Trail Running calendar near Triangle 2026-2027

We have found 100 Trailruns within 80 miles of Triangle. See below where and when you can find the races.

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

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.

Run through the vineyards at Barrel Oak Winery on this pre Thanksgiving cross country course. The event features a 3k and 6k race, with participants receiving a finisher's medal, tech shirt, and a post race drink. The race supports Warriors..

The 8th annual Tuckahoe 25k is a trail race in Queen Anne, Maryland covering approximately 25k (15.5 miles) on mostly single track and horse trails. Three aid stations support runners and awards go to the top three men and top three women.

A trail running event at Riverbend Park in Great Falls, VA offering 5 miles (one lap) and 10 miles (two laps) on riverside singletrack with modest hills and stated elevation gains. A morning kids program and a youth race run alongside the e..

Run a scenic Turkey Trot through the historic trails of Manassas National Battlefield. Choose between a 5k or 10k trail course and finish with a glass of wine from the Winery at Bull Run. Your participation supports the preservation of the..

A community cross country event in Catonsville on Thanksgiving offering a chip timed 1 Mile Family Fun Run and a 5K. All proceeds support the CHS Cross Country program and awards include cash and age group prizes.

December 2026

Devil Dog Ultras in Prince William Forest Park offers 100 mile, 100K and 50K loop races on primarily single track with staffed aid stations, set time limits, limited entry, and a multi year loyalty challenge.

Trail races at Fountainhead Regional Park on December 6, 2026, with 4.8 mile and 10.5 mile options along trails and dirt roads; aid stations, post-race food, optional medals, and a kids program are available.