Virginia
Virginia Trail Running Calendar 2026-2027
Explore the best trail runs in Virginia for 2026-2027! Our updated list features 164 exciting trail runs across the region. Find your next trail run in Virginia below and join the trail community at these great events!
November 2026
Seven Trails in Damascus uses a 7.7 mile out and back loop so runners can stack laps into distances from 25K to 100 miles over a 30 hour window. The event has no cutoffs, medals for all finishers, and live lap timing.
Trail races at Hemlock Overlook in Clifton, VA offer two loop options, 5.2 miles or 9.5 miles. The course follows hiking trails, dirt roads and fields along Bull Run and includes designated spectator areas and park facilities.
A pre Thanksgiving run at Barrel Oak Winery in Delaplane offering 3K and 6K courses, virtual entry options, and walk and leashed pet access.
A memorial race at Panorama Farms in Earlysville, Virginia featuring a 2 mile grassy trail and a free 800 m children's run. Proceeds support an annual scholarship for an Albemarle High School athlete.
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 5K at Herndon Community Center on November 21, 2026 with age group prizes, guaranteed shirts for early registrants and food donations to LINK.
Experience riverside singletrack at Riverbend Park with 5 and 10 mile trail races. This event offers scenic Potomac River views, a dedicated kids program, and professional race support in a beautiful natural setting.
A 5 km and 10 km race at The Winery at Bull Run in Centreville on November 25, 2026, with in-person and multiple virtual entry options.
Thanksgiving morning run at Burke Lake Park offering 5K and 10K courses plus virtual options and a technical shirt guaranteed for registrations before November 13.
A community Turkey Trot in Danville with a 400 yard children's run and 5K run and walk along the Dan River, raising funds for Danville Public Schools programs and scholarships.
Thanksgiving Day events at Sherando Park on 11/26/2026 include a 3.1 mile 5K plus a 100 m Tot Trot and two kids fun runs, each with specified registration windows and fees.
A free Thanksgiving community event at Pocahontas State Park featuring a cross-country 5K and a short kids fun run. Registration is required; the day includes alumni photos, raffle drawings, and optional donations for a memorial award supporting loca..
A post-Thanksgiving outdoor event at Frying Pan Park in Herndon offering 5K and 10K routes plus virtual entry options and a post-race visit with farm animals.
A post Thanksgiving trail and road event at Lake Anna State Park offering 5K, 10K, half marathon and virtual entry options.
A Thanksgiving weekend 5 km and 10 km at Henway Hard Cider in Bluemont, VA with in-person and virtual options and post-race cider on the farm.
Ugly Sweater Dash at Burke Lake Park on November 28, 2026 offers 5k 10k and a half marathon on park trails, with virtual options and walkers welcome.
Multi-format running and rucking event at Windsor Castle Park in Smithfield VA featuring a marked 5 km loop, timed 8 and 4 hour options and a 10K.
December 2026
Trail loop ultras in Triangle VA offering 100 mile, 100K and 50K courses on mostly single-track terrain with stocked aid stations and set cutoffs.
A December trail event on the High Bridge Trail offering 100k, 50k and a half marathon with aid stations, drop-bag service, pacer rules, event apparel and holiday-themed awards and traditions.
A 2 mile holiday-themed trail race at Hydaway Outdoor Center in Lynchburg, part of the Liberty Mountain Trail Series, with post-race cookies, cocoa, awards, and a registration fee of $25.