Trail Running calendar near Annandale 2026-2027

Join the 10th annual cross country event at Spencerville Adventist Academy featuring a 5K, 1 Mile run, and Kids Fun Run. Enjoy a campus course with finisher medals, team options, and a costume contest for all participants.

A fundraising 5K run/walk through My Lady's Manor in Monkton, Maryland, supporting The Harford Land Trust and The Manor Conservancy. Includes awards by overall and age groups and a post race happy hour with finger foods.

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.

A multi distance trail event in Waterford VA on May 9, 2026 that runs through historic village streets, vineyards, trails and unpaved roads. Proceeds support the Waterford Foundation and 5K and 10K finishers receive a shirt and medal.

A trail event at Cromwell Valley Park on May 9, 2026 offering 25k, 12.5k and a family 5k with mostly single track trails and mile marker activities for kids. Proceeds support local conservation groups.

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.

A 100 mile trail ultramarathon in the Massanutten Mountains with rocky terrain and over 18,000 feet of ascent, starting and finishing at Caroline Furnace in Virginia’s Shenandoah Valley. A 36 hour cutoff applies and training runs are held b..

Experience a fast and flat race along the historic Chesapeake and Ohio Canal Towpath in Potomac. With 5k, 10k, and half marathon distances available, walkers and runners of all kinds are welcome at Carderock Park.

Join the Ed Poling Memorial HARC Hike for Hunger & Hope, now in its 14th year. Choose from scenic C&O Canal Towpath hikes in May or a challenging Appalachian Trail hike. This fundraising event supports local community programs.

Test your resilience in this 24 hour endurance challenge in Annapolis. Set your own mileage goals to honor military heroes while enjoying provided meals and a community trail running environment.

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.

Experience an evening run through the historic Manassas National Battlefield with the Night Raider 5k and 10k. Finish your race at The Winery at Bull Run and enjoy a post-race gathering at this scenic Virginia vineyard.

Run or walk a scenic off road 5K course along the Cacapon River and Lewis Farm. This benefit event supports local youth programs while celebrating the Wardensville Spring Fest with local food and creativity.

A backyard ultra at Mustang Trailhead offering a 24 hour 100 mile limit and a 12 hour after dark 50 mile option. One hour loops of about 4.167 miles with a single aid station providing water Gatorade and snacks.

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.

A backyard ultra at Manidokan Camp in Knoxville, MD on May 30, 2026, featuring official 4.167 mile laps and a 1 mile 24 hour event. On-site camping, aid station, showers, timing, shirts, and cash prizes for the winner and the assist.

Join the 14th annual Hike for Hunger & Hope with two events. Choose a challenging 10 or 20-mile Appalachian Trail hike in May or a scenic 5K/10K on the C&O Canal. All hikes support local food programs and refugee services.

Test your endurance at Operation CENTURION on the Rock Creek Trail near Washington D.C. Complete ten 10 mile loops for a total of 100 miles within a 32 hour time limit.

Trail run and walk on May 30, 2026 at Gentle Giants Draft Horse Rescue in Mt. Airy, MD featuring 1 mile and 5K courses across forest trails and open pasture with draft horses on the farm.

A loop course at Sky Meadows State Park on May 31, 2026 offering 5K and 10K distances plus virtual options. The route passes fields, streams and sometimes cows, and walkers are welcome.