Trail Running calendar near Middlebury 2025-2026

We have found 60 Trailruns within 80 miles of Middlebury. See below where and when you can find the races.

The Bloodroot Ultra will take place in Pittsfield from Wednesday 7 May 2025 to Saturday 10 May 2025. You can run between 10 and 200 miles.

The Miner Legacy RuN is a running event scheduled for May 10, 2025, in Chazy, NY. This event features both a 5K and a 10K run/walk, designed to honor the contributions of nurses during National Nurses Week. Organized in collaboration with the Miner Institute and the CVPH Foundation, the race aims to..

The Catamount Weekly Trail Running Race will take place in Williston on Tuesday 13 May 2025. You can run between 5 and 5 kilometers.

Infinitus is a rugged trail running event organized by The Endurance Society, featuring a wide range of race distances from 9 miles to an ultra marathon of 551 miles (the 888k). The event takes place at Silver Towers Camp in Ripton, Vermont, within the Green Mountain National Forest. Participants ca..

The Black Fly Trail Run is an annual outdoor event held in Westmore, Vermont, featuring multiple race distances including a half marathon, 10-miler, and 5K. Participants can enjoy challenging courses with varied terrain, private trails, and scenic views of farms and mountains. The event promotes an..

The Catamount Weekly Trail Running Race will take place in Williston on Tuesday 20 May 2025. You can run between 5 and 5 kilometers.

The Catamount Weekly Trail Running Race will take place in Williston on Tuesday 27 May 2025. You can run between 5 and 5 kilometers.

June 2025

The Sunapee Scramble is a challenging mountain running event held in Sunapee, New Hampshire, serving as the 2025 USATF National Classic Mountain Championship and the sole selection race for the 2025 US Classic Up/Down Mountain Running Team. The race covers approximately 9.3 to 9.4 miles with about 3..

The Catamount Weekly Trail Running Race will take place in Williston on Tuesday 3 June 2025. You can run between 5 and 5 kilometers.

The Cirque Series - Cannon Mountain is an exciting running event taking place in Franconia, New Hampshire. This inaugural race features a challenging 6.7-mile course with an impressive elevation gain of 3,386 feet, starting at the Peabody Base Area and culminating at the summit of Cannon Mountain. P..

The Death by Staircase Trail Running Festival is a unique running event set to take place in Moreau, NY, featuring a challenging 3.8-mile loop that includes the notorious "staircase of death," which ascends over 800 feet in less than a mile. Participants can choose to run solo or join a relay team,..

The Race to the Top of Bradford is a challenging trail event held in Bradford, Vermont, featuring a 5K race and a 1.5-mile fun run. The 5K course involves an 850-foot ascent to the summit of Wright's Mountain, offering participants scenic views from the highest point in Bradford. The shorter fun run..

The Catamount Weekly Trail Running Race will take place in Williston on Tuesday 10 June 2025. You can run between 5 and 5 kilometers.

The Catamount Weekly Trail Running Race will take place in Williston on Tuesday 17 June 2025. You can run between 5 and 5 kilometers.

The Catamount Ultra is a trail running event held at the scenic Trapp Family Lodge near Stowe, Vermont. It offers two race distances: a 25k and a 50k, with the 50k consisting of two loops of the 25k course. The route features wide, hard-packed dirt trails winding through highland pastures and hardwo..

The Onion River Outdoors Birdland 5K is an exciting running event set in the scenic Vermont forest, featuring rolling hills and vibrant vegetation. Participants will start near the Montpelier Rec Pool and navigate a challenging course that includes 95% single track with technical roots and rocks, of..

The Catamount Weekly Trail Running Race will take place in Williston on Tuesday 24 June 2025. You can run between 5 and 5 kilometers.

The Cirque Series - Killington is an exciting running event set to take place in Killington, Vermont, featuring a challenging 7.2-mile course with an elevation gain of 3,133 feet. Participants can choose from three divisions: Sport (beginner/intermediate), Expert, and Pro, catering to various skill..

July 2025

The Catamount Weekly Trail Running Race will take place in Williston on Tuesday 1 July 2025. You can run between 5 and 5 kilometers.

The Springfield Stars & Stripes 7.4K is a festive running and walking event held on Independence Day in Springfield, Vermont. Participants can choose between a 7.4K run or a 4K walk along the scenic Black River, starting and finishing at the Toonerville Trail trailhead. This inaugural event benefits..