Trail Running calendar near Milford Mill 2026-2027

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.

Looped trail races at Killen's Pond State Park offering 50K, 24 hour and 100 mile options on an about 3.1 mile dirt loop with low technical difficulty and limited support.

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.

A seven mile trail race at Cromwell Valley Park featuring rolling hills, fire roads, fields and single-track trails, with post-race food and beer and proceeds supporting the park and Talmar’s therapeutic programs.

Celebrate Valentine’s Day with a fun and friendly 5K at Kinder Farm Park in Millersville on Feb 14, 2026. Enjoy a mostly flat loop with gentle hills, chip timing, and awards for top finishers in a welcoming community race.

Trail races in Columbia, Maryland along the Little and Middle Patuxent Rivers, offering 5K, 10K and half marathon distances with start and finish at the Guilford Pratt Truss Bridge. Registration includes a long sleeve shirt, finisher medal..

A half marathon around Gifford Pinchot Lake in Lewisberry, PA, on variable trail surfaces with short runnable climbs. One aid station sits near 6.6 miles and bib pickup is at Sunny Side Pavilion; registration closes Feb 18.

A club-based 10 miles race in Columbia, MD where runners score points for their RRCA club; awards are given by club and the event is part of the Maryland RRCA Grand Prix series.

Trail 5k and 10k at Paradise Springs and Hemlock Overlook Park featuring river-side single track, significant elevation changes and a technical rock section. Finishers receive a medal, tech shirt and a glass of wine, and a virtual option is..

Trail races near Leonardtown, MD on an ~10.5 mile loop around a 250 acre lake, offered as 17K, 34K, or 50K with two aid stations and a 100 runner limit.

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.

Trail races of 5 Miler, 10 Miler and a two person 10 Miler relay take place at Rockburn Branch Park in Elkridge on March 1, 2026; a portion of proceeds supports Bigfoot Endurance for Parkinsons research.

On March 1, 2026 at Wakefield Park in Annandale, the Spring Backyard Burn offers 5.5 mile and 10 mile trail race options across singletrack, doubletrack, stream crossings and minimal pavement. The event features aid stations, post race food..

A 31 mile trail event at Rockburn Branch Park in Elkridge Maryland featuring six loops of about 5.179 miles. Relay teams of two to six can share the distance and an aid station is stocked with food and drinks.

A women-only trail event at Prince William Forest Park offering 25K and 50K on two shared loops, five aid stations, specific time cutoffs, and a field limited to 120 entrants.

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.

Trail marathon and 50K on March 7, 2026 at Seneca Creek State Park near Gaithersburg, MD. Runners may stop at the marathon finish or continue to complete the 50K, and entries include a tech shirt and finisher medal.

A vineyard 3k and 5k on a 1 km loop course at Creek’s Edge Winery with lap-based routes, on-course water stations, chip timing, a post-race glass of wine, and virtual participation available.

A 5k and 10k at Smoketown Brewery on March 8 with out and back gravel courses, limited water stations, a virtual option, chip timing, a finisher medal, a technical shirt and a postrace beer.

A free International Women’s Day endurance day at Beaverdam Reservoir Park featuring a 7.5-mile loop and varied trail surfaces. The event centers women, offers course support through sunset, and focuses on movement and mutual support.