Trail Running calendar near Sykesville 2026-2027

We have found 131 Trailruns within 80 miles of Sykesville. See below where and when you can find the races.

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.

Experience 7 miles of rolling hills and scenic single track trails at Cromwell Valley Park. Enjoy a fast downhill finish followed by pulled pork sandwiches and local beer at this community trail event.

Experience a fast and flat trail run along the Rappahannock River in Fredericksburg. This 5k course features a smooth lollipop style loop with minimal elevation gain and scenic views starting from the local quarry.

April 2026

Experience one of the oldest 50 mile trail races in the country through the forested rolling terrain of Virginia. This spring event features a historic course through bluebells with a generous 13 hour time limit.

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.

Experience a unique 14 mile point to point trail run through the forests of Virginia. Enjoy a flat course featuring themed aid stations serving pie and s'mores while supporting local children's charities.

Experience a hilly and technical trail race through the scenic property in Bluemont Virginia. Choose between the 5k and 10k distances and enjoy a glass of beer after conquering the technical terrain.

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.

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.

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.

Experience a scenic trail run at Pohick Bay Regional Park featuring waterfront views and historic surroundings. Choose between 5.9 and 10.4 mile courses through single track trails with professional support and activities for the whole fami..

Experience a fast and flat race along the scenic Chesapeake and Ohio Canal Towpath in Potomac. With 5k, 10k, and half marathon distances available, walkers and runners are invited to set new personal records at Carderock Park.

A looped trail event at Piney Run Park offering 50K, 25K, a 5.25 mile race, and an 8 hour challenge, with aid stations, race amenities, packet pickup, and proceeds supporting the club, youth programs, a scholarship, and 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.

Trail ultra in Gunpowder State Park near Parkton, MD. Options are 25K or 50K on a 15.5 mile loop with staffed aid stations, optional water stops, and a nine hour time limit.

Experience the scenic grounds of Barrel Oak Winery in Delaplane, Virginia, through 3k and 6k race options. This inclusive event welcomes both walkers and leashed pets for a day of activity in a beautiful vineyard setting.

Experience a trail run through Lake Fairfax Park in Reston featuring scenic lake views and smooth singletrack paths. Choose between 5.3 and 10.3 mile distances on a course with frequent short hills and minimal pavement.

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.

A 100 mile ultramarathon on the historic C&O Canal towpath beside the Potomac River and Appalachian mountains. The course is one 40 mile loop plus two 30 mile loops with aid stations every 3 to 6.9 miles.

Experience the scenic trails of Third Winchester Battlefield Park with 5k, 10k, and half marathon distances. This historic Virginia event welcomes both runners and walkers for a beautiful spring race.