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Trail Running Calendar near Bluemont 2026-2027

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Explore the top trail runs near Bluemont for 2026-2027! We've gathered 29 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
A chip timed 5k trail race at Claude Moore Park on October 3 with a medal, cotton shirt, virtual option, and series points for multiple season standings.
A community day at John Paul the Great Montessori Academy featuring a 2 mile obstacle trail run, a 2 mile no obstacles run, a 1 mile kids obstacle and family activities.
A 5K Saree Run at Oatlands Historic House and Gardens in Leesburg on October 4, 2026 raising breast cancer awareness on a mostly grass, rolling course with wooded trails.
A community trail event on October 11, 2026 at Bretton Woods Recreation Center in Darnestown, MD offering a 5K trail run and a 1 mile walk. The event raises funds and awareness for addiction prevention, education, and support.
Participate in a 10 km run through the scenic Black Hill Regional Park in Boyds. This low key event offers a straightforward racing experience for both club members and the general public in a natural park setting.
Trail race at Lake Fairfax Park with 5.1 mile and 10 mile singletrack courses, short technical sections, lake views, and a supervised kids program.
Trail 5k and 10k at Conway Robinson State Forest with chip timing, finisher medal, water stations, a virtual option, and series points.
A scenic 5K at Rocklands Farm Winery with chip timing, on-course aid, awards, post race wine offerings, live music, and race day amenities.
November 2026
A 5K and a 1 mile kids fun run at Clarke County Parks and Rec in Berryville on November 14, featuring trail and roadway courses, awards, chip timing and a food drive.
A Thanksgiving themed 5 km run at Big Cork Vineyards in Rohrersville, Maryland, on November 14, 2026. The event is timed by J3 Timing and includes a t shirt, collapsible wine glass, finisher medal, and a wine pour.
A November event in Brunswick MD with a full marathon, half marathon, and a Veterans Challenge 5K that features towpath running, river crossings, and historic town sections.
A vineyard cross-country event at Barrel Oak Winery offering 3k and 6k options, virtual participation, race series points, chip timing, and on-course water stations.
A cross-country 5K and one mile fun run at Ida Lee Park in Leesburg on November 21, 2026, featuring a long sleeve shirt for pre-registered 5K runners and a finisher medal for one mile participants. Donations for Loudoun Hunger Relief are requested.
Community cross country 5K in Herndon on November 21 with age group awards, commemorative shirts for the first 400 pre registered runners and a food drive for LINK.
A pre-Thanksgiving trail Turkey Trot at Winery at Bull Run with 5k and 10k routes, chip timing, a finisher medal, a glass of wine, and proceeds supporting Manassas Battlefield Trust.
Thanksgiving Day event in Stephens City VA featuring a 5K plus kids fun runs and a Tot Trot with set registration windows and no race day registration.
Thanksgiving 5k and kids races at James Rumsey Technical Institute supporting local backpack programs and youth initiatives.
A 5k and 10k at Frying Pan Park in Herndon offering on-site and virtual options, chip timing, a finisher coin and points for multiple series.
Scenic 5k and 10k out and back runs at Henway Hard Cider with chip timing, post-race cider, a virtual option, and series points.
January 2027
A supported point to point mountain training run of 32 miles that follows much of the first third of the MMT 100, with two aid stations, required car shuttle, limited club support, and recommended GPX and turnsheet navigation.
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