Trail Running calendar near Flintstone 2025-2026

Run through the vineyards at Barrel Oak Winery in Delaplane VA on November 15 with 3k and 6k options on a rolling cross country loop. Finishers enjoy a glass of wine, a medal and tech shirt plus chip timing and awards.

Join the Tyrone Race Series on November 15 to support the Huntingdon County Library with a flat Rails to Trails 5K, 2 mile walk and kids sprint. Enjoy a friendly community vibe plus shirts and goodie bags.

Join the Freeze Your Gizzard 5K or 1 Mile on Nov 22 at Ida Lee Park in Leesburg for a scenic but challenging cross country course and lively community vibe. Pre registered 5K runners receive a long sleeve shirt and the event supports Loudou..

Patriotic Pursuit at Williamsport Park offers 5k, 10k and half runs along a flat scenic C&O Canal Trail beside the river. Chip timed with finisher medal, tech shirt and virtual option supporting 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..

Join the Smoketown Brewery 5k and 10k on March 8 for flat gravel out and back routes, with a virtual option and walkers welcome. Finishers get a medal, tech shirt, chip timing and a beer while supporting Wear Blue Run to Remember.

Run a scenic cross country course at Twisted Oak Farm Brewery in White Post with 4k and 8k. Enjoy chip timing, a finisher medal, a technical shirt and a free beer, or run virtually if you cannot make it.

The Trail Demon 10k is a challenging trail running event held at Dirt Farm Brewing in Bluemont, Virginia. The course features a technical forest trail loop with tree roots, rocks, and elevation changes, offering scenic views and a demanding..

Tackle muddy singletrack, stream crossings and rolling hills at Canoe Creek State Park with your choice of about 10K or a half marathon. Family friendly and charity minded, this spirited trail race welcomes ages 8 to 100.

Run through vineyards at Barrel Oak Winery on 3k and 6k cross country courses with gravel and rolling hills. Enjoy a finisher medal, tech shirt and a glass of wine while supporting Semper Fi and America's Fund, virtual option available.

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..

Run under the stars at Coopers Rock State Forest on April 25, 2026, choosing a challenging 50 km or half marathon through overlooks, boulders, and steep climbs. Field limited to 250 runners so secure your spot early.

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.

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.

Tackle the Export 100, a 104 mile out and back on scenic Westmoreland Heritage and West Penn trails in Export, Pennsylvania on October 3, 2026. All profits support the local trail community and pacers are allowed after mile 62.