Trail Running Calendar United States 2026-2027

An October 25, 2026 event at Uncle John's Cider Mill featuring a fully off road 5K, a BOO Dash for kids, and a timed 1 Mile kids race. The farm setting includes apple orchards, cider, donuts, and on site activities.

A trail half marathon at First Landing State Park with sandy sections, roots, bridges, and about 300 feet of elevation gain; includes event shirt, finisher beanie, donuts, and age-group awards.

Haunted Hustle on October 25, 2026 at ITC Community Sports Park in Northville offers a Monster Mile and a 5k run/walk with shirts, medals, timed results, and proceeds benefiting Kids Without Cancer.

A trail race at Rocky Hill Ranch on Oct 25, 2026 offering 50k, 25k, 10k and 5k courses, rolling terrain, three full aid stations, cupless aid policy, a 12 hour cutoff, and a 500-runner cap.

Little Batty Trail Runs on 10/25/2026 in Nancy, KY features trail courses of 13.1 miles, 10K and 5K with creek or dry lake bed crossings, cross country sections and a short pavement segment; registration runs 3/20 to 8/31/2026.

Trail races in Orland, Maine with a 6.2 mile summit route over forested single track and granite slabs, plus a 1 mile fun run to the Dead River. The event supports the Great Pond Mountain Conservation Trust.

MonsterDASH Louisville on Oct 25, 2026 offers a new half marathon plus 5k, 10k and a kids mile with costume contests, expo, and themed runner perks.

A 25K trail race at Ridley Creek State Park in Glen Mills, PA on October 25, 2026. The single loop technical course gains about 1800 feet, includes three aid stations and has a five hour time limit.

Trail race at Ledge Lake Lodge in Hinckley Ohio offering 13, 26 and 52 mile options on one, two or four loops through the Cleveland Metroparks Hinkley Reservation. The course includes rocks, roots, fields and about 1,600 feet elevation per..

A 5K run/walk at Enoree River Vineyards with a grassy cross country course, one-lap option, race swag, and a wine pour at the finish; proceeds support the Newberry County Humane Society.

A fall trail event in Harvard on October 25, 2026 featuring a 5K through orchard and woods plus a 1 mile kids fun run, with age divisions, awards, shirts, and proceeds benefiting the Harvard Conservation Trust.

A chip timed 5k run or walk at Spencer Farm Winery on October 25, 2026 with a mostly grass cross country style course and a wine pour at the finish. Registration includes a T shirt, collapsible wine glass and finisher medal.

A 5K Run / Walk and Kids Fun Run at Hallock State Park on October 25, 2026, with a virtual 5K option. Proceeds support the Long Island Greenway and include a post-race wine crawl with vendor specials for participants 21 and over.

An age-group graded 5.5-mile trail race at Frances Slocum State Park on October 25, 2026, run mainly on grass and earth. Pre-registration is required; the entry fee is $10 and online registration closes October 23.

A stadium stair-climb at Gillette Stadium where participants run, walk, or roll through about 5,184 steps in support of Homes For Our Troops. The event offers team and wheelchair waves, optional fundraising, and spectator registration.

A three-race off-road series in North Carolina featuring single-track trail runs across Eno River, Uwharrie, and the Mountains-to-Sea Trail with multiple distance options and series awards based on total mileage.

A fall running event in Garrison NY with a half marathon, a 5K and a 3/4 mile kids run on trails and roads through the Hudson Highlands.

Trail races at Frenchman’s Bluff on October 25, 2026 offer an 8 Mile and a Half Marathon with bluff views, creek crossings and varied single track and fire road terrain. Entry is limited to 400 and finishers receive a long sleeve shirt and..

A trail race at Eno River State Park on October 25, 2026 offering 6 and 11 mile courses over technical single-track with rocky, root-filled terrain. Participants receive custom race swag, refreshments, and awards for top finishers.

Halloween-themed 5k and 10k at Indian Fields Tavern/5 Fields Brewing Co. with costume judging, official timing, finisher medal and a finish-line beer.