Trail Running calendar near Jay 2025-2026

Kilkenny Ridge Race, part of Aravaipa’s White Mountain Endurance Cup, takes place in Stark and Jefferson, New Hampshire, on the Kilkenny Ridge Trail through the White Mountain National Forest. It offers 50-mile, 25-mile, and 25K races along a roughly 25-mile traverse with about 7,500 feet of climb p..

The Royal (multi) Mile Hill Run is a 5K trail race held in Lincoln, New Hampshire, as part of the 50th Annual NH Highland Games & Festival. The challenging course features 800 feet of elevation gain across dirt trails, service roads, and ski trails at Loon Mountain. Participants receive a race shirt..

The TAM Trek is a trail race and fun run that raises funds for the Trail Around Middlebury (TAM). The 2025 edition is the 22nd annual event and takes place on September 21, 2025, in Middlebury, Vermont. All distances start and finish at Wright Park. The Trail Around Middlebury was begun in 1989 and..

The Westmore Mountain Challenge is a one-day trail run in Vermont’s Northeast Kingdom, covering five mountains—Moose, Hor, Pisgah, Haystack and Bald—for a total distance of about 26 miles and roughly 6,100 feet of elevation gain. The course traverses public trails on steep terrain, with a shuttle-as..

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 Bromont Ultra is a renowned ultramarathon and mountain biking event held in Bromont, Quebec, Canada, set amidst the scenic Eastern Townships. Since 2014, it has combined physical endurance challenges with philanthropy, raising over $4 million for various causes. The event features diverse trail..

The Trapp Lodge Mountain Marathon takes place at Trapp Family Lodge in Stowe, Vermont on October 18, 2025. The event offers two distances: Full Marathon - 26.2 miles (two 13.1-mile laps) Half Marathon - 13.1-mile loop Entry fees vary by date, with early, regular, and day-of pricing for both dista..

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 offset costs for Supertour and World Cup race trips, ski wax, test skis, warm-..

Randolph Ramble is a 5.7-mile trail race on Randolph Mountain Club lands in New Hampshire’s Northern Presidentials. The course climbs about 1,100 feet and is steep, rocky, and slippery, with occasional snow; most runners walk or power-hike the technical sections. Expect leafy downhills to be treache..

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 festive Halloween atmosphere encouraging participants to wear co..

RutFest (Richmond Ultra Trail Festival) is the Richmond Trail Running Club’s fifth annual weekend trail festival in Williston, Vermont. The 36-hour event at Catamount Outdoor Family Center features two repeatable trail loops of about 3 and 4 miles on the north and south sides of Catamount, offering..

The CircumBurke trail race returns to Victory Hill on November 1. The event is organized by the Victory Hill Trail Club at 2872 Victory Hill Rd, Victory, VT. All event proceeds will be re-invested in trail maintenance on Victory Hill. The Victory Hill trail network will be closed to other recreatio..

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 turkey trot. The race site is listed at 201-37 Cambridge Junction Rd. Distance..

Infinitus 2026 in Ripton, Vermont, organized by The Endurance Society, is a multi-distance endurance festival with races from 9 miles to 551 miles (the 888K). Distances include the 9 Miler, Marathon, 88K, 100 Miler, Deca-Marathon, 250 Mile, Penta-Marathon, and the 888K. The course is documented on A..

The Whiteface Mountain Races, held in Wilmington, NY, offer a challenging mountain running experience with some of the greatest vertical gain and loss per mile in the U.S. The event features multiple race options including a 21K (two loops), 10K (one loop), Vert Junky combo, 4K Ascent, and a 1-mile..