Trail Running Calendar Virginia 2025-2026

The Trail Nut Half Marathon Trail Race is an exciting running event taking place in Bedford, Virginia, from May 3 to May 7, 2025. Participants can choose between a half marathon, a 10k race, and virtual run options for both distances. The race is set in a scenic park featuring over 9 miles of interm..

The Grayson Highlands 50 Mile, 50K, 25K, and 8 Miler is a scenic trail running event held in May 2025 at Grayson Highlands State Park, Virginia. Organized by Run Bum Races, the race offers a challenging yet beautiful experience through mountainous terrain, with distances suitable for various skill l..

The Mint Springs Trail 5K is an annual running event held at Mint Springs Valley Park in Crozet, Virginia. This challenging 3.1-mile course features scenic mountain trails, steep climbs, and beautiful views, making it suitable for runners of all experience levels, as well as families and walkers. Pa..

The Perfect Day 50K is a running event taking place in Keezletown, Virginia, on May 3, 2025. Participants can choose to compete individually or as part of a team, with options for teams of two or three. This event is designed for runners of various skill levels, promoting a fun and competitive atmos..

The Run First Wine Later 5k and 3k is a scenic cross-country race held at Creek’s Edge Winery in Lovettsville, VA. Participants can enjoy laps around the vineyard, with the 3k consisting of three laps and the 5k of five laps, featuring a small hill behind the winery. Runners receive a glass of wine,..

The Four Leaf Clover Project's Run for Prosperity is a scenic 5K race held at Bluemont Station Brewery & Winery in Bluemont, Virginia. The event features a cross-country course with hills, completed in three laps, and welcomes walkers. Participants receive a finisher medal, a technical event shirt,..

The Historic Waterford Trail Run/Walk is an outdoor event taking place in Waterford, Virginia, on May 10, 2025. Participants can choose from a 5K Trail Run/Walk, a 10K Trail Run/Walk, or a Fun Run, all set against the scenic backdrop of Western Loudoun County. The course features a mix of trails, pa..

The Dahlgren Trailblazer is an annual community bike event held in King George, Virginia. Participants embark on a friendly 8-mile ride starting from the trailhead at 10431 Bloomsbury Road, turning around at 9274 Comorn Road. The event is organized by the Friends of the Dahlgren Railroad Heritage Tr..

The Dominion Energy Riverrock Trail Running Events, taking place from May 16 to May 18, 2025, in Richmond, VA, features a variety of races including the Belle Isle Blitz (5k), James River Scramble (10k), and Bust the Banks Half Marathon. This outdoor sports festival, organized by Sports Backers and..

The Fit Farmer 12K Trail Run is an annual event held at the City of Norton’s Flag Rock Area Trails system. The race covers a 12-kilometer trail course and aims to support the Norton Friends and Farmers Market’s Senior Supplement Program, which helps low-income senior citizens access fresh, locally g..

The Massanutten Mountain Trails 100 Mile Run is a challenging ultramarathon held in Virginia’s Shenandoah Valley, covering 100 miles of rugged, rocky trails in the Massanutten Mountains. The course features short but steep mountain climbs, totaling over 18,000 feet of elevation gain. The event takes..

The Fountainhead Half Marathon and 10K Trail Run takes place at Fountainhead Regional Park in Fairfax Station, Virginia, just 30 minutes from Washington D.C. This challenging event features a half marathon of approximately 13.5 miles and a 10K of about 7.2 miles, both on rugged trails with rocks, ro..

The Night Raider 10k and 5k is a scenic trail run held at the Manassas National Battlefield, starting and ending at The Winery at Bull Run in Centreville, VA. Participants can enjoy a course that includes cross-country paths, dirt trails, a boardwalk, and gravel sections, with some hills. The event..

The Capital Backyard Ultra is an endurance running event held in Lorton, Virginia, featuring a unique format where participants run a 4.167-mile loop every hour until only one runner remains. The race supports experienced backyard ultrarunners aiming to push their limits, with a maximum of 60 partic..

The Virginia Creeper 10 Miler is a running event taking place in Abingdon, Virginia, on May 24, 2025. This race features an out-and-back course along the scenic Virginia Creeper Trail, primarily consisting of dirt and gravel surfaces. Participants will run five miles out before turning around to com..

The Happy Tail Wine Trail 5k is a fun and inclusive running event held at 53rd Winery in Louisa, Virginia. Participants can enjoy a scenic cross-country course around vineyards, with options for a 5k race, a 1-mile fun run for children aged 5-13, and a dog jog for furry friends. The event promotes c..

The Barrel Oak 6k is a challenging cross-country running event held at Barrel Oak Winery in Delaplane, VA. Participants can choose between a 3k or 6k race, with the 6k being two laps of the 3k course. The event features scenic routes through vineyards, gravel roads, and hills.Runners receive a finis..

The Conquer the Cove Marathon Trail Race, hosted by Mountain Junkies, is set to take place on June 1, 2025, at Sherwood Archers in Roanoke, Virginia. This event features both a 25k and a marathon distance, with a challenging course that includes significant elevation gain, particularly in the marath..

The Taskinas Creek Half Marathon, set in York River State Park, Williamsburg, VA, offers a unique trail running experience. Scheduled for June 1, 2025, this event features a challenging course that includes single track trails, fire roads, and a short road section, with a time limit of 4.5 hours. Re..

The National Trails Day 5K in Rice, Virginia, is a celebration of outdoor activity and community spirit, taking place at High Bridge Trail State Park. This event features a scenic out-and-back course across the historic High Bridge, designed for both runners and walkers. Participants can enjoy the c..