Trail Running calendar near Little Orleans 2026-2027

Experience the fourth annual trail run at Mount Aetna Adventist School in Hagerstown. Choose between a 3k or 5k course to support student projects and enjoy fitness within a community setting.

A multi-distance trail event at Agricultural History Farm Park featuring a 5-mile loop used for timed 3-, 6-, and 10-hour challenges plus a traditional marathon and 25K, with rolling hills and a well-stocked aid station.

A trail event in Greenwood Furnace State Park on May 3, 2026 featuring a technical figure eight course centered on the park firetower; distances include a half marathon and a 12K Greenwood Challenge.

A multi distance trail event in Waterford VA on May 9, 2026 that runs through historic village streets, vineyards, trails and unpaved roads. Proceeds support the Waterford Foundation and 5K and 10K finishers receive a shirt and medal.

A 100 mile trail ultramarathon in the Massanutten Mountains of Virginia with over 18,000 feet of ascent, a 36 hour cutoff, and organizational support including a Participants’ Guide, training runs, and volunteer staffing.

Experience a fast and flat race along the historic Chesapeake and Ohio Canal Towpath in Potomac. With 5k, 10k, and half marathon distances available, walkers and runners of all kinds are welcome at Carderock Park.

Join the Ed Poling Memorial HARC Hike for Hunger & Hope, now in its 14th year. Choose from scenic C&O Canal Towpath hikes in May or a challenging Appalachian Trail hike. This fundraising event supports local community programs.

Join the 14th annual Hike for Hunger & Hope with two events. Choose a challenging 10 or 20-mile Appalachian Trail hike in May or a scenic 5K/10K on the C&O Canal. All hikes support local food programs and refugee services.

Experience an evening run through the historic Manassas National Battlefield with the Night Raider 5k and 10k. Finish your race at The Winery at Bull Run and enjoy a post-race gathering at this scenic Virginia vineyard.

Follow the path of historic flood waters through the illuminated Staple Bend Tunnel and scenic trails in this unique heritage race featuring 14 mile, 8 mile, and 5K distances.

Run or walk a scenic off road 5K course along the Cacapon River and Lewis Farm. This benefit event supports local youth programs while celebrating the Wardensville Spring Fest with local food and creativity.

Experience a downhill 3 km run through the scenic quartzite ridges of Seneca Rocks. This free gravel road event crosses the Potomac River as part of the Fourest Festival celebrations.

A backyard ultra at Manidokan Camp in Knoxville, MD on May 30, 2026, featuring official 4.167 mile laps and a 1 mile 24 hour event. On-site camping, aid station, showers, timing, shirts, and cash prizes for the winner and the assist.

Trail run and walk on May 30, 2026 at Gentle Giants Draft Horse Rescue in Mt. Airy, MD featuring 1 mile and 5K courses across forest trails and open pasture with draft horses on the farm.

A loop course at Sky Meadows State Park on May 31, 2026 offering 5K and 10K distances plus virtual options. The route passes fields, streams and sometimes cows, and walkers are welcome.

A measured 100 miles loop through the Massanutten Mountains and Shenandoah River Valley featuring 14 climbs and about 14,000 feet of gain. The mixed road and trail course has a 24 hour cutoff to earn the silver buckle.

This 45th annual memorial race honors coach Gary Brown with a fast, flat five-mile out-and-back on the shaded C&O Canal Towpath. Participants receive chip timing, a tech shirt, and awards. A student entry option is available for this Willia..

Awesum Possum Lake Trail Adventure at Opossum Lake Park offers a 6 mile obstacle course, a 4 mile run, and a 4 mile walk. The mixed-terrain course follows the Anglers Access Trail, uses chip timing, and benefits the Friends of Opossum Lake..

Experience a low key trail event at Colonel Denning State Park featuring significant elevation gain and scenic vistas. Choose between two distances that provide a relaxed atmosphere and a community focused post race celebration.

Point to point trail races from Ohiopyle, PA, including a 70.5 mile event and a 50K with relay options. The 2026 event notes entry limits for each race and acknowledges the Indigenous homelands the course crosses.