Trail Running Calendar Virginia 2025-2026

We have found 109 Trailruns in Virginia. Check below where and when you can find the races.

Grindstone Running Festival by UTMB is a trail ultramarathon event held at Natural Chimneys Park near the Shenandoah Valley in Virginia. The festival offers four distances—100M, 100K, 50K, and 21K—tracing routes through the George Washington and Jefferson National Forest with steep climbs, ridges, v..

UTMB Index

Laural Ridge Community College 5K is a multi-surface cross-country style race/walk held on the Middletown Campus in Middletown, Virginia. The start and finish are outside the Student Union Building on Garland Snapp Drive. The 5K course includes a shorter lap around the back fields, a second lap arou..

The Woodstock Warrior is a challenging trail running event held at Seven Bends State Park in Woodstock, Virginia. It features a roughly 10-mile loop course with mixed terrain including gravel roads, two-track dirt roads, and single-track trails, with about 1800 feet of elevation gain per loop. The r..

Pawpaw 10 Miler and 5 Miler take place at Powhatan State Park in Powhatan, Virginia, pairing a park-centered trail race with the Pawpaw Festival. The events offer a 10-mile main course and a 5-mile option (plus hiker variants) that wind along the James River: riverfront flats, open fields, and shady..

9K for Semper K9 is a community running and walking event in Fredericksburg, Virginia, held at Old Mill Park along Canal Path by the Rappahannock River. The program includes a 9K race and a Kids .9 Mile Fun Run, welcoming runners, walkers, families. The course runs along canal paths in downtown Fred..

Mountain Fork Half Marathon is a 13.6-mile race beginning and ending at the High Knob Observation Tower in Norton, Virginia, perched at about 4,200 feet. The loop runs through the Mountain Fork watershed largely on Forest Service roads, with a total elevation gain of about 1,600 feet. The course is..

The OG Yeti 100 Mile Endurance Run is a 100-mile trail race held in Abingdon, Virginia. The 10th annual running is scheduled for September 26-27, 2025 and the event is an official Western States qualifier. The course is USATF certified (VA19003MS) and an interactive course map is available on Ultra..

The Brandy Station Battlefield 10k is a trail running event held at Brandy Station Battlefield in Virginia. The course combines cross country terrain with gravel dirt roads, featuring slight elevation gains but no major climbs. Runners can choose between 5k and 10k distances, with the 10k route bein..

The Nasty 9 Trail Run takes place in Lexington, Virginia, within the scenic 600-acre Brushy Hills watershed in the Shenandoah Valley. This competitive trail race offers two distances: a challenging 9-mile course featuring over 2,000 feet of vertical gain, and a shorter 3-4 mile course with about 500..

Run the Vineyards - Wind Vineyards 5K is a scenic trail race held at Wind Vineyards, 5178 Richmond Highway, Tappahannock, Virginia. The 5K route runs on well-groomed, hard-packed dirt and grassy trails across the 200-acre property, with two short hills and mostly flat sections. The event features ch..

Run to the Taproom - Creekside Farm Brewery 5K & 8K takes place at Creekside Farm Brewery in King George, Virginia. The event offers scenic 5K and 8K courses on a well-maintained dirt trail through a 1,000-acre farm bordering the Rappahannock River. It is chip-timed with awards for Top 3 Overall and..

Woodbooger 5K is a trail race held in Norton, Virginia, as part of the annual Woodbooger Festival. The course runs through the Flag Rock Area Trails in Flag Rock Recreation Area, offering a nature-filled run on Norton’s trail system. The Woodbooger Festival, a three‑day community celebration, highli..

Hosted by the Association of the United States Army Southern Virginia Chapter, the Southern Virginia 5K offers a 5K Run/Walk and a 10K Run/Walk along the Capital Trail in Charles City, Virginia. The course runs on the scenic Capital Trail with options for all paces. The event takes place at 9220 Joh..

The Fox Trot 5k in Keswick is a scenic cross-country race held at Merrie Mill Farm & Vineyard. The event features a 5k course that includes a mix of flat gravel, dirt, paved roads, and some notable hills, offering a varied terrain for runners. Participants also have the option to run a 1-mile distan..

October 2025

The Fall Harvest 5k is a scenic trail race held at Claude Moore Park in Sterling, Virginia. Set amidst the vibrant colors of autumn, the course features forest paths and leaf-covered trails, offering a picturesque experience for both runners and walkers. This event is part of the Run Your PRCS Parks..

Howlin' Coyote Canicross Trail Race, held in King George, Virginia (11617 Caledon Rd), offers two canicross options: a 10K Canicross and a 1-mile Wild Pup. This dog-friendly, non-profit event is part of the Friends of Caledon State Park series and supports natural resources and educational programmi..

The Damascus Festival of Miles is a timed loop race held in Damascus, Virginia. It offers 3-, 6-, and 12-hour options, with plans for a 24-hour challenge next year. Runners complete laps on a 1-mile loop through Damascus Town Park, featuring a mix of paved and trail sections. The event doubles as a..

Quantico 24-Hour Walk, Run & Relay for Charity is held in Quantico, Virginia, benefiting Semper Fi & America's Fund, which supports wounded service members and military families. The event invites walkers, runners, and relay teams to cover mileage by doing laps or jogging several miles, with team an..

Hosted in Norton, Virginia, The Hellbender 10K is a 6.2-mile trail race featuring more than 2,000 feet of gains as runners climb from downtown Norton to the 4,200-foot High Knob summit. High Knob is the highest point in the Cumberland Mountain range, making the course one of the region’s most demand..

The Pocahontas Trail Festival is a trail running event held at Pocahontas State Park in Chesterfield, Virginia. It features a Half Marathon and a 10k race, both starting and finishing on a large grass field near the park's boat launch. The course was redesigned to emphasize trail running, incorporat..