Trail Running Calendar Maryland 2025-2026

Enjoy a scenic 13.1 mile run along the C&O Canal Towpath at the Founders Half Marathon in Potomac, part of the DCRR Snowball Series. Friendly on course support and post race snacks make this a welcoming community event.

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.

Challenge yourself on scenic singletrack at Rockburn Branch Park in the Mid Maryland Trail Festival, featuring a 50K and a 50K relay. Run six loops or join a team of 2 to 6 with options to run fewer loops and aid stations on course.

Run the Patriotic Pursuit in Williamsport Park with 5k, 10k and half marathon options along the scenic flat C&O Canal Trail by the river. Chip timing, tech shirts, finisher medals and a virtual option support Semper Fi & America's Fund.

Run scenic, tame trails along the Little and Middle Patuxent Rivers in Columbia, MD during a fun January race weekend. Choose 5K, 10K or half marathon distances and earn finisher medals, a long sleeve shirt and knit gloves.

The Delmarva Ultra Challenge is a 100K trail test in Pocomoke run as two 50K efforts, one night and one morning. A surprise night course and limited spots make this a gritty, tactical event for experienced ultrarunners.

Community driven 50K trail race through Pocomoke River State Park, featuring mostly flat single track and scenic river views. Volunteer run with stocked aid stations and a handmade ceramic mug for every finisher.

Test your limits on this timed trail ultra at Little Bennett Campground with 5 and 9 hour solo and relay options on a scenic 4.4 mile loop. Enjoy aid stations, Altra demos and a post race chili while supporting Montgomery Parks Foundation.

Run a scenic 5K through forest trails at Wicomico Demonstration Forest in Parsonsburg, MD on February 21, 2026. Proceeds benefit 4STEPS therapeutic riding programs, making this debut trail race a great way to support riders and enjoy nature..

Run scenic single track around Saint Marys Lake and Salem Forest with 17K, 34K, and 50K options on a 10.5 mile loop. Limited to 100 runners, the friendly trail race finishes with warm food and pancakes.

Take on the Hashawha Hills 50K in Westminster MD, a scenic trail run of two equal loops through woods, meadows and rolling farmland. Expect runnable single track, gravel sections and a few stream crossings for a varied, fun ultramarathon.

Run the Bigfoot Endurance 5 Miler or 10 Miler at Rockburn Branch Park on March 1, 2026, with a relay option and scenic trail loops. Proceeds support Parkinson's research and entry includes a long sleeve shirt, medal and two post race beers.

Join the scenic Seneca Creek Greenway Trail in Gaithersburg MD on March 7, 2026 for a marathon or an extended 50K. Run single track parkland trails and choose to finish at the marathon or keep going to complete the 50K.

Run a flat, out and back 5k or 10k along Brunswick's scenic gravel path and support Wear Blue: Run to Remember. Finishers get a medal, technical shirt and a beer, with virtual options available for out of town runners.

Explore a scenic 10 mile trail through laurel and pine in Pocomoke State Forest along Blades Road, with mossy singletrack and creek crossings. Bring your own cup or bottle as the race is cupless and offers one aid station.

Tackle the HAT Run 50K, a scenic and challenging trail race in Havre de Grace on March 21, 2026. Expect varied terrain, nearly 4,400 feet of climbing and a few stream crossings that keep the adventure real.

Hit the scenic B&A Trail in Severna Park on March 29, 2026 with marathon and half marathon options, the marathon a Boston qualifier. Enjoy a mostly flat rails to trails route, generous aid, a finisher medal and participant apparel.

UltraTrax Wisp at Wisp Resort in McHenry MD on April 11, 2026 invites runners to tackle 7, 14, 21 or 28 mile loops over scenic ridgelines and ski runs with almost 2,000 ft of climbing. Aid, timing, finisher swag and a post race party await.

Run the scenic Breeze Thru the Trees at Ruppert Nurseries in Gaithersburg, where a 5K and 1 mile fun run wind through a tree farm. Proceeds benefit the Montgomery County Children's Opportunity Alliance and early childhood programs.

Run to Remember at Piney Run Park offers scenic 5.25 mile loops with lake views and race options from a 5 Mile to 50K or the 8 Hour challenge scored by laps. Well stocked aid, swag and proceeds support youth programs and cancer research.