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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 offering 50K and 20K on mostly single track loops through woods and meadows with aid stations and drop bag support.
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 5K cross country race and 1 mile fun run at Ida Lee Park on November 21, 2026, featuring shirts, medals, awards and a canned food drive for Loudoun Hunger Relief.
Community cross-country 5K in Herndon on November 21 with commemorative shirts for the first 400 pre-registrants, age group awards, and a turkey prize for overall winners.
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.
Club trail run near Great Falls on Nov 26, 2026, about 10 miles along trails and the C&O Canal with limited entry and no on course medical support.
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
Looped trail ultramarathon in Prince William Forest Park offering 50K, 100K, and 100 mile options with stocked aid stations 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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