Trail Running calendar near Milton 2026-2027

We have found 77 Trailruns within 80 miles of Milton. See below where and when you can find the races.

A weekly trail running series at Catamount Outdoor Family Center in Williston offering 5 km and 2.5 km options, rain or shine, with published per-night fees, a thunder delay policy, weekly bibs, and on-site water refill.

Catamount Ultra in Stowe, Vermont features a 25K loop of wide, hard-packed trail through pastures and hardwood forest and a 50K option covering the loop twice on June 20, 2026.

Trail at Parc national du Mont-Orford on 21 June 2026 offering distances from 2 km to 60 km, with routes through forest, ski tracks, ponds and an ascent of Mont Chauve.

Weekly trail races at Catamount Outdoor Family Center in Williston offer 5 km and 2.5 km options with adult and youth categories. Events run rain or shine with a thunder policy, onsite bib pickup, and a water refill station.

A 72-hour endurance race in Pittsfield Vermont on June 26-28 2026 combining physical obstacles, navigation, and mental challenges. Tickets for the Death Race require a promo code issued after acceptance by the race director.

A three-stage Hurricane Heat endurance event at Riverside Farm on June 26-27, 2026, offering 4, 12, and 24 hour tiers that together form a full 24-hour challenge; entry is 18+ with 40+ challenges and team registration options.

A 24-hour endurance challenge in Pittsfield, VT, run on repeated *2-mile* loops with 970 feet of elevation gain per loop. Participants compete for most laps or to endure the full day; tickets start at $135.

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.

A weekly trail running event in Williston, VT offering 5 km and 2.5 km options with adult and youth categories and modest entry fees. Races run rain or shine with a clear thunder and cancellation policy and weekly bib distribution.

July 2026

Mountain running at Whiteface Mountain Ski Resort on July 4, 2026. Options include a single loop Mountain Race (~10 km, ~3,900 ft), a two loop SkyRace (~20 km, ~7,800 ft), a Vertical K and a kids climb, finishing at the summit.

A multi-distance July 4 event in Newport, Vermont offering Half Marathon, 10 Mile, 10K, 5K and a 2 Mile trail. Courses run along the waterfront, on the Beebe Spur Bike Path and on Memphremagog Trails with wooded sections.

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.

A weekly trail running series at Catamount Outdoor Family Center in Williston, VT offering 2.5 km, 5 km and 10 km distances, weekly bib procedures, weather and thunder policies, and options to transfer single night entries if a race is canc..

A seasonal trail race at Blueberry Hill Outdoor Center on July 11 2026 offering 5 km and 10 km plus backcountry courses through forest and a Hogback Mountain viewpoint, with proceeds supporting local trail maintenance.

A 5.7 mile loop on mostly dirt roads with a 450 ft climb in the first three miles and a gradual descent, held July 11, 2026 at Rumney Memorial School in Middlesex, VT.

BougeBouge Beaconsfield features a family friendly one kilometre cross country loop in Centennial Park. Three distances are offered on a mostly grass course near the water. It's a community event with limited capacity.

A weekly trail running series in Williston, Vermont with youth and adult categories, distances including a 2.5 km half lap, 5K and a cubbies race for young children. Events run rain or shine with a specific thunder delay and cancellation po..

A July ultramarathon in Vermont offering 100 mile and 100 kilometer options, featuring 17,000 feet of climbing over country roads and forested trails. Proceeds benefit Vermont Adaptive Ski & Sport and a concurrent horse race accompanies the..

A trail running event with 26K, 50K and a two person relay across road and rugged trails through Huntington, Starksboro, Hinesburg and Richmond, featuring significant climbing and proceeds supporting local youth ski lessons.

Trail races in Hartford, Vermont, through the Hartford Town Forest and Conservation Area. Courses mix logging roads, packed trails, and single track, with a 5K mostly downhill and a 10K that earns Western NH series points.

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