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Trail Running Calendar near Annandale 2026-2027

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Explore the top trail runs near Annandale for 2026-2027! We've gathered 66 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
A charity 5k, 10k and 500m dash at Fletcher’s Boathouse on Nov 14, 2026, raising funds for Miriam’s Kitchen with in-person and virtual options.
Trail races in Rosaryville State Park on November 14, 2026 offering 50K and 20K on mostly single track with aid stations, drop bags, and time limits.
Trail races at Hemlock Overlook in Clifton VA on November 15 2026, with 5.2 mile and 9.5 mile options on riverfront hiking trails and park facilities.
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.
A community cross-country 5K in Herndon with commemorative shirts for the first 400 pre-registrants, age group awards and a food drive supporting LINK.
A small, capped fall race on the C&O Canal towpath at Great Falls Tavern offering a half marathon, 10K and family friendly 5K with chip timing and live tracking.
Trail race at Riverbend Regional Park near the Potomac offering 5 mile and 10 mile loop options with riverside singletrack, aid stations, and post race food.
A 5k and 10k held on the C&O Canal at Carderock with chip timing, medals, shirts, a virtual option, and proceeds benefiting Project Pink Tax.
Trail 5k and 10k races at the Winery at Bull Run on Manassas National Battlefield with a virtual option, timed results, and race amenities.
Thanksgiving morning 5k and 10k at Burke Lake Park with chip timing, finisher medal, long sleeve shirt, virtual option, and series points supporting Paws for Purple Hearts.
A trail and canal run near Great Falls, Maryland on November 26, 2026 covering about 10 miles with options to shorten. Entry opens November 12 and is capped at 29 runners; entrants receive course instructions before the run.
A chip timed Thanksgiving 5k in Georgetown along the scenic C&O Canal with a technical shirt, finisher medal, and a virtual race option.
A chip-timed 5 km and 10 km on Wheaton Regional Park trails with mixed surfaces, finisher medal, technical shirt, series points, and a virtual option.
A community Thanksgiving run in Washington, DC with 3K and 1K courses through the Anacostia Tidal Marsh supporting Two Rivers Public Charter School.
Mosby Woods hosts a November 26 event with a 5K Turkey Trot and a 1K Kids Run, free registration, and a food drive collecting nonperishable donations.
A trail 5k and 10k at Frying Pan Park with a virtual option, chip timing, finisher coin and event shirt, plus charity involvement.
Trail 5k, 10k and half at Burke Lake Park on November 28 with an ugly sweater theme, chip timing, virtual option, and proceeds benefiting Paws for Purple Hearts.
December 2026
A December trail ultra at Prince William Forest Park with 100-mile, 100K and 50K loop courses, aid stations, pacer rules, and set time limits.
Timed trail ultra on 12/05/2026 at Little Bennett Regional Park with 5 hour and 9 hour formats, relays, and a 4.5 mile race.
Trail races at Fountainhead Regional Park on December 6, 2026 offer 4.8 mile and 10.5 mile courses with aid stations, porta-johns, race swag, and a supervised kids program.
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