Trail Running Calendar Vermont 2025-2026

Join the Jeff RUN sonville Turkey Trot in Jeffersonville VT for a flat, scenic 5K and 2K plus a free Tot Trot, with timed results and strollers welcome. Costume turkeys are encouraged as proceeds support Cambridge Recreation programs.

Celebrate Thanksgiving in Springfield VT at Toonerville Trail Turkey Trot, a flat, scenic 5K along the Black River with a virtual option to support local food banks and school teams. Finishers get socks and cider donuts.

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 is a multi day endurance festival May 21 to 30 in Ripton, Vermont, offering distances from 9 miles to the epic 888K 551 mile challenge. Set at Silver Towers near Green Mountain National Forest, it features dorm lodging, camping an..

Run the scenic Catamount Ultra at Trapp Family Lodge in Stowe, VT. Pick a 25K loop or tackle the 50K double loop for big climbs, rolling trails, supportive aid stations and a true Vermont mountain running experience.

Take on 8.2 miles and 3,010 ft of climbing at Killington Resort, summiting multiple peaks for sweeping mountain views. This limited field trail race tests runners on steep, rocky terrain with a memorable Needle's Eye finish.

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.

Scenic 5K and 10K trail races through the Green Mountain National Forest at Blueberry Hill Outdoor Center in Goshen. Proceeds support the center and registration opens Nov 1, 2025.

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.

Run the Westmore Mountain Challenge in East Charleston, Vermont, a rugged trail marathon that crosses five peaks over 26 miles and 6,100 ft of climbing. Shorter distances and limited entries create a scenic, low impact mountain experience.

Challenge yourself at the Vermont 50, a legendary mountain bike and ultra run at Ascutney Outdoors. Join racers, relays, vendors and kids fun races while supporting Vermont Adaptive on Sept 27, 2026.

Run the Trapp Lodge Mountain Marathon in Stowe, Vermont, with marathon and half options on a scenic 13.1 mile loop through Green Mountains trails. Expect steep climbs, scrambling and big elevation changes amid Vermont views.