Trail Running calendar near Milton 2025-2026

Amy’s Adventure Race for the Lake, hosted by the Lake George Land Conservancy, takes place at Amy’s Park in Bolton Landing, NY. The event offers two trail options: a 4.5-mile race and a 10-mile loop, featuring rugged single-track through fo..

Event overview Devil's Den Ultra takes place October 11-12, 2025 in Bradford, Vermont, at 1250 Chase Hollow Rd. The event offers these race options: 30-Hour 12 Hour 6 Miler The event is capped at 100 runners. Registration closes on Octobe..

Event overview The Bromont Ultra is a trail running and mountain bike event held in Bromont, Cantons-de-l'Est, Quebec, Canada. The event combines endurance sport with a philanthropic mission and has run since 2014. The 12th edition is sched..

Run scenic mountain trails at Trapp Family Lodge in Stowe on October 18, 2025, with full and half marathon options that climb to Round Top for views of Mount Mansfield. Expect rugged single track, big climbs, friendly post race food and awa..

Event overview The Mansfield Uphill run is hosted by the Mansfield Nordic Pro Team at Stowe Mountain Resort on October 19, 2025. Proceeds will go directly to supporting the Pro Team athletes and program. The team is fundraising to help offs..

The Hills Are Alive Cross Country Race, now themed as the Ghostly Gallop Trail 5K, is held at Arrowhead Golf Course in Milton, Vermont. The 5K course runs along the scenic Laura’s Tears trail, offering a trail running experience with a fest..

Event RutFest is the fifth annual Richmond Ultra Trail Festival held November 1-2, 2025 at Catamount Outdoor Family Center in Williston, VT. The event is community-focused and not for competition. It is organized as a 36-hour event over a w..

CircumBurke on Nov 1 at Victory Hill is an 18 mile singletrack, road and cart trail loop with short steep rocky sections that reward mountain running skills. Proceeds fund trail maintenance and the day offers aid stations, tacos and a beer.

Event details The Jeff RUN sonville Turkey Trot is scheduled for Thursday, November 27, 2025, in Jeffersonville, VT 05464. The event is organized by the Jeff RUN sonville Run Club and is described as the inaugural running of this town turke..

Krampuslauf - Lyme, NH (December 6, 2025) Krampuslauf is a running event held at the Dartmouth Skiway in Lyme, New Hampshire, with the start area at the ski lodge near 39 Grafton Turnpike Rd. The event offers these distances: 10K 9-hour ev..

Event overview The Runamuck 50K is held in South Pomfret, Vermont, with starts and finishes at Saskadena Six. The course covers 3,726 vertical feet and passes through Pomfret and Barnard. Weather on race day can include wind, rain, mud and..

Infinitus runs May 21 to May 30 in Ripton, Vermont, set among the Green Mountain National Forest. Choose distances from 9 miles to 551 miles and enjoy dorms, camping, a dining hall and pool for a true ultrarunning adventure.

Spend July 4 at Whiteface Mountain for a full day of uphill and mountain races across several distances, plus relaxed group trail runs the following Sunday. Entry includes a commemorative tee and unforgettable Adirondack views.

The Goshen Gallop is an annual trail running event held at the Blueberry Hill Outdoor Center in Goshen, Vermont. Celebrating its 48th year in 2026, the race offers 5K and 10K distances over well-marked courses featuring rugged gravel roads..

Event details The Magnificent Bastards Challenge takes place on July 25, 2026 in Corinth, Vermont, at 10397 VT-25, East Corinth, VT 05040. The event honors the KIA Marines from the 2nd Battalion 4th Marines. Registration opens on September..