Trail Running calendar near Middlebury 2026-2027

The Runamuck 50k returns to the hills of Vermont. This challenging 50K course starts and finishes at Saskadena Six, featuring 27 miles of rolling dirt roads. Be prepared for variable footing and classic New England spring weather.

Celebrate spring in the Adirondacks with a scenic half marathon or a family friendly 5k trail race. Support local healthcare while following a historic route from Keene Valley to Elizabethtown.

The Mucker offers a choice of trail adventures in Hubbard Park, from a 5k hike or ruck to a 5k or 5-mile run. It's part of the Montpelier Mudfest weekend. A kids' obstacle course event runs concurrently on the State House lawn.

This 6-mile mountain race tackles steep trails and muddy terrain at Cochran's Ski Area. After the run, enjoy pancakes and watch the free kids' race. It's the opener for the USATF-New England Mountain Running Series.

The Catamount Weekly Trail Running Race will take place in Williston on Tuesday 12 May 2026. You can run 5 kilometers.

Event Overview The Ledge Rock Hill Wine Run 5K takes place at the Ledge Rock Hill Winery in Lake George, New York. The event features a 5K distance, which is open to participants aged 1 to 99. It is a timed race, with professional timing an..

A series of rugged trail races in Ripton, Vermont from May 21 to 31, 2026 offering distances from 9 miles to 250 miles plus multi‑marathon and ultra challenges. Camping is available for a one time fee; the event is cup free and no refunds.

The Black Fly Trail Run in Westmore, Vermont offers scenic trail distances from a 5k to a half marathon. Runners can expect hilly, mixed-terrain courses through the Northeast Kingdom. The day finishes with a local meal, craft beer, and a ba..

Experience the natural beauty of Montpelier North Branch Park at the Birdland 5K. Run through rolling singletrack and forested hills in this cupless trail race designed for environmental conservation.

Tackle the infamous "staircase of death" on a rugged 3.8-mile loop in New York. Choose to run solo, join a relay, or take on the flexible Fun Run over a 12-hour period. Start when you like and run as many laps as you can.

Race to the Top of Bradford offers a 5K trail climb up Wright's Mountain or a 1.5-mile fun run for kids. All proceeds support trail maintenance on the town-owned forest. The event starts in Bradford, Vermont.

The Sunapee Scramble is a two-lap mountain race at Mount Sunapee Resort, featuring 9.3 miles and 3,300 feet of climbing. It hosts both the USATF and Collegiate Mountain Running National Championships in 2026. The event also includes the New..

Experience a 6.9 mile mountain race at Cannon Mountain featuring 3,080 feet of elevation gain. Run through technical ski trails and rocky ridges to reach a 4,031 foot summit with views of Franconia Notch State Park.

The Catamount Ultra offers 25k and 50k trail races starting from the scenic Trapp Family Lodge in Stowe. The course winds through pastures and forest on the trails beneath Mount Mansfield. It features well-stocked aid stations and a cup-fre..

Experience a mountain run at Killington Resort featuring 3,010 feet of vertical gain over 8.2 miles. Runners summit three peaks and tackle a steep 45 percent grade climb before finishing at the K1 base area.

Tackle steep slopes at the Whiteface Mountain Races on July 4. Choose from a brutal 10k mountain loop, a 20k SkyRace, or a direct Vertical K ascent. The event also features a family-friendly kids' climb and Sunday group runs.

A community run on gravel paths and wooded trails offering distances from 2 miles to a half marathon, held with July Fourth festivities and donating 20% of fees to NAMI Vermont for suicide prevention.

The Rochester 5K Trail Run/Walk is a 4th of July event on marked forest trails. It starts and finishes at River Brook Park, following a loop with single-track sections and rolling hills.

Gather your team for a two day relay through the scenic Vermont countryside. Run flowy single track trails and camp under the stars at the Ascutney Outdoor Center for an unforgettable weekend of adventure.

The 48th annual Goshen Gallop is a trail run on the tough, scenic paths of the Blueberry Hill Outdoor Center. Runners can choose a 5 km or 10 km distance. All proceeds go directly to maintaining the beautiful trails you run on.