Trail Running Calendar Maryland 2026-2027

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.

Experience an iconic spring ultra marathon featuring a fifty kilometer double loop through Susquehanna State Park. Navigate single track trails and stream crossings with over four thousand feet of climbing.

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.

Experience a scenic trail run through the forests and fields of Rosaryville State Park. Choose from several distances on fast and smooth terrain located just off the Capital Beltway in Maryland.

Experience a timed trail ultra at Little Bennett Regional Park with 5 and 9 hour individual or relay options. Runners navigate a 4.4 mile loop supported by a fully stocked aid station in Clarksburg.

Run along the paved B&A Trail in Maryland at this established event featuring a full and half marathon. Managed by the Annapolis Striders, it offers a well supported experience starting at Severna Park High School.

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.

Experience a unique trail run on the private ThorpeWood estate in Maryland. Offering 5K and 10K distances, this club event features marked loops through beautiful natural terrain for FSRC members.

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..

Experience a scenic 5K cross country race through the hop yards and vineyards of Red Shedman Brewery. Finishers enjoy a complimentary beverage at this unique farmhouse event in Mount Airy.

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.

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.

The Johnnycake Jolt Series is a four-week trail run event on Wednesday evenings in May. Runners can tackle a scenic 10 km course in the Pickall Area of Patapsco Valley State Park. It’s a grassroots series designed to bring the local running..

Experience the beauty of the Gunpowder Watershed in Parkville Maryland with a choice of trail distances. Support local land conservation while enjoying single track trails and family friendly activities.

The Johnnycake Jolt Series offers four weekly 10k trail runs in Patapsco Valley State Park. It's a grassroots, low-key event organized by park stewards, with a discount for park members.