Trail Running calendar near Baltimore 2025-2026

The Kellie Thompson Shiley 5k and Family Fun Run is an annual event held at the Terrapin Nature Trail in Stevensville, Maryland, on the scenic Eastern Shore. It features a 5K trail run/walk and a 1-mile fun run for children aged 10 and under. The race honors Kellie Thompson Shiley’s competitive spir..

Ultra Trail DE is a challenging 6-hour trail running event held at 2900 Montchanin Road in Wilmington, Delaware. The race features a roughly 5-mile loop with about 700 feet of elevation gain per lap, set on private scenic trails that include creek crossings, singletrack paths, rolling hills, and uni..

The River's Edge Endurance Challenge, held in Brunswick, Maryland, is a multi-event running competition featuring a 5K (3.1 miles) race, a 3-hour endurance race, and a 6-hour endurance challenge. The event takes place primarily on the scenic River's Edge Trail system, with about one mile on school p..

The Conestoga Trail Run - 10 Tough Miles will take place in Holtwood on Sunday 28 September 2025. You can run 10 miles.

The Run to the Taproom - Creekside Farm Brewery 5K & 8K is a scenic running event held at Creekside Farm Brewery in King George, Virginia. Participants can choose between a 5K or 8K race along well-maintained, non-technical dirt trails that wind through a 1,000-acre farm bordering the Rappahannock R..

The Bear Trail Half Marathon & 10K is a trail running event held at Lums Pond State Park in Bear, Delaware. The race features two distances: a half marathon (13.1 miles) consisting of two loops, and a 10K (6.55 miles) with one loop. The course utilizes sections of the Little Jersey and Swamp Forest..

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..

The Full Distance 10k is a scenic trail running event held at Locust Shade Park in Triangle, Virginia. The course features a mix of trails and pavement, with about 40% paved and some hills, consisting of four loops for the 10k distance. This chip-timed race welcomes both runners and walkers and is p..

The Rick O'Donnell Memorial Ultra Challenge is held annually in Mount Airy, Maryland, hosted by the Frederick Steeplechasers Running Club. The event features a 5-mile trail run along with 4-hour and 8-hour ultra challenges, offering multiple ways for participants to test their endurance on scenic tr..

The Delaware Trail Fest, held at Lums Pond State Park in Bear, Delaware, is a trail running event celebrating the area's scenic outdoor trails. It offers multiple race options including 12 KM and 24 KM trail runs, as well as a 12-hour Lone Wolf solo challenge and a 12-hour 4-person relay. The course..

The Fall Backyard Burn Trail Run at Lake Fairfax Park in Reston, VA, offers runners a scenic and engaging trail experience with options of 5.1 miles (one lap) or 10 miles (two laps). The course features mostly smooth singletrack trails with some short technical sections involving rocks and roots, mi..

The Hot Mess Trail Races will take place in Pittsgrove on Saturday 25 October 2025. You can run between 13 and 6 kilometers.

The Patapsco Valley 50K is an annual trail running event held at Patapsco Valley State Park near Baltimore, Maryland, with race headquarters at CCBC-Catonsville. The event features two distances: a 50K and a 25K, both available as in-person or virtual races. Runners enjoy a scenic, historic, and wel..

The Halloween Horror 10k is a trail running event held at Conway Robinson State Forest in Gainesville, Virginia. The race features a challenging loop course through forest trails with some technical terrain and minor hills, with the 10k consisting of two laps of the 5k route. Participants receive a..

The Fall Backyard Burn Trail Run at Riverbend Park in Great Falls, VA, offers 5- and 10-mile trail races on scenic riverside singletrack trails adjacent to the Potomac River and near Great Falls National Park. The course features moderate elevation gains of 350 feet for 5 miles and 700 feet for 10 m..

The MCRRC Stone Mill 50 Mile Run is an ultramarathon event held in Montgomery Village, Maryland. This challenging 50-mile race offers runners a unique endurance experience on a course designed to test stamina and determination. The event is organized by the Montgomery County Road Runners Club (MCRRC..

The Schaeffer Half Marathon and 10K Trail Run, hosted by EX2 Adventures, takes place at the scenic Button Farm in Germantown, Maryland. The event features two distances: a 13.3-mile half marathon with 1,000 feet of elevation gain and a 6.7-mile 10K+ course with 500 feet of elevation gain. Known for..

The Rosaryville Veterans Day Trail Race, hosted by the Annapolis Striders, is an annual trail running event held at Rosaryville State Park in Upper Marlboro, Maryland. The race offers two distances: a 50K and a 20K, both featuring loops on a 9.5-mile single-track perimeter trail through wooded areas..

The Talaria Trail Run will take place in Laurel on Saturday 15 November 2025. You can run 4 miles.

The Barrel Oak Turkey Trot is a pre-Thanksgiving running event held at Barrel Oak Winery in Delaplane, Virginia. It features two race distances: a 3k and a 6k, with the 6k consisting of two laps around a cross-country course that winds through vineyards, gravel roads, and hilly terrain. The event we..