Trail Running calendar near Sykesville 2025-2026

Run the 16th annual Rosaryville Veterans Day Trail Race at Rosaryville State Park with 50K and 20K routes through woods and meadows on rolling single track trails. Limited to 250 runners with aid stations and awards.

Run the NIRCA Open 6K at Hershey Parkview Country Course on Saturday, Nov 8, 2025. Open to the public and alumni, this rain or shine community race is a spirited prelude to NIRCA nationals with merch and day of registration.

Tackle the Bobcat Trail Run, an 11 mile out and back through scenic Catoctin trails at Cunningham State Park on November 8, 2025. Expect rugged singletrack, a steep climb called Bobs Hill, an aid station at the turnaround and a cotton tee.

Tackle 50 miles of scenic single track along Seneca Greenway and Muddy Branch in Montgomery Village, MD. Expect rolling forest terrain, small stream crossings, and a community minded field for an unforgettable trail ultramarathon experience..

Enjoy fall trail racing at Button Farm Living History Center in Germantown, MD with a half marathon, 10K, 5K and a free kids race benefiting Interfaith Works. Expect twisty singletrack, open farm field views, medals, post race food and awar..

Run through the vineyards at Barrel Oak Winery in Delaplane VA on November 15 with 3k and 6k options on a rolling cross country loop. Finishers enjoy a glass of wine, a medal and tech shirt plus chip timing and awards.

Autumn trail challenge at Hemlock Overlook in Clifton, VA along Bull Run with forest trails, creek crossings and wildlife. Choose 5.2 miles or 9.5 miles for a scenic, spectator friendly run supporting Homestretch.

Join Run the Glen Glow Run for a fun evening 5k through Gretna Glen's lit trails with glow sticks, headlamps, and campfire vibes. Finish with s'mores and hot cocoa while supporting Gretna Glen's programs.

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..

Tuckahoe 25k in Queen Anne Maryland is a scenic trail run with runnable hills and rooty, muddy sections. Three aid stations and event swag await finishers on Saturday, November 22 for a fun, rugged autumn challenge.

Join the Freeze Your Gizzard 5K or 1 Mile on Nov 22 at Ida Lee Park in Leesburg for a scenic but challenging cross country course and lively community vibe. Pre registered 5K runners receive a long sleeve shirt and the event supports Loudou..

Join the inaugural Wild & Rooted 5K at Mt. Cuba Center for a scenic trail through meadows, forests and rolling hills. Stay after for live music, guided nature tours, hay wagon rides and drinks amid restored native landscapes.

Run forest and meadow singletrack at the Fall Backyard Burn Trail Run at Laurel Hill, staged from the historic Workhouse Arts Center in Lorton VA. Choose one 5.4 mile lap or two laps for 10 miles and enjoy aid stations and post race food.

Hit rugged singletrack at Hex Hollow Half in Glen Rock PA on Nov 23, 2025 with a half marathon or 6.66 mile loop. Early registrants get an anniversary tee and proceeds benefit Olivia's House Grief & Loss.

Run a scenic fall trail through Manassas National Battlefield from The Winery at Bull Run with 5k and 10k options, in person or virtual. Enjoy a postrace glass of wine and a finisher medal while supporting the Manassas Battlefield Trust.

Celebrate Thanksgiving at the 21st Annual Catonsville High School XC Turkey Trot with a cross country style 5K and 1 Mile Family Fun Run in Catonsville, Maryland. Proceeds support the CHS cross country program.

Join the festive 27th Milford Reindeer Stampede at Killens Pond State Park on November 29, 2025 for a chip timed 5K run or competitive walkers only 5K. Enjoy a long sleeve tee and a cozy post race party with treats and photos.

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..

Devil Dog Ultras in Prince William Forest Park offers 50K, 100K and 100 mile trail loops on well marked single track and rolling fire roads. Expect staffed aid stations, limited bunkhouse beds and a lively winter ultrarunning weekend.

The Redman 9 mile trail race circles Redman Lake in York County on Saturday December 6, 2025, featuring scenic single track, about 1,200 feet of climbing and adventurous water tunnels. Enjoy a mid race aid station, post race snacks and fini..