Trail Running calendar near Baltimore 2026-2027

A free Forrest Gump themed fun run on Lakeside Loop in Owings Mills offering a full 4.4 mile loop or a 1 mile out-and-back option, meeting at New Town Village Center with themed attire suggested.

A summer trail race at Gunpowder State Park on July 12, 2026, listed as 7 miles with the course described as about 8 miles and crossing county lines. The route features rolling hills, water crossings and varied terrain, and field size is li..

Endless Summer 6 hour Run is a timed six hour event at Greenbury Point Nature Center in Annapolis on July 18, 2026. It is listed on the Annapolis Striders race calendar.

Run through rolling vines at 868 Estate Vineyards in Hillsboro with a scenic but hilly 5k or 10k course that tests and rewards. Finishers get a medal, tech shirt and a glass of vineyard wine, and a virtual option is available.

Trail races at Schaeffer Farms on July 25, 2026 offer a 5K and a longer 10K++ course that begin and end at Button Farm Living History Center. Courses feature single-track, stream crossings, log ramps and some rocky, rooty sections.

Run the Vineyards at Bohemia Manor Farm offers scenic 5K and 8K courses through vineyards, waterfront and wooded trails, chip timed with live results. Finish with refreshments, a souvenir wine glass and an after party on the river.

Trail races at Little Bennett Regional Park on August 1, 2026 offer 5K and 10K singletrack courses with hills, stream-side sections, aid stations and post race food.

Run rugged single track and river crossings at MD Heat Trail Race in Patapsco Pickall, Elkridge MD. Choose 25K or 50K and expect big climbs, technical rock sections, helpful aid stations and a finish with food and beer.

Enjoy a scenic trail 5k or 10k through Leopold's Preserve in Broad Run, Virginia on Aug 23, 2026, with chip timing, medals and a tech shirt. Walkers and virtual participants are welcome and races earn points toward year long series.

Hit the forest trails at Dirt Farm Brewing on August 29, 2026 for the Inferno 5k and 10k. Tackle a scenic, technical loop, earn a finisher medal and a Dri FIT shirt, and toast with a glass of Dirt Farm beer. Virtual option available.

Enjoy a scenic 5K trail or one mile Move As You Please at Thorncroft Equestrian Center’s 70 acre farm in Malvern. Finish with live music, food trucks and pony meet and greets while supporting care for Thorncroft horses.

Join the Sasquatch Preservation Trail Run in scenic Seven Valleys, PA on September 12, 2026 for a fun 5K or 10K through rolling trails and forest scenery. Volunteers welcome to help keep this community event running strong.

Run through Creekside Farm on scenic dirt trails along the Rappahannock River with 5K and 8K options, chip timing and awards. Celebrate after with live music, craft beer, a free pint for entrants 21 plus and food trucks.

Choose from a 25K, 40 Mile or 40 Mile relay on scenic mixed terrain at Codorus State Park, featuring lakeshore singletrack, open fields and historic sites. Enjoy a fully stocked aid station, race day picnic and finisher awards.

The River's Edge Endurance Challenge will take place in Brunswick on Saturday 26 September 2026. You can run between 5 and 6 hours.

Run with your dog at the Howlin' Coyote Canicross Trail Race in Caledon State Park, featuring varied terrain and a 10 km canicross plus a one mile Wild Pup dash. This non profit event supports Friends of Caledon and is disposable cup free.

Join the Kettle Cooker Five & Dime at Glenroy Preserve for scenic loop trails with 5 mile, 10 mile and 25K options over hills, creeks and rocky terrain. Chip timing, aid stations, a soft tee and post race beer make it a great day.

An annual trail running event in Mount Airy, Maryland on October 11, 2026, offering a 5 mile trail run plus 4 hour and 8 hour timed challenges. Net proceeds support the Frederick Steeplechasers Memorial Scholarship Fund.

Scenic lake loop trail runs at Lums Pond State Park offer everything from a single lap 12 KM to a 24 KM and 12 hour solo or 4 person relay. Aid stations and race day bib pickup make it a relaxed fall challenge.

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.