Virginia
Virginia Trail Running Calendar 2026-2027
Explore the best trail runs in Virginia for 2026-2027! Our updated list features 161 exciting trail runs across the region. Find your next trail run in Virginia below and join the trail community at these great events!
October 2026
A scenic 5K at Rocketts Landing, Richmond, along the Virginia Capital Trail with James River views and multiple virtual entry options.
Scenic 5 km and 10 km trail races at Burke Lake Park with in-person and virtual options supporting The Brain Foundation.
Trail races of 12 mile, 7 mile and 5K at Pandapas Pond in the Jefferson National Forest with technical single track, creek crossings and aid stations on the longer courses.
November 2026
A 24 hour ultra at Riverside Park in Lynchburg, VA that uses a single 0.84 mile paved loop. Runners can enter solo or as a team and compete over a published 100 Miles distance while passing the same start and aid area each lap.
A timed, non competitive trail event at Wintergreen offering 7, 14, 21 and 28 mile loop options. Participants can add weighted vests, face a 10 hour cutoff for awards, and expect on site parking and finisher items.
Trail marathon, half, 10K, 5K and relay on the Chessie Nature Trail in Virginia with USATF certified courses and a virtual option.
Trail races in Montebello on November 7 with 100K, 50 Miler and 50K routes that focus on single track and forest roads.
Experience the only race held on the scenic Noland Trail in Newport News. Runners can tackle the 50 km distance solo or as a relay team while enjoying a post race festival with live music and tastings.
A chip timed 5k and 10k at Burke Lake Park on November 7, 2026, with trail and paved sections, finisher medal, technical shirt, and a virtual race option.
A 5 mile trail race at Hydaway Outdoor Center in Lynchburg, VA, the second event in the Fall Liberty Mountain Trail Series held in memory of Major Mike Donahue.
Community 5K and 1K Fun Run in Abingdon on November 7, 2026 supporting Alvarado Bible Church youth headed to the 2027 ARISE conference.
Third Annual Run to the Revolution in Goochland, VA on November 7, 2026 features a 5K on paved and mixed trail and a 0.5 mile kids run.
Trail 5k and 10k at Walnut Creek Park near Charlottesville with a virtual option, chip timing, finisher medal, and proceeds benefiting Rikki's Refuge.
A 5K at Massanutten Resort with over 1000 feet of climb and downhill return, registration fee $40 and $200 prizes for the fastest male and female.
Trail and virtual runs at Valor Ranch in King George VA featuring timed 10K and 5K events, a 10K ruck, a 1 mile fun run, and 100 percent of proceeds supporting Valor Ranch charitable programs.
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.
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 vineyard cross country 3k and 6k at Barrel Oak Winery on November 15, 2026 with on-site and virtual options, post-race beverage, timed results, and series points.
Trail and virtual options on November 21, 2026 in First Landing State Park with chip timing, finisher medals, age group awards, and proceeds to a memorial fund.
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.