Trail Running calendar near Warrenton 2026-2027

A marked trail competition in Prince William Forest Park offering a 25 km one loop and a 50 km two loop option with on course aid stations. Entry opens September 15, 2026 and the field is limited to 110 runners.

A community fundraising trail event at Crozet Park offering a 5K, a limited 10K with a creek crossing, and a 0.75-mile family run. The day includes T-shirts, a pancake breakfast, a post-race festival, live music and proceeds for local trail..

Trail races at Conway Robinson State Forest on October 25, 2026, offering 5K, 10K and several virtual options with medal and shirt choices; walkers are welcome.

Scenic 5K through vineyard and farm at Rocklands Farm Winery with chip timing, age group awards, and a post-race wine tasting with live music. Walkers and children are welcome and a one hour course time limit applies.

Fire on the Mountain on November 1, 2026 in Green Ridge State Forest offers two trail distances, about 32.8 miles and 16.3 miles, on red and green trails with technical sections, several aid stations, and a midpoint oasis.

Experience a mix of twisty singletrack and open farm field running in Germantown. This late autumn trail event offers three distances and a festive post race atmosphere at the historic Button Farm.

Experience a 50 mile trail race through the scenic Seneca Greenway and Muddy Branch trails in Maryland. This event features forested single track terrain and small stream crossings for dedicated distance runners.

A trail race at Sherando Lake Recreation Area on November 7, 2026 offering 40 mi, 20 mi, and 10 mi distances over dirt singletrack and jeep roads with elevations from 1500 to 3700 feet. Time limits apply and finishers receive awards.

A trail event at Sherando Lake Recreation Area with 40, 20, and 10 mile courses over technical singletrack and ridgelines, staffed aid stations, designated crew access, enforced cutoffs, and drop bag procedures.

Run Through the Grapevine is an 8K cross country race at Linganore Winery in Mount Airy, Maryland on November 8, 2026. The course runs through vineyard rows and adjacent hop yards, and all finishers receive one free winery tasting.

Harvest Hustle 5k & 10k is a trail race at Walnut Creek Park near Charlottesville on November 8, 2026, offering in-person 5K and 10K distances plus several virtual entry options with medal and shirt choices.

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.

Trail races of 50K and 20K at Rosaryville State Park near Upper Marlboro, MD. Courses run on a 9.5 mile perimeter trail through woods and meadows with aid stations, drop bags, and a strict no-headphones policy.

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 3K and 6K at Barrel Oak Winery and Brewery in Delaplane, VA on November 15, 2026. In-person runs and virtual entry options are available; walkers and leashed pets are allowed.

A 5K cross country at Herring Run Park on November 15, 2026, featuring mixed surfaces and an XC style start. Entry is free and donations support a college scholarship or Friends of Herring Run Parks.

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 5K and 10K on the flat Carderock trail along the Chesapeake and Ohio Canal Towpath in Potomac, Maryland on November 22, 2026. Walkers are welcome and virtual entries are available with medal and shirt options.

A 5 km and 10 km run at The Winery at Bull Run in Centreville on November 25, 2026, with routes through the Manassas National Battlefield trails and both in-person and virtual participation options.

Celebrate Thanksgiving with a cross country style race through scenic Catonsville. Support the local high school running program with a chip timed 5K or a 1 Mile Family Fun Run for all ages.