Trail Running calendar near Pasadena 2026-2027

Join the Sierra Club Lancaster Polar Bear 5K trail run and hike on January 10 for a chilly, scenic outing with some hills at Lancaster County Central Park. Chip timed and dog friendly, the event raises funds for local environmental grants.

Join the Food for Others 5k and 10k at Leesylvania State Park on Jan 17, 2026 for a scenic trail run with small hills and a staircase. Support Food for Others while enjoying chip timing, medals, tech shirts, and a virtual option.

Take on scenic trails at Killens Pond State Park in Felton Delaware with the Angela Ivory Memorial Trail Runs, offering 100 mile, 50k and 24 hour race options. A communal, challenging winter weekend where some distances fill quickly.

Tackle a scenic 50K trail ultramarathon at Rockburn Branch Park on six wooded loops of about 5.2 miles each. Race solo or as a team of 2 to 6 with stocked aid stations and a friendly festival atmosphere.

Enjoy a fast, scenic half marathon along the flat Dahlgren Railroad Heritage Trail in King George, VA on Jan 31, 2026. Cupless racing with SpeedCup options, aid stations, and a custom finisher medal support the local trail.

Run the Patriotic Pursuit on Jan 31, 2026 at Williamsport Park: chip timed 5k, 10k and half marathon along a flat gravel C&O Canal trail. Medal, technical shirt and virtual option included; proceeds benefit Semper Fi & America's Fund.

Run scenic, tame trails along the Little and Middle Patuxent Rivers in Columbia, MD during a fun January race weekend. Choose 5K, 10K or half marathon distances and earn finisher medals, a long sleeve shirt and knit gloves.

Brave wooded trails at Prince William Forest Park on Feb 1, 2026 with distances from 5k to 50k, featuring technical hills, roots and scenic views. Support Semper K9 and earn medals, tech shirts and chip timing in this winter trail challenge..

Test your limits on this timed trail ultra at Little Bennett Campground with 5 and 9 hour solo and relay options on a scenic 4.4 mile loop. Enjoy aid stations, Altra demos and a post race chili while supporting Montgomery Parks Foundation.

Run a scenic trail 5k or 10k at The Winery at Bull Run with chip timed results, a finisher medal, tech shirt and a complimentary glass of wine. Proceeds support the Manassas Battlefield Trust.

Challenge a scenic 7 mile trail through Cromwell Valley Park with rolling hills and mostly single track, capped by a fast downhill finish. Join on Feb 8, 2026 to race, enjoy post race food and beer, and support park programs and scholarship..

The Valentine's Day 5k - Pasadena will take place in Pasadena on Saturday 14 February 2026. You can run 5 kilometers.

Run a scenic 5K through forest trails at Wicomico Demonstration Forest in Parsonsburg, MD on February 21, 2026. Proceeds benefit 4STEPS therapeutic riding programs, making this debut trail race a great way to support riders and enjoy nature..

Take on scenic river trails at the Paradise Springs 5k and 10k in Clifton VA on February 28, 2026, featuring challenging rocky sections and plenty of elevation. Finish at Paradise Springs Winery with a finisher medal, tech shirt and a compl..

Discover scenic trails around Saint Marys Lake near Leonardtown, MD with 17K, 34K or 50K on one to three laps through Salem Forest. Limited to 100 runners, this intimate event has rugged single track, lake views and on course aid.

Run a scenic 50 km trail at Hashawha Environmental Center near Westminster MD on Feb 28, 2026, featuring rolling hills, stream crossings and two big loops. Expect runnable single track, ample climbing and warm post race hospitality.

Join the Bigfoot Endurance Trail Race at Rockburn Branch Park in Elkridge on March 1, 2026 with 5 mile, 10 mile and two person relay options on scenic trails. Get a long sleeve shirt, finisher medal, post race beers and support Parkinson's..

Run Wakefield Park's twisty single track and grassy fields at the Spring Backyard Burn Trail Run in Annandale. Choose 5 or 10 mile routes, support a local charity, and enjoy a friendly series with rewards for referrals.

No Man's 50K is a women only trail running challenge in Triangle, VA on Mar 7, 2026, with 50K and 25K options across scenic singletrack loops. Limited entries and stocked aid stations create a supportive, community driven race day.

Take on scenic forest trails at Conway Robinson State Forest with a 5k or two lap 10k, suitable for runners and walkers of all levels. Support the Lost Dog & Cat Rescue Foundation and earn a finisher coin plus a tech shirt.