Trail Running calendar near Milton 2026-2027

We have found 54 Trailruns within 80 miles of Milton. See below where and when you can find the races.

A single day endurance walk on Gore Mountain near North Creek, NY offering 7, 14, 21 and 28 mile loop options with a 10 hour finish window. The shaded route climbs wooded slopes and ridge roads with aid stations, timing, and finish rewards.

Part of a weekly trail series at Catamount Outdoor Family Center in Williston, VT, this event offers 5 km and 2.5 km courses, adult and youth categories, weekly bibs at check-in, and weather and thunder policies with posted updates.

A Last Man Standing style event in Corinth, VT honoring KIA Marines, with one-mile loops for runners and ruckers. Ruckers carry required pack weights and medals and timed awards are given based on completion and speed.

Backyard ultra on wooded trails at Mt. Van Hoevenberg in Lake Placid on July 25, 2026, requiring a 4.167-mile loop every hour until one runner remains.

A set of 5K trail run and virtual options at Stowe Mountain Resort on July 25, 2026. Registration includes a food and beverage ticket and proceeds support the EpicPromise nonprofit.

A 5K trail race around Barre's historical granite quarries on wooded double and single track trails, with rocky and rooty terrain. Walkers and families are welcome; registration dates and age based fees apply.

A weekly trail race series at Catamount Outdoor Family Center in Williston offering 5 km and 2.5 km options for adults and youth, with rain or shine operation, a specific thunder policy, and bib pickup and safety check-in procedures.

August 2026

Trail races in Goshen, Vermont, centered at Blueberry Hill Inn with mountain single track and a summit view of Lake Dunmore. Distances include a 14 miler with about 2400 feet of gain and a 36 miler with over 5000 feet.

A 12 km trail run on the Oak Hill XC and Trescott Trails in Hanover, NH on August 1, 2026, featuring rolling singletrack, about 1,446 feet of climb and on-course support; pre and day of registration options are available.

Weekly trail races at Catamount Outdoor Family Center in Williston, VT offer 2.5 km, 5 km and 10 km options with adult and youth categories, weekly bib pickup, a water refill station, and published weather and thunder policies.

Trail run and fundraiser in Poultney Vermont featuring an 8K, a half marathon and a kids fun run on singletrack and double track trails. Cup free aid stations offer refills, with awards, snacks and a post race raffle.

Trail races at Mt. Van Hoevenberg near Lake Placid on August 8, 2026, using diverse singletrack and forest trails with climbs and descents.

A weekly trail running series at Catamount Outdoor Family Center in Williston, VT offering 5 km and 2.5 km options with adult and youth entry categories. Races run rain or shine and follow a published thunder and bib policy.

Bivo's second annual Summer Bash takes place August 13 at Cochran's Ski Area in Richmond, VT, featuring a trail run, MTB and gravel rides plus a Vermont Youth Cycles MTB ride for younger riders.

A 5K event at Mont Saint-Bruno on August 15, 2026 with 25 plus obstacles, 2.5 million cubic feet of foam, live music, food vendors and a free kids zone.

A community run on the Lamoille Valley Rail Trail from Oxbow Riverfront Park on August 15, 2026, with an out and back course to the 1.5 mile turnaround, aid at the turn, post-race refreshments, and awards for top three finishers in each cat..

Mozo Double Up is an 11 mile mountain trail race with about 5,000 feet of ascent, limited to 70 runners, held biannually with a $105 entry fee.

Weekly trail races at Catamount Outdoor Family Center in Williston, VT, with 5 km, 2.5 km half lap, and a cubbies category for ages 5 and under. Events run rain or shine with a stated thunder and cancellation policy.

A loop-style trail event in Paul Smiths, NY with 6 hour, 3 hour, and 1 hour timed options on an approximately 4 mile course. The day also features live music, food, and other on-site activities alongside the timed laps.

A weekly trail race series in Williston, VT offering 5 km and 2.5 km options with adult and youth categories, bib pickup and on-course water refill. Events run rain or shine and follow a posted thunder and cancellation policy.

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