Trail Running calendar near Hagerstown 2026-2027

Saddle up for the Blazing Saddles trail race at Codorus State Park. This event offers 50K, 25K, and 8 Miler distances on a hilly, mixed-terrain course, with all proceeds benefiting a local animal rescue. Come prepared for challenging March..

Experience a scenic 5k cross country run or walk through the vineyards of Armstrong Valley Winery. Participants receive a finisher medal that doubles as a wine stopper and a celebratory pour of wine.

Experience a unique trail run through the historic former prison grounds of Laurel Hill Park. Choose between 5.4 or 10 mile distances on a course featuring meadows, forests, and old guard towers.

A cross country 4k and 8k around Twisted Oak Farm Brewery in White Post, VA with chip timing, water stations, and a virtual option. Points count toward multiple series including Back of the Pack and Sippin' Series.

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 unique trail run through the grounds of Genesis Church featuring a fun foam finish. Support healthcare services for the uninsured while enjoying distance options for runners, walkers, and children in York.

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.

The B&A Trail Marathon will take place in Severna Park on Sunday 29 March 2026. You can run between 13 and 26 miles.

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 50 mile trail run along the scenic Occoquan River in Virginia during the peak of spring. This historic event features forested paths and the largest bluebell stands on the East Coast.

Run a scenic 5k cross-country course at a Virginia vineyard. The event welcomes runners and walkers alike and offers virtual participation options. It takes place in Warrenton on April 4, 2026.

The Trail Demon 10k is a technical trail race on a forest loop at Dirt Farm Brewing in Virginia. Runners receive a finisher medal, a tech shirt, and a post race beer. Proceeds support the Boulder Crest Foundation for veterans and first resp..

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.

Experience the historic trails of Canoe Creek State Park with a 10K or half marathon trail race. Navigate singletrack paths and stream crossings while supporting local non profit organizations.

Experience the rugged terrain of Michaux State Forest with trail races and a half marathon. Navigate creek crossings and forest climbs at Pine Grove Furnace State Park or participate virtually from any location.

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.

Enjoy a cross country style 5k run or walk through the scenic Hauser Hill Event Center. Participants receive a finisher medal and a pour of wine in a collectible glass at the finish line.