Trail Running calendar near Killington 2025-2026

We have found 65 Trailruns within 80 miles of Killington. See below where and when you can find the races.

The Groton Forest Trail Run, held at Boulder Beach State Park in Groton, Vermont, offers two challenging trail distances: a 15-mile and a 6.2-mile run. This event is designed to introduce participants to the scenic and rugged terrain of Groton Forest, featuring rocky and root-filled trails that test..

The NCVRC Run for Hope will take place in Morrisville on Saturday 13 September 2025.

Wilcox Wild is a challenging 50K trail ultra held in the Adirondack Park Wilderness, New York, starting and finishing at Harrisburg Lake. The rugged course features a lollipop route passing through scenic areas including East Stony Creek Trail, Murphy Trail, Willis Lake, and Wilcox Lake, with an ele..

The Mountain Goat Cabin Trail Run takes place at the Merck Forest and Farmland Center in Rupert, Vermont. The main event features a challenging 7-mile loop with approximately 1,500 feet of elevation gain, winding through scenic trails and forest roads. Runners experience two historic cabins, Ned's P..

The Pisgah Mountain Trail Races, held in Pisgah State Park, Chesterfield, New Hampshire, feature two challenging trail distances: a 50K and a 23K. Organized by the Red Clover Rovers, this event supports the New Hampshire Special Olympics, with all profits benefiting their mission. The races start fr..

The Paine Mountain Anchor Challenge Trail Race, held in Northfield, Vermont, is a scenic and challenging 6K trail race that starts and finishes at the Norwich Shaw Outdoor Center. The course features a mix of gravel roads, single-track switchback trails, and steep descents, leading runners to the su..

The Hooksett Kiwanis 5K Trail Race is an exciting running event taking place in Hooksett, NH, featuring a 5K race for all runners and walkers, as well as a Kid's Fun Run for children aged 12 and under. The race begins at Heads Pond trail and follows a scenic route through wooded conservation areas,..

The Bear Brook Trail Races, held in Allenstown, New Hampshire, showcase the scenic beauty of Bear Brook State Park with its diverse trails, including single track paths, steep hills, and blueberry fields. The event offers three race distances: a 10K following "Mindy's Loop," a Half Marathon, and a M..

The TAM Trek is an annual trail race and fun run organized by the Middlebury Area Land Trust to support the Trail Around Middlebury (TAM). This scenic 19-mile loop encircles Middlebury, connecting various local landmarks and conserved properties. Participants can choose from multiple race options, i..

The Royal (multi) Mile Hill Run is a challenging 5K race held during the NH Highland Games & Festival in Lincoln, New Hampshire. Scheduled for September 21, 2025, the event features a course with an elevation gain of 800 feet, traversing dirt trails, service roads, and ski trails. Participants recei..

The Vermont 50 Ultra Run is an annual endurance event held at Ascutney Outdoors in West Windsor, Vermont, typically on the last weekend of September. Established in 1993, it features a challenging and scenic course through Vermont's landscape, offering a 50-mile ultra run and a 50K race. The event i..

October 2025

Amy’s Adventure Race for the Lake is an annual trail running event held in Bolton Landing, New York, organized by the Lake George Land Conservancy. The race features two challenging courses: a 4.5-mile and a 10-mile route, both winding through scenic forests and rugged single-track trails with rewar..

The Flutters and Foliage Endurance Run, held in Cohoes, NY, is a unique fundraising event supporting Flutters of Hope, a nonprofit aiding individuals and families affected by eating disorders. This endurance run features multiple race options, including 1-hour, 3-hour, and 6-hour events, with solo a..

The Buck 50 is a challenging 50-kilometer ultramarathon held in Kattskill Bay, New York, along the scenic southern Adirondacks near Lake George. The course features rugged, remote trails that traverse four of Lake George's tallest peaks, including Buck Mountain, Sleeping Beauty, Black Mountain, and..

Devil's Den Ultra is a challenging trail running event held in Bradford, Vermont, featuring a rugged 10K loop on Wright's Mountain. The course offers a mix of terrain, including steep climbs, rocky and rooty sections, and a scenic downhill through the woods. Runners can choose from three race option..

The Midstate Massive Ultra Trail is a challenging point-to-point ultra running event held in New Ipswich, New Hampshire, traversing the Appalachian Midstate Trail through central Massachusetts and crossing into New Hampshire, Rhode Island, and Connecticut. Scheduled for October 11-12, 2025, the race..

UTMB Index

The Trapp Lodge Mountain Marathon is a challenging trail running event held at the scenic Trapp Family Lodge in Stowe, Vermont, nestled in the Green Mountains. Offering both half and full marathon distances, the race features a 13.1-mile loop with approximately 2/3 double track and dirt roads and 1/..

The Hills Are Alive Cross Country Race is set to take place at Arrowhead Golf Course in Milton, Vermont. This event features a 5K race on the scenic Laura’s Tears trail, welcoming runners aged 12 and older. Participants can pre-register online, with a fee of $15, and GMAA members receive a discount...

November 2025

The Hamsterwheel in New Boston, NH, is a unique ultrarunning event featuring 6, 12, 24, and 30-hour races, including relay options. The course is a scenic, largely flat 4-mile loop starting near the Hillsborough County Fairground, running along the New Boston Rail Trail by the Piscataquog River to L..

The Moreau Half is a challenging 14-mile trail race held at Moreau Lake State Park in Gansevoort, NY. Taking place on November 1, 2025, the course features approximately 2,700 feet of elevation gain over technical, winding singletrack trails, making it a demanding event suited for experienced trail..