Trail Running calendar near Waldorf 2025-2026

The Trails 4 Miles is an annual trail running event held at Sherando Park in Stephens City, Virginia. The main race is a challenging 4-mile course featuring mixed surfaces, including paved paths and wooded trails through the scenic Sherando Park Mountain Bike Trails. Runners experience beautiful fal..

MoCo Dems 5K Fall FunRun is a 5K run/walk at Agricultural History Farm Park in Derwood, MD. Organized by the Montgomery County District 15 Democratic Caucus, it offers a 5K for adults, a Youth 5K, and a free option for youth 10 and under. The course is a natural trail through the park, with water st..

Located in Mount Airy, Maryland, the Memorial 5 Mile Trail Run & Ultra Challenge offers three events: a 5-mile trail run and two longer-challenge options (4-hour and 8-hour). The course is a single five-mile loop with farm lanes, grassy trails through hay fields, and wooded sections—hilly and scenic..

The Westover 5k & 10k is a flat, scenic race at Bluemont Park in Arlington, Virginia, along the W&OD Trail. The course is an out-and-back, with the 10k running out-and-back twice. The event is part of Bishop’s Events’ Year-Long 5k/10k/Back of the Pack Series and Fall Series.Walkers and strollers are..

The Wilderness Run 10k is a scenic cross-country trail race held at Wilderness Run Vineyard in Spotsylvania, Virginia, situated on historic Civil War battlefields. The course features rolling hills, with the 10k consisting of two laps of the 5k out-and-back route. Participants enjoy a vibrant atmosp..

Located in Bel Air, MD (Ma and Pa Heritage Trailhead), The Husky Run 5K is a community-focused running event along the scenic Ma and Pa Trail. The 5K is designed for all levels—perfect for beginners, comeback runners, and everyone in between—offering a Sofa to 5K Walk & Run. Participants can expect..

EX2 Adventures hosts the Fall Backyard Burn Trail Run at Lake Fairfax Park in Reston, Virginia. The event offers 5-mile and 10-mile trail options on a mostly singletrack course with a short prologue and minimal pavement, featuring views of Lake Fairfax, challenging rocks and roots, and a few short c..

North Point Fright Night 5K & Haunted Trail is a Halloween-themed community event at North Point High School in Waldorf, Maryland, on October 25, 2025. The day features a 5K on the school’s official cross-country course (certified for competition) with three race waves: Elite, Middle School & Younge..

Run For Your Life 5k is a cross-country 5K Run/Walk held at Verdun Adventure Bound in Rixeyville, Virginia (17044 Adventure Bound Trail). The race takes place on Verdun’s cross-country course across a 67-acre woodland setting, offering a true 5K course suitable for runners and walkers. The event fea..

Patapsco Valley 50K is an annual ultramarathon held near Baltimore, MD, with race headquarters at CCBC-Catonsville. The in-person event offers a 50k and a 25k, plus virtual options, set on a scenic, historic, well-marked trail course through Patapsco Valley State Park. The race features five aid sta..

RTB Fair Winds 5k/Fun Run is held at Quiet Waters Park in Annapolis, Maryland. The event offers a 5K, a Fun Run, and a Virtual 5K/Fun Run option. Runners traverse a fully paved course through woods and meadows, presenting a scenic park setting.The atmosphere is upbeat and community-minded, with cost..

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..

EX2 Adventures' Fall Backyard Burn Trail Run at Riverbend Park in Great Falls, VA offers 5-mile or 10-mile trail options along the Potomac River just west of Great Falls National Park. The course features riverside singletrack, a few short hills, and non-technical terrain with scenic views; elevatio..

The MCRRC Stone Mill 50 Mile Run is a 50-mile trail ultramarathon in Montgomery Village, Maryland, organized by MCRRC. The course uses forested, rolling terrain along the Seneca Greenway and Muddy Branch trails in Montgomery County, primarily on single-track dirt trails with small stream crossings...

EX2 Adventures’ Schaeffer Half Marathon and 10K Trail Run takes place at Button Farm Living History Center in Germantown, MD, on Schaeffer Farms. The course features Schaeffer’s renowned twisty singletrack and open farm-field segments, offering a rugged mix for trail runners. Distances include a hal..

Rosaryville Veterans Day Trail Race, held in Rosaryville State Park in Upper Marlboro, Maryland, offers 50K and 20K trail distances on wooded perimeter single-track trails. The course features rolling hills with about 2,600 feet of elevation gain, mostly through deep woods and meadows, with scenic v..

Talaria Trail Run is a fall trail event held at Trap Pond State Park in Laurel, Delaware. It features a 4.5-mile Race and a 2-mile Walk. The course follows the Bob Trail—a 4.5-mile loop around the 90-acre Trap Pond—winding through hardwood forests, crossing a dam at Raccoon Pond, and spanning boardw..

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..

Fall Backyard Burn at Hemlock Overlook is part of EX2 Adventures’ Fall Backyard Burn Trail Running Series. Held at Hemlock Overlook, Clifton, Virginia, the event offers 5-mile and 10-mile trail courses. Elevation gains are about 600 feet for the 5M and 1,200 feet for the 10M.The courses traverse Bul..

The Tuckahoe 25k is a trail race in Queen Anne, Maryland. It covers 25k (about 15.5 miles) on mostly single-track trails with some wider horse trails. The course is not overly technical but includes runnable hills, rooty, muddy sections, and varied conditions.Runners can expect three fully stocked a..