Trail Running calendar near Little Orleans 2026-2027

The Paradise Springs 5k & 10k is a running event at Hemlock Overlook in Clifton, Virginia. Participants can choose from the 5k or 10k course, with a post race celebration at Paradise Springs Winery. The event takes place on February 28, 202..

The Hashawha Hills 50km features two loops of rolling trail, field, and woodland paths. Entry is via a lottery system with a unique, low-cost fee. All finishers earn a locally crafted pottery mug.

The Winter Conway Robinson 5k & 10k takes runners through the trails of Conway Robinson State Forest Park in Gainesville, Virginia. The event, scheduled for March 7, 2026, welcomes both runners and walkers and offers on-site and virtual par..

Trail marathon and 50K on March 7, 2026 at Seneca Creek State Park near Gaithersburg, MD. Runners may stop at the marathon finish or continue to complete the 50K, and entries include a tech shirt and finisher medal.

This cross-country run takes participants on scenic 3k and 5k courses around Creek’s Edge Winery in Lovettsville, VA. Walkers are welcome, and post-race wine tasting is part of the experience. The event also offers virtual participation opt..

A 5k and 10k at Smoketown Brewery on March 8 with out and back gravel courses, limited water stations, a virtual option, chip timing, a finisher medal, a technical shirt and a postrace beer.

A free International Women’s Day endurance day at Beaverdam Reservoir Park featuring a 7.5-mile loop and varied trail surfaces. The event centers women, offers course support through sunset, and focuses on movement and mutual support.

A cross country 4k and 8k around Twisted Oak Farm Brewery in White Post, VA with chip timing, water stations, and a virtual option. Points count toward multiple series including Back of the Pack and Sippin' Series.

A 5k cross country run and 1 mile fun run through Ruppert Nurseries' 500 acre tree farm in Gaithersburg on March 22, 2026. Proceeds support the Montgomery County Children’s Opportunity Alliance.

A 50 mile trail run near Clifton, Virginia that follows forested, rolling terrain along Bull Run and the Occoquan River. The 2026 race is the 32nd running and features large bluebell stands and a Civil War theme.

Run a scenic 5k cross-country course at a Virginia vineyard. The event welcomes runners and walkers alike and offers virtual participation options. It takes place in Warrenton on April 4, 2026.

The Trail Demon 10k is a technical trail race on a forest loop at Dirt Farm Brewing in Virginia. Runners receive a finisher medal, a tech shirt, and a post race beer. Proceeds support the Boulder Crest Foundation for veterans and first resp..

Trail races of 5K and 10K take place at ThorpeWood private property in Thurmont, Maryland on April 4, 2026. Both are part of the FSRC Grand Prix, chip timed, with marked loops, on-site water and designated parking.

Trail races at Canoe Creek State Park on April 11, 2026, offering a roughly 10K short course and a half marathon over varied, often muddy trail terrain. Organized by the Allegheny Trailrunners, a nonprofit whose proceeds fund charities.

UltraTrax Wisp offers a scenic trek through Appalachian terrain at Wisp Resort. Choose from four distances up to 28 miles, with 10 hours to complete your chosen course. Finishers earn swag, and a post event celebration awaits at the base.

Trail races at Pine Grove Furnace State Park with in-person and virtual options from April 12 to April 30, 2026; courses include 5K, 10K+ and a half marathon on Michaux State Forest trails.

A memorial trail event at Piney Run Park offering 50K, 25K, a 5.25 mile race and an 8 hour challenge on a 5.25 mile loop with aid stations and awards for top finishers.

Run or walk a 5k through the scenic cross-country terrain at Hauser Hill Event Center. Registration includes a wine glass, finisher medal, and a pour of wine. The event welcomes all ages, with awards for age group finishers.

Run through the scenic vineyards of Barrel Oak Winery on a challenging cross-country course with hills and gravel paths. Runners receive a finisher's medal, tech shirt, and a glass of wine, with proceeds supporting veterans. A virtual optio..

A trail race at Lake Fairfax Park in Reston on April 19, 2026 offering 5.1 mile and 10 mile singletrack courses with short technical sections and lake views. Aid stations, post race food, optional finisher medals, and a kids program are ava..