Trail Running calendar near Leonardtown 2026-2027

The Paradise Springs 5k & 10k is a running event at Hemlock Overlook in Clifton, Virginia. Participants can choose from the 5k or 10k course, with a post race celebration at Paradise Springs Winery. The event takes place on February 28, 202..

Trail races near Leonardtown, MD on an ~10.5 mile loop around a 250 acre lake, offered as 17K, 34K, or 50K with two aid stations and a 100 runner limit.

Trail races of 5 Miler, 10 Miler and a two person 10 Miler relay take place at Rockburn Branch Park in Elkridge on March 1, 2026; a portion of proceeds supports Bigfoot Endurance for Parkinsons research.

Kick off the Spring Backyard Burn trail running series at Wakefield Park near Annandale. Choose between a 5.5-mile or 10-mile course featuring singletrack, stream crossings, and rolling hills. The event includes post-race food, a kids' race..

A 31 mile trail event at Rockburn Branch Park in Elkridge Maryland featuring six loops of about 5.179 miles. Relay teams of two to six can share the distance and an aid station is stocked with food and drinks.

A women only trail endurance event near Triangle VA offering 50K and 25K options, two roughly 15 mile loops, five aid stations, and a limited field with a 9 hour cut off.

The Winter Conway Robinson 5k & 10k takes runners through the trails of Conway Robinson State Forest Park in Gainesville, Virginia. The event, scheduled for March 7, 2026, welcomes both runners and walkers and offers on-site and virtual par..

Trail marathon and 50K on March 7, 2026 at Seneca Creek State Park near Gaithersburg, MD. Runners may stop at the marathon finish or continue to complete the 50K, and entries include a tech shirt and finisher medal.

A free International Women’s Day endurance day at Beaverdam Reservoir Park featuring a 7.5-mile loop and varied trail surfaces. The event centers women, offers course support through sunset, and focuses on movement and mutual support.

A 10 mile trail race in Pocomoke State Forest on March 15, 2026. The event is cupless with one aid station, limited parking, and packet pickup available the day before.

The Spring Backyard Burn Trail Run offers a scenic 5.4 or 10 mile course through the historic grounds of Laurel Hill Park in Lorton. The route features gentle, non-technical singletrack with rolling hills. A free kids race and post-race foo..

A cross-country 5K and 1 Mile run at Wilderness Run Vineyards in Spotsylvania on March 21, 2026, featuring trail hills, on-site parking, a food truck and live music, drink tickets for adults, a 50/50 raffle, and awards across multiple age g..

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.

A two-day women's trail festival in Williamsburg, VA with a competitive ten mile trail run plus an 8k and noncompetitive hikes, talks, and exercise classes. Proceeds support local charities and all finishers receive a medal and a T shirt.

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..

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.

Get ready for game day with the 7-mile Superbowl Trail Run at Cromwell Valley Park. Run rolling hills and single-track trails, then enjoy post-race pulled pork sandwiches and a beer. Your participation supports the park and the Talmar Group..

Experience a classic 50 mile trail run through Virginia's spring beauty. The course winds through rolling forested terrain along the Occoquan River and Bull Run, featuring large bluebell stands. This event, with its historic Civil War theme..

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.

Run a memorable 14-mile point-to-point trail adventure from one Sheetz to another. This untimed event features themed aid stations with unique snacks, supports local charities, and provides useful swag like an insulated travel mug.