Trail Running calendar near Delaplane 2025-2026

Honor Veterans Day on scenic single track at Rosaryville State Park with Annapolis Striders, choosing 50K or 20K looped courses. Limited to 250 runners, this friendly trail race offers rolling climbs, aid stations, and awards.

Tackle the scenic MCRRC Stone Mill 50 mile trail run through forested single track on the Seneca Greenway and Muddy Branch in Montgomery Village. Enjoy rolling terrain, stream crossings and community spirit on November 8, 2025.

Event overview The Bobcat Trail Run is an 11-mile trail race held in Cunningham State Park in Thurmont, Maryland. The event starts and finishes at the Manor Parking Area near 6709 Cunningham Falls Park Rd. There is no race-day entry. Entran..

Event The Schaeffer Half Marathon, 10K, 5K Trail Run is held on Saturday, November 8, 2025 at Button Farm Living History Center in Germantown, MD. The event is produced by EX2 Adventures and includes in-person races and virtual options for..

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 thro..

Run through Hemlock Overlook's wooded trails and riverside views at the Fall Backyard Burn, with 5 and 10 mile options that highlight rocks, roots and local wildlife. Expect challenging terrain, spectator friendly spots and a community vibe..

Event details The 2025 Herndon Turkey Trot is a cross-country style 5K held on November 22 at the Herndon Community Center, 814 Ferndale Ave., Herndon, VA. The race is open to participants age 4 and up. Runners must complete the 5K in 45 mi..

Freeze Your Gizzard 5K and 1 Mile is held at Ida Lee Park in Leesburg, Virginia. Celebrating 23 years of running, this cross-country event offers a 5K through Ida Lee Park’s 138 acres and a 1-Mile Fun Run, starting and finishing near the pa..

Event details The Fall Backyard Burn Trail Run - Laurel Hill takes place on Sunday, November 23, 2025, at the Workhouse Arts Center in Lorton, VA. The event is produced by EX2 Adventures and offers two course options: 5.4 miles (one lap) 1..

The Winery at Bull Run Turkey Trot offers a scenic trail 5k and 10k through the Manassas National Battlefield Park, starting and finishing near The Winery at Bull Run in Centreville, VA. The course is a cross-country style route across batt..

The 21st Annual Catonsville High School XC Turkey Trot, held in Catonsville, Maryland, is a cherished community event celebrating health, wellness, and family. It features a cross country-style 1 Mile Family Fun Run and a 5K race, both chip..

The Lake Anna Turkey Trot Half is a scenic and challenging running event held at Lake Anna State Park in Spotsylvania, Virginia. It features three race distances: a 5k trail run, a 10k that is half trail and half paved road, and a half mara..

The Run for Valor 10K is a trail running event held at Valor Ranch in King George, Virginia. The race features a 10K run, a 10K weighted ruck, a 5K run, and a 1-mile fun run/walk suitable for all ages and paces. The course traverses farm tr..

Event overview Devil Dog Ultras takes place at Prince William Forest Park (Cabin Camp 5) in Triangle, VA on December 6, 2025. The event offers the following distances: 100-Mile 100K 50K Entry is limited to 300 runners. Time limits are 32..

Event overview The Fall Backyard Burn Trail Run - Fountainhead takes place Sunday, December 7, 2025, at Fountainhead Regional Park in Fairfax Station, VA. The event is part of a multi-race Fall Backyard Burn series produced by EX2 Adventure..

The Tinsel Trot 10k in Louisa, VA, is a festive cross-country running event held at Southern Revere Cellars. The course loops around the winery property, with the 10k consisting of four laps and the 5k two laps, featuring gentle terrain wit..

Event The Founders Half Marathon is scheduled for Sunday, December 14, 2025, in Potomac, MD (ZIP 20854). The event is a half marathon of 13.1 miles and is listed as race #2 of the DCRR Snowball Series. Registration is online only; the event..

The Anniversary Run 15K is the final race in the Annapolis Striders Championship Series, held on the trails of Quiet Waters Park in Annapolis, Maryland. The course is a 15-kilometer trail route with start, finish, and awards staged at the o..

Event overview The Little Patuxent River Half Marathon & 10K is a trail race weekend in Columbia, Maryland on Jan 31 - Feb 1, 2026. Races start and finish at the Guilford Pratt Truss Bridge on Guilford Road and use the Patuxent and Winc..

Event overview The Mid-Maryland Trail Festival is scheduled for Saturday, January 31, 2026 in Elkridge, Maryland at Rockburn Branch Park, 6145 Montgomery Rd. The event offers the following race options: 50K 50K Relay Registration closes J..