Trail Running calendar near Gainesville 2026-2027

We have found 106 Trailruns within 80 miles of Gainesville. See below where and when you can find the races.

Run a 5k, 10k, or half marathon on the scenic trail loops of the Third Winchester Battlefield. The event includes chip timing, a finisher's medal, and supports Operation Enduring Warrior. Walkers are welcome, and participation counts toward..

A trail race in Elkridge, MD on August 15, 2026 offering 25K and 50K options on rolling single track with river crossings, aid stations with real food, and an on-site finish area with pavilions and refreshments.

Run on the flat, scenic dirt trails of Leopold's Preserve in this 5k and 10k event. Participants receive a medal, shirt, and chip timing, with points counting towards several annual series. A virtual race option is also available.

The Inferno 10k is a forest trail race on a looping course behind Dirt Farm Brewing in Bluemont. Runners tackle a route with roots, rocks, and elevation changes. Finishers earn a medal, a tech shirt, and a post race beer.

September 2026

Run a scenic 5K or 8K on the trails of Creekside Farm Brewery in King George. Enjoy a post-race party with live music, a complimentary craft beer, and local food trucks. All participants get an event shirt and a souvenir pint glass.

Trails 4 Tails at Codorus State Park features a 40 mile ultra, a 40 mile team relay, and a 25K on looped trails with varied terrain, on-course aid, nearby camping, and awards for top finishers.

Test your endurance on a scenic 10-mile loop at Seven Bends State Park. Choose from distances like the 10-miler, 50k, 50-mile, 100-mile, or a Last Man Standing Ruck challenge. This event features mixed terrain, strict cutoffs, and is organi..

Event Information The River's Edge Endurance Challenge takes place in Brunswick, Maryland. The event is the 8th annual edition and offers three different race distances. Distances 5K (3.1 miles) 3 Hour Endurance Race 6 Hour Endurance Chall..

This community 5K run/walk takes place on a wide natural trail at the Agricultural History Farm Park. The event includes a pre-race pep rally, post-race snacks, and awards for top finishers.

October 2026

Run with your dog at the Howlin' Coyote Canicross Trail Race in King George, Virginia. Choose between a 10K or a 1 mile event on varied terrain. Your entry supports the Friends of Caledon State Park.

A trail event on October 11, 2026 in Mount Airy, Maryland, offering a five mile run plus timed four hour and eight hour challenges. Net proceeds support the Frederick Steeplechasers Memorial Scholarship Fund.

Trail races at Lake Fairfax Park in Reston on October 18, 2026 offering 5.1 mile and 10 mile singletrack courses with rocky and rooty sections, short climbs, parking at Pavilion G, and a supervised kids program.

A trail event at Patapsco Valley State Park offering in-person and virtual 50k and 25k options, Brooks shirts, aid stations, and distinct finishers awards, with headquarters at CCBC Catonsville. The park may postpone or move the race to vir..

Run through the forest trails of Conway Robinson State Forest for the Halloween Horror 10k. This chip-timed trail race offers series points and supports a local soup kitchen. Walkers are welcome, and a virtual option is available.

A scenic 5K through vineyard and farm terrain at Rocklands Farm Winery in Poolesville on October 25, 2026, followed by wine tastings, live music, and food vendors. The chip timed course uses dirt, gravel, and grass trails.

November 2026

A trail ultra in Green Ridge State Forest on November 1, 2026, offering about 32.8 miles and 16.3 miles options on red and green trails with multiple aid stations, a midpoint oasis, and fall training runs.

Trail races at Button Farm in Germantown combine singletrack and open farm field running across 5K, 10K and half marathon distances, offered both in person and virtually. The event includes aid stations, finishers medals, awards and a chari..

An 8K cross country run at Linganore Winery in Mount Airy, Maryland on November 8, 2026. The mixed terrain course loops through grapevines and hop yards and finishers receive a complimentary tasting.

Rosaryville Veteran’s Day on November 14, 2026 holds two races at Rosaryville State Park in Upper Marlboro, Maryland, with a 50K and a 20K. Event details and registration are listed via UltraSignup.

Trail races at Hemlock Overlook in Clifton, VA offer 5.2 and 9.5 mile options on hiking trails, dirt roads and fields along Bull Run, with rocky, root-strewn sections and designated spectator areas.