Trail Running calendar near Annandale 2025-2026

Run to Remember is a commemorative running event held in Piney Run Park, Sykesville, MD, featuring various race options including a 50K, 50K Relay, 25K, 5 Mile, and an 8 Hour Challenge. This event honors the memory of lost loved ones and encourages participants to challenge themselves in their honor..

The Winchester Battlefield Half is a scenic trail race held at the Third Winchester Battlefield in Winchester, VA. Participants can choose from a half marathon, 10k, or 5k, with the half marathon consisting of three loops on a gravel dirt path. The event features chip-timed results, finisher medals,..

The C&O Canal 100 is a 100-mile ultramarathon along the scenic Potomac River, featuring a course with one ~40-mile loop and two ~30-mile loops on the historic C&O Canal towpath. Starting at Camp Manidokan, the race passes through beautiful riverside scenery between Antietam and Brunswick, Maryland...

The Spring Backyard Burn Trail Run at Pohick Bay is a thrilling trail running event scheduled for April 27, 2025, in Lorton, Virginia. Participants can choose between two distances: a 5-mile or a 10-mile course, both featuring a mix of forested fire roads, hiking trails, and scenic views of Gunston..

Mount Aetna Adventist School's Fun Trail Run is an exciting annual event that promotes fitness and community spirit. Scheduled for April 27, 2025, in Hagerstown, MD, the event features various running options, including 5k and 3k races for both adults and children. Participants can also register as..

The Farm Park Challenge is a trail running event held at the Agricultural History Farm Park in Montgomery County, Maryland. Participants can choose from various race options, including a marathon, 25K, 6-hour, 3-hour, or 10-hour challenges, with start times beginning early in the morning. The course..

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 Spencerville Adventist Academy 5K, 1 Mile Race, and Kids Fun Run is an annual event that promotes fitness and community engagement. Scheduled for May 4, 2025, this event features a 5K cross-country race, a 1-mile run, and a fun run for children aged 9 and under. Participants receive a compliment..

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 Ed Poling Memorial PA Challenge is a demanding hiking event that covers over 20 mountainous miles on the Appalachian Trail in Pennsylvania, starting at Caledonia State Park and concluding at Pen Mar Park. Participants receive comprehensive support, including lunch, snacks, drinks, and transporta..

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, taking place in Fairfax Station, VA, features challenging and scenic courses through Fountainhead Regional Park. Participants can choose between a half marathon (approximately 13.5 miles) and a 10K (approximately 6.9 miles), both of which include sec..

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 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 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 Ed Poling Memorial Hike for Hunger & Hope is a non-competitive fundraising event suitable for all ages, featuring hikes of varying distances along the scenic C&O Canal towpath in Maryland. Participants can choose from a 4K, 10K, or half marathon hike, catering to both casual and serious hikers...

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 More Miles Last One Standing Challenge is an annual ultramarathon event held in Knoxville, Maryland, featuring a unique "last one standing" format. Participants run a 4.167-mile course, starting each hour on the hour, and must complete the yard within that time to continue. The event also offers..