Trail Running calendar near Upper Marlboro 2026-2027

Trails 4 Tails at Codorus State Park offers a scenic, rolling course for the 40 mile ultra, team relay or 25K with mixed singletrack, fields and lake views. Full aid station, camping and nearby lodging make it a fun day on the trails.

Join the Howlin' Coyote Canicross Trail Race in King George VA for a scenic, dog friendly trail run that benefits Friends of Caledon State Park. Enjoy varied terrain, reusable speedCups and the chance to race with your leashed pup.

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.

Scenic trail running at Milkhouse Brewery in Mount Airy with a 5 Mile race and 4 Hour and 8 Hour ultra challenges. Presented by the Frederick Steeplechasers to honor Rick O'Donnell and raise funds for local scholarships.

Run scenic, historic trails in Patapsco Valley State Park with 50k and 25k options plus virtual entries that include same shirt and award. Enjoy well stocked aid stations, volunteer support, and a festive finish near CCBC Catonsville.

Halloween Horror 5k & 10k returns to Conway Robinson State Forest Park in Gainesville, VA, offering a forest trail race with a Halloween theme. The event features 5k and 10k distances, with the 10k being two laps of the 5k course. The loop..

Annapolis Striders unites runners in Annapolis, MD with road and trail races from 1 mile to ultramarathon and training programs for beginners to marathoners. Enjoy community races and a lively event calendar year round.

Run the scenic Turkey Trot at The Winery at Bull Run on Manassas National Battlefield with 5k and 10k options, in person or virtual. Enjoy a post race glass of wine, a finisher medal and tech shirt while supporting the Manassas Battlefield..

Run Thanksgiving at the 22nd Catonsville High School Turkey Trot featuring a chip timed 5K and 1 Mile Family Fun Run on a cross country course. Proceeds support CHS cross country and there are prizes; strollers and pets not allowed.

Celebrate the season at Milford Reindeer Stampede 5k at Killens Pond State Park on November 28 with a scenic run or competitive walk. Enjoy a long sleeve race shirt, post race treats and chip timing in this family friendly holiday event.