Trail Running Calendar Vermont 2025-2026

Join the Ghostly Gallop Trail 5K on Sunday October 26, 2025 in Milton Vermont for a spooky, family friendly run along Laura's Tears at Arrowhead Golf Course. Costumes welcome, with prizes, post race refreshments and a raffle.

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..

Join the Toonerville Trail Turkey Trot, a festive 5K out and back along the Black River in Springfield on Thanksgiving Day, November 27, 2025. Run or walk to benefit local food banks and Springfield High School cross country, enjoy post run..

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..

Runamuck 50K is a rugged trail ultramarathon around South Pomfret, Vermont, weaving hilly dirt roads and scenic backcountry. Expect changeable weather and a true test of endurance on this challenging 50K course.

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.

Scenic rolling trails around Trapp Family Lodge in Stowe, VT await with a 25k single loop or 50k two laps, each 25k with about 2500 ft of climb. Expect pastoral views, challenging terrain, and aid stations on race day.

Race 8.2 miles with 3,010 ft of climb at Killington Resort, summiting three peaks and finishing at the K1 base. Expect steep, technical trails, muddy sections and sweeping Green Mountain views.

Celebrate July Fourth with the Freedom Run in Newport and Derby, a run or walk along gravel paths and wooded trails. Pick a distance up to a half marathon, enjoy post run ice cream and watermelon, and support NAMI Vermont.

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..

Run the Triple Dam 10K in Perkinsville VT on August 23, 2026 for a scenic road and trail loop with a fun calf deep river crossing. Open to runners and walkers, proceeds support Springfield High School cross country.

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.

Experience the Vermont 50 at Ascutney Outdoors with 50 mile mountain bike, 50 mile and 50 km ultras, relays and family fun rides. Now in its 33rd year, the weekend supports Vermont Adaptive and has a festival vibe.