Trail Running Calendar Maryland 2026-2027

We have found 55 Trailruns in Maryland. Check below where and when you can find the races.

This 50k trail race features a six-loop course through wooded trails at Rockburn Branch Park. Runners can tackle the full distance solo or form a relay team of up to six people to share the loops. An aid station provides fuel and hydration..

Explore Montgomery County's single-track trails at this low-key event in Seneca Creek State Park. Choose your challenge on race day: stop at the marathon finish or push on for the 50K. All runners get a tech shirt, medal, and a course with..

A 5k and 10k at Smoketown Brewery on March 8 with out and back gravel courses, limited water stations, a virtual option, chip timing, a finisher medal, a technical shirt and a postrace beer.

A 10-mile trail run through the pine and laurel of Maryland's Pocomoke State Forest. This cupless race has a 3-hour cutoff and limited parking, so plan ahead. The course is marked with arrows and flags for navigation.

The HAT Run 50K is a 36-year-old spring ultramarathon on the trails of Susquehanna State Park. The two-loop 50 km course mixes single-track, fields, and dirt roads with significant climbing and stream crossings. It starts and finishes at th..

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A 5k cross country run and 1 mile fun run through Ruppert Nurseries' 500 acre tree farm in Gaithersburg on March 22, 2026. Proceeds support the Montgomery County Children’s Opportunity Alliance.

Join The Husky Run 5K on the scenic Ma and Pa Trail in Bel Air. This walk and run event is open to all ages and abilities. Every finisher earns a limited-edition Husky medal.

Run through the beautiful mixed forests and fields of Rosaryville State Park. This early season trail run offers a half marathon, 10K, and 5K on relatively smooth, non-technical courses. Enjoy fully supported aid stations and a post-race ce..

Experience a timed trail ultra at Little Bennett Regional Park with 5 hour and 9 hour challenges for solo runners and relay teams. Complete as many 4.4 mile loops as possible and enjoy a post race chili bar.

On March 29, 2026 in Severna Park, MD runners can choose a Marathon or Half Marathon mostly on the asphalt B&A Trail. USATF certified courses, staffed aid stations, finish medals, and participant quarter zips are provided.

Run 7 miles of scenic trails at Cromwell Valley Park. Enjoy rolling hills, single-track paths, and a fast downhill finish. Proceeds support the park and therapeutic programs for veterans.

April 2026

Trail races of 5K and 10K take place at ThorpeWood private property in Thurmont, Maryland on April 4, 2026. Both are part of the FSRC Grand Prix, chip timed, with marked loops, on-site water and designated parking.

UltraTrax Wisp brings a timed trail adventure to Wisp Resort on April 11, 2026. Choose from four loop-based distances up to 28 miles, with stunning Appalachian views and a festive after-party. Finishers earn rewards, and part of the proceed..

A turtle-themed 5K trail run at Hopkins Farm Brewery that supports local wildlife conservation. Participants receive a wooden medal and costume prizes are awarded. The event concludes with a festive after-party featuring live music.

Run a fast and flat course along the C&O Canal Towpath in Maryland's Carderock Recreation Area. Choose from a 5K, 10K, or Half Marathon distance, with walkers welcome. The event also offers a virtual participation option.

Run to Remember is a multi-distance trail event held in Sykesville's Piney Run Park. Runners traverse a scenic 5.25-mile loop past woods, meadows, and a lake. The event honors lost loved ones and supports cancer research.

The Gunpowder Keg Ultra features 25K and 50K trail races on a scenic 15.5-mile loop in Gunpowder State Park. Runners can even change their target distance mid race. The affordable entry supports the park and club, with optional commemorativ..

The Spring Hops 5K is a cross-country race winding through the vineyards and hop yards of Red Shedman Brewery. Every finisher earns a refreshing pour of a local beverage. This scenic event is scheduled for April 19, 2026, in Mount Airy, Mar..

Run 100 flat miles on the scenic C&O Canal. This April event starts and finishes at Camp Manidokan and is a Western States qualifier. Finishers get a belt buckle and enjoy a post-race meal.

May 2026

A trail running event at Agricultural History Farm Park in Derwood, Maryland, featuring timed lap challenges where each lap must finish in under an hour and also offering a marathon and 25K.