Trail Running calendar near Flintstone 2025-2026

Run the Patriotic Pursuit in Williamsport Park with 5k, 10k and half marathon options along the scenic flat C&O Canal Trail by the river. Chip timing, tech shirts, finisher medals and a virtual option support Semper Fi & America's Fund.

Run a timed trail ultra at Little Bennett Campground on scenic 4.4 mile loops, choosing 5 or 9 hour solo or relay challenges. Enjoy aid stations, Altra shoe demos, a long sleeve race top and a post race chili bar while supporting Montgomery..

Run a flat, out and back 5k or 10k along Brunswick's scenic gravel path and support Wear Blue: Run to Remember. Finishers get a medal, technical shirt and a beer, with virtual options available for out of town runners.

Run a scenic 4k or 8k on the rolling grounds of Twisted Oak Farm Brewery in White Post, VA. Enjoy chip timing, a finisher medal, a tech shirt and a complimentary glass of beer, with a virtual option available.

Hit the forest trails behind Dirt Farm Brewing for the Trail Demon 5k or 10k with beer, medals and chip timing on April 4, 2026. Run in person or virtually and support Boulder Crest Foundation serving veterans and first responders.

Hit the trails at Canoe Creek State Park on April 11, 2026 for the Dirty Kiln Trail Races, with a roughly 10K short course and a hilly half marathon. Expect singletrack, stream crossings and mud while supporting local charities.

UltraTrax Wisp at Wisp Resort in McHenry MD on April 11, 2026 invites runners to tackle 7, 14, 21 or 28 mile loops over scenic ridgelines and ski runs with almost 2,000 ft of climbing. Aid, timing, finisher swag and a post race party await.

Enjoy a scenic chip timed 5k atop Hauser Hill, through orchards and ridge top trails in a cross country style course. Finishers receive a tee, collapsible wine glass and a medal that doubles as a wine stopper with a pour included.

Run 3k or 6k through Barrel Oak Winery vineyards in Delaplane VA on April 19, 2026 for a rolling cross country experience. Enjoy a glass of wine, a medal and tech shirt while supporting Semper Fi and America's Fund; virtual and pet friendly..

The C&O Canal 100 is a scenic 100 mile ultramarathon along the Potomac on the C&O Canal towpath, starting and finishing at Camp Manidokan on April 25, 2026. Expect smooth low elevation terrain, reliable aid stations and a Western States qua..

Experience Coopers Rock by night with 50 km and half marathon routes across scenic overlooks and boulder fields. Technical singletrack and big climbs offer a challenging, intimate trail running experience.

Run the Rock Leesburg is a unique trail 5K inside an active rock quarry at Luck Stone, with gravel terrain and scenic views. Family fun, finisher medals and proceeds support the Reeves Community Center Foundation.

Lace up for the Bluemont Station Brewery and Winery 5k on April 26, 2026, a three lap cross country run around scenic winery grounds with some rolling hills. Walkers are welcome and a virtual option lets you join from anywhere.

Challenge yourself on the Massanutten Mountain Trails 100 Mile Run, a rugged trail ultramarathon in Virginia with more than 18,000 feet of climbing. Expect rocky singletrack, well stocked aid stations, and a 36 hour cutoff.

Tackle the legendary Old Dominion 100, a 100 mile cross country endurance run near Fort Valley, Virginia with a history dating to 1979. Expect rugged mixed terrain, volunteer support and a silver buckle for finishes under 24 hour.

Experience Highlands Sky 40M, a rugged 40 mile ultramarathon through West Virginia's Monongahela National Forest and dramatic Dolly Sods. Based at Canaan Valley in mid June, expect wild mountain trails and unforgettable views.

Challenge yourself on the scenic Promised Land Trail in Canaan Valley State Park near Davis WV on June 27, 2026 with a 5.9 mile loop or an 11.8 mile double loop. All finishers get a medal and McClumsy T shirt, plus post race snacks and beer..

Ironstone 100K is a rugged 100 km trail ultramarathon through the Allegheny wilds on July 11 and 12, 2026. Expect remote terrain, minimal aid stations and no pacers for a true self reliant test of endurance.

Hit the forest trails at Dirt Farm Brewing on August 29, 2026 for the Inferno 5k and 10k. Tackle a scenic, technical loop, earn a finisher medal and a Dri FIT shirt, and toast with a glass of Dirt Farm beer. Virtual option available.

Join the Newton River Festival 5k in West Newton for a scenic 5k run or walk along the Gap Trail to kick off the river festival. Stick around for food, crafts, live music and fireworks for a full day of fun.