Trail Running calendar near Dayton 2025-2026

We have found 40 Trailruns within 80 miles of Dayton. See below where and when you can find the races.

The Winery 10k is part of the 53rd Winery's annual running event, which also includes a 5k race. This event takes place at the scenic 53rd Winery in Louisa, Virginia, and features a cross-country course around the vineyards. Participants can enjoy a chip-timed race, receive a finisher's medal, a tec..

Leopold's Preserve 10k is a trail running event taking place at Leopold's Preserve in Haymarket, Virginia. Participants can enjoy a scenic course that features a mix of dirt paths and natural terrain. The event is part of a series where points are accumulated towards year-long competitions.Runners r..

August 2025

The Jarmans Invitational Marathon, held in Crozet, Virginia, is a unique and challenging 30-mile race that takes place on the first or second Saturday of August. The course features a steep gravel road with significant elevation gain, requiring runners to complete multiple laps. Participants can exp..

The Merrie Mill Farm & Vineyard 10k is a scenic running event taking place at the picturesque Merrie Mill Farm & Vineyard. Participants can enjoy a challenging course that includes notable hills, flat gravel, and paved roads. The event welcomes both runners and walkers, with a virtual race option av..

The Third Winchester Battlefield Half is a running event that includes a half marathon, 10k, and 5k, set in a scenic trail environment. Participants can enjoy a chip-timed race with finisher medals and technical event shirts. The event supports Operation Enduring Warrior, a nonprofit dedicated to ai..

The Orchard Dash 10k, taking place at Albemarle CiderWorks, offers runners a unique cross-country experience with a challenging course featuring hills. Participants can enjoy a post-race glass of cider, a finisher's medal, and a technical event shirt. The event supports Albemarle CiderWorks and incl..

September 2025

The Inferno 10k is an exciting running event set in a challenging forest trail behind Dirt Farm Brewing in Bluemont, VA. Participants will navigate steep inclines, technical spots, and breathtaking landscapes, making for an exhilarating experience. Runners will receive a finisher medal, a technical..

The Odyssey Trail Running Rampage is an exciting trail running event taking place at Douthat State Park in Millboro, Virginia. Scheduled for September 6, 2025, the event features four race distances: a 50K Ultra, a Marathon, a Half Marathon, and a Six-Miler. Participants will experience challenging..

The Valley View Hard Cider Challenge Half is a running event held at Valley View Farm, featuring challenging courses that combine cross country, trail, and hilly terrain. Participants can choose from a half marathon, 10k, or 5k, with points awarded towards various year-long series. Runners receive a..

The Grindstone Running Festival by UTMB is an exciting trail running event set in the picturesque Shenandoah Valley, featuring courses through national forests adorned with stunning fall foliage. Participants can choose from four challenging distances: 100M, 100K, 50K, and 21K, catering to runners o..

UTMB Index

The Brandy Station Battlefield 10k is a scenic running event taking place at the historic Brandy Station Battlefield. Participants can enjoy a combination of cross-country and gravel dirt road courses, featuring slight elevation gains. Runners receive a finisher's medal, a technical event shirt, and..

October 2025

The Rehab Rover Canicross and Trail Race is an exciting event taking place in Gordonsville, Virginia, featuring a 10K, 5K, a casual dog-friendly 5K, and a virtual 5K option. Scheduled for October 4, 2025, this race promotes the bond between participants and their dogs as they navigate scenic trails..

The Greenbrier River Trail Marathon is an annual running event held in West Virginia, featuring a full marathon (26.2 miles) and a half-marathon (13.1 miles). The marathon course is a scenic, point-to-point route that starts at Cass Scenic Railroad State Park and finishes at Stillwell Park in Marlin..

The West Virginia Trilogy is a unique running event held in the scenic Monongahela National Forest, featuring a series of three races over three days. Participants can challenge themselves with a 50-kilometer run on the first day, followed by a 50-mile race on the second day, and concluding with a h..

The Wilderness Run 10k is a scenic cross-country trail race taking place at Wilderness Run Vineyard, located in the historic Chancellorsville and Wilderness battlefields. Participants can enjoy a challenging course with hills, and the event also includes a 5k option. Runners receive a finisher's med..

The Chessie Trail Marathon, taking place on October 25, 2025, is a premier running event featuring a full marathon, half marathon, 10K, 5K, and a 26.2-mile relay. Set along the scenic Chessie Nature Trail in Virginia's Shenandoah Valley, participants will enjoy a picturesque route that runs parallel..

The Halloween Horror 10k is a thrilling running event taking place at Conway Robinson State Forest Park. Participants can enjoy a scenic trail route that features technical terrain and minor hills. The event includes both a 10k and a 5k option, with points contributing to various series standings.Ru..

November 2025

The Mountain Masochist Trail Run is a renowned trail running event held in Montebello, Virginia, featuring a challenging 50-mile course. Celebrating over 40 years, this race is known for its scenic routes through the Blue Ridge Mountains, particularly during peak fall foliage. The course includes a..

The Lake Anna Turkey Trot Half is a scenic running event held at Lake Anna State Park, featuring a half marathon, 10k, and 5k courses. The half marathon consists of a mix of trail and paved road, with a completion time limit of 3:15. Participants can enjoy a virtual race option if they cannot attend..

February 2026

The ICY-8 Spotsylvania Courthouse is an exciting trail running event taking place at Lake Anna State Park in Spotsylvania, VA. Scheduled for February 7, 2026, this event features an 8-hour adventure trail run and a new Half Marathon+ option. Participants can choose from various loop distances, inclu..