Upcoming trail races in Vermont

18 trail races are coming up in Vermont, out of 55 races on the statewide calendar. Compare dates, distances and locations, then get ready with a personalized training plan.

18 upcoming races

September 2026

Sep 20, 2026TAM Trek📍 Middlebury, VT19 mi · 6.2 mi · 3.1 mi
Sep 26, 2026Westmore Mountain Challenge📍 Charleston, VT20 mi · 26.2 mi
Sep 27, 2026Vermont 50📍 Windsor, VT47.6 mi · 32.7 mi
Sep 27, 2026Vermont 50 Mountain Bike or Ultra Run📍 West Windsor, VT31.1 mi · 50 mi
Sep 29, 2026Shelburne Farms 5K📍 Shelburne, VT3.1 mi

October 2026

Oct 3, 2026Fly to Pie – Kingdom Marathon📍 Coventry, VT6.2 mi · 13.5 mi · 17 mi · 26.2 mi
Oct 10, 2026Devil's Den Ultra📍 Bradford, VT6 mi · 12 h · 30 h
Oct 17, 2026Trapp Lodge Mountain Marathon📍 Stowe, VT13.1 mi · 26.2 mi
Oct 25, 2026Ghostly Gallop Trail 5K📍 Milton, VT3.1 mi

November 2026

Nov 21, 2026Mount Ascutney Vertical Backyard📍 West Windsor, VT

May 2027

May 5, 2027BloodRoot Ultra📍 Pittsfield, VT100 mi · 49.7 mi · 31.1 mi · 10 mi
May 20, 2027Infinitus📍 Ripton, VT551.8 mi · 262.2 mi · 250 mi · 131.1 mi
May 30, 2027Covered Bridges Run📍 Hartford, VT13 mi

July 2027

Jul 2, 2027Harry Corrow Freedom Run📍 Newport, VT2 mi · 3.1 mi · 6.2 mi · 10 mi
Jul 9, 2027Ragnar Trail Vermont📍 Windsor, VT117.4 mi
Jul 16, 2027Vermont 100 Endurance Race📍 West Windsor, VT100 mi · 62.1 mi

August 2027

Aug 7, 2027Lover's Lane📍 Chester, VT6 h · 12 h
Aug 7, 2027Slate Valley Scramble📍 Poultney, VT804.7 m · 5 mi · 13.1 mi

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