Trail Running Calendar Maryland 2025-2026

Run Fire on the Mountain in Green Ridge State Forest near Little Orleans MD on November 2 2025 with 50K and 25K options. Tackle technical singletrack, scenic climbs, aid stations, and a welcoming finish with a finisher premium.

Run the 16th annual Rosaryville Veterans Day Trail Race at Rosaryville State Park with 50K and 20K routes through woods and meadows on rolling single track trails. Limited to 250 runners with aid stations and awards.

Tackle the Bobcat Trail Run, an 11 mile out and back through scenic Catoctin trails at Cunningham State Park on November 8, 2025. Expect rugged singletrack, a steep climb called Bobs Hill, an aid station at the turnaround and a cotton tee.

Tackle 50 miles of scenic single track along Seneca Greenway and Muddy Branch in Montgomery Village, MD. Expect rolling forest terrain, small stream crossings, and a community minded field for an unforgettable trail ultramarathon experience..

Trail run through scenic singletrack and open farm fields at Schaeffer Farms with a half marathon, 10K and 5K on Nov 8 in Germantown, MD. Enter in person or virtual, support Interfaith Works and enjoy a finisher medal and after race fare.

Tuckahoe 25k in Queen Anne Maryland is a scenic trail run with runnable hills and rooty, muddy sections. Three aid stations and event swag await finishers on Saturday, November 22 for a fun, rugged autumn challenge.

Join the 21st Annual Catonsville High School Turkey Trot on Thanksgiving morning for a family friendly 1 Mile fun run and a competitive chip timed 5K in Catonsville, Maryland. All proceeds support the CHS cross country program.

The Founders Half Marathon in Potomac on December 14 showcases a scenic 13.1 mile out and back along the C&O Canal Towpath and serves as race two of the DCRR Snowball Series. USATF certified with post race snacks and online registration.

Join the Anniversary Run 15K at Quiet Waters Park, a scenic trail race that wraps up the Annapolis Striders Championship Series. Finish at Sassafras Pavilion for awards, a lively community vibe, and volunteer opportunities.

Patriotic Pursuit at Williamsport Park offers 5k, 10k and half runs along a flat scenic C&O Canal Trail beside the river. Chip timed with finisher medal, tech shirt and virtual option supporting Semper Fi & America's Fund.

Run the Mid Maryland Trail Festival at Rockburn Branch Park in Elkridge, MD, a scenic 50K on wooded trails made up of six loops of about 5.18 miles each. Solo runners or teams up to six can tackle the full distance or share loops in a relay..

Enjoy a scenic trail run along the Little and Middle Patuxent rivers in Columbia, Maryland. Choose from a half marathon, 10K or 5K on Jan 31 to Feb 1, 2026 at the Guilford Pratt Truss Bridge for a tame and rewarding trail experience.

Run a timed trail ultra at Little Bennett Campground on scenic 4.4 mile loops, choosing 5 or 9 hour solo or relay challenges. Enjoy aid stations, Altra shoe demos, a long sleeve race top and a post race chili bar while supporting Montgomery..

The Algonquin 50K is a community driven nonprofit trail race at Pocomoke River State Park starting and finishing at Milburn Landing. Expect mostly flat sandy trails, well stocked aid stations, and a friendly low key ultrarunning atmosphere.

Explore a scenic loop around Saint Marys Lake and Salem Forest with 17K, 34K and 50K options on mostly single track trails and about 500 ft of climb per lap. Limited to 100 runners, with pancakes served at the finish.

Tackle the MCRRC Seneca Creek Trail Marathon or push on to the 50K in scenic Seneca Creek State Park. Expect hilly muddy rocky single track and a choose your distance finish for a customizable trail challenge.

Test your limits at the Dark Side 8 Hour Ultra in Little Bennett Park, Clarksburg. You have eight hours to run as many 5.5 mile loops on scenic single track trails as you like, with hearty on course aid and a post race meal to refuel.

Join the Smoketown Brewery 5k and 10k on March 8 for flat gravel out and back routes, with a virtual option and walkers welcome. Finishers get a medal, tech shirt, chip timing and a beer while supporting Wear Blue Run to Remember.

Tackle the HAT Run 50K in Havre de Grace, Maryland, a scenic trail challenge with rolling single track, open fields and nearly 4,400 feet of climbing. Expect stream crossings and a rewarding day on rugged, looped trails.

Test your endurance on a 2.5 mile loop at the Genesee Valley Outdoor Learning Center in Parkton, MD, with 6, 12 and 24 hour options for solo and team runners. Enjoy farm road and grass field terrain, camping, pacer options and on site suppo..