers 3,726 vertical feet and passes through Pomfret and Barnard. Weather on race day can include wind, rain, mud and..

May 2026

Infinitus runs May 21 to May 30 in Ripton, Vermont, set among the Green Mountain National Forest. Choose distances from 9 miles to 551 miles and enjoy dorms, camping, a dining hall and pool for a true ultrarunning adventure.

July 2026

Join the Goshen Gallop on July 11, 2026 at Blueberry Hill in Goshen Vermont. Choose a 5K or 10K on scenic ski trails and gravel roads through the Moosalamoo area with Hogback views, then enjoy post race food and community spirit.

Event details The Magnificent Bastards Challenge takes place on July 25, 2026 in Corinth, Vermont, at 10397 VT-25, East Corinth, VT 05040. The event honors the KIA Marines from the 2nd Battalion 4th Marines. Registration opens on September..

September 2026

Challenge five peaks in East Charleston VT on Sept 26, 2026 amid peak fall foliage and support NorthWoods Stewardship Center. Choose the full marathon, a 20 mile trail, or a 12.3 mile course.