Trail Running calendar near Gainesville 2026-2027

We have found 102 Trailruns within 80 miles of Gainesville. See below where and when you can find the races.

On March 29, 2026 in Severna Park, MD runners can choose a Marathon or Half Marathon mostly on the asphalt B&A Trail. USATF certified courses, staffed aid stations, finish medals, and participant quarter zips are provided.

Trek across the rugged western slope of Massanutten in Virginia. Choose a distance from 7 to 28 miles, with the option to carry weight for an extra challenge. Finish within 10 hours on a course of single-track, fire roads, and ridgeline tra..

Get ready for game day with the 7-mile Superbowl Trail Run at Cromwell Valley Park. Run rolling hills and single-track trails, then enjoy post-race pulled pork sandwiches and a beer. Your participation supports the park and the Talmar Group..

April 2026

Experience a classic 50 mile trail run through Virginia's spring beauty. The course winds through rolling forested terrain along the Occoquan River and Bull Run, featuring large bluebell stands. This event, with its historic Civil War theme..

Run a scenic 5k cross-country course at a Virginia vineyard. The event welcomes runners and walkers alike and offers virtual participation options. It takes place in Warrenton on April 4, 2026.

Run a memorable 14-mile point-to-point trail adventure from one Sheetz to another. This untimed event features themed aid stations with unique snacks, supports local charities, and provides useful swag like an insulated travel mug.

The Trail Demon 10k is a technical trail race on a forest loop at Dirt Farm Brewing in Virginia. Runners receive a finisher medal, a tech shirt, and a post race beer. Proceeds support the Boulder Crest Foundation for veterans and first resp..

Trail races of 5K and 10K take place at ThorpeWood private property in Thurmont, Maryland on April 4, 2026. Both are part of the FSRC Grand Prix, chip timed, with marked loops, on-site water and designated parking.

Run a fast and flat course along the C&O Canal Towpath in Maryland's Carderock Recreation Area. Choose from a 5K, 10K, or Half Marathon distance, with walkers welcome. The event also offers a virtual participation option.

A memorial trail event at Piney Run Park in Sykesville, MD featuring a 5.25 mile loop with lake views, aid stations, and race options including 50K, 25K, a 5.25 mile race and an eight hour challenge.

Run a scenic, four-lap cross-country 10k at Southern Revere Cellars. Your registration includes chip timing, a tech shirt, and a post-race beverage. The event supports a local animal rescue charity.

Experience a cross-country style 5k at the scenic Hauser Hill Event Center. Registration includes a t-shirt, wine glass, unique finisher medal, and a wine pour. The course offers beautiful views but is not flat, and walkers, dogs, and virtu..

Run Fest at Panorama Farms offers a day of trail racing and community celebration on April 18, 2026. Choose from a 4-mile trail race, a team relay, or a 1-mile fun run, followed by a festival with live music and local food. It's a chance to..

The Gunpowder Keg Ultra will take place in Parkton on Saturday 18 April 2026. You can run between 25 and 50 kilometers.

Run through the scenic vineyards of Barrel Oak Winery on a challenging cross-country course with hills and gravel paths. Runners receive a finisher's medal, tech shirt, and a glass of wine, with proceeds supporting veterans. A virtual optio..

This trail run takes place on the scenic singletrack at Lake Fairfax Park in Reston, VA. Choose from a 5.1 or 10-mile course with rolling terrain and lake views. The event includes post-race food, a free kids race, and optional child care.

The Spring Hops 5K is a cross-country race winding through the vineyards and hop yards of Red Shedman Brewery. Every finisher earns a refreshing pour of a local beverage. This scenic event is scheduled for April 19, 2026, in Mount Airy, Mar..

A 100 mile ultramarathon on the C&O Canal towpath near the Potomac River. The course is one 40 mile loop plus two 30 mile loops with multiple aid stations and low elevation terrain. WSER 2027 qualifier.

Run a scenic loop course on the light gravel trails of Third Winchester Battlefield. Choose from 5k, 10k, or half marathon distances, with chip timing, medals, and shirts for all participants. Points count towards annual series, and walkers..

Explore a working rock quarry on foot at this unique 5K trail run in Ashburn, Virginia. All finishers get a medal, and proceeds support local watershed conservation. The event also features a family-friendly post-race party with games and a..