Trail Running Calendar Maryland 2026-2027

Four weekly 10K trail runs in May 2026 at the Pickall Area of Patapsco Valley State Park, organized by park stewards and timed by running time. Local sponsors support the series and Friends of PVSP members receive a $27 series discount.

A backyard style ultra in Knoxville MD on May 30, 2026 where runners complete a 4.167 mile loop each hour until one remains. A 1 mile event runs for 24 hours with additional tie breaker miles if needed.

A 5k and 1 mile trail event at Gentle Giants Draft Horse Rescue in Mt. Airy, MD on May 30, 2026. The route crosses a 340 acre farm with draft horses nearby and features food trucks and mounted archery demonstrations.

ROCK CREEK 100 is a 100 mile looped trail event near Washington D.C. held May 30–31, 2026, consisting of ten 10 mile loops with about 8,200 ft of climbing and a 36 hour cutoff.

A longstanding five-mile memorial run on the C&O Canal Towpath in Williamsport, MD, held June 6, 2026, with regular and student entries, chip timing, technical T-shirts, and awards for podium finishers.

Trail Trotters 5k & Fun Run is a community trail event at Promise Landing Farm in Upper Marlboro on June 7, 2026. The event features a 5k and a fun run; adult registration includes a T shirt and concessions with live music.

A chip timed 5k at Corteau Vineyards in Mechanicsville, Maryland on June 13, 2026, featuring vineyard scenery, a t-shirt, collapsible wine glass, finisher medal that doubles as a wine stopper, and an on-site wine pour.

Trail races on June 19, 2026 in Germantown, MD offering 6K and 12K courses around Button Farm and the Schaeffer Farm Trails. Walkers and several virtual entry options are available.

A rugged out-and-back trail race near Frederick, MD, offering a 50K and a 25K Half Cat on rocky, shaded singletrack with stream crossings, three aid stations, and mandatory on-course hydration.

Kick off the Blue Crab Bolt series at Seneca Creek State Park with scenic 5K and 10K trail runs featuring lake views and singletrack paths. Enjoy professional race support, post-run breakfast burritos, and a festive atmosphere.

MCRRC Cross Country on the Farm Trail 5K is a trail race at Agricultural History Farm Park in Derwood MD. Non member registration is available for a $20 fee and the event is part of the club's low key race series.

A themed Forrest Gump fun run at Lakeside Loop in New Town Village, Owings Mills, offering a full 4.4-mile loop or a 1-mile out-and-back option. The event is free and participants are encouraged to wear the red hat, yellow top and red short..

A trail race on July 11, 2026 in Derwood, MD offering 5 km and 10 km courses plus virtual options with medal and shirt choices; registration uses tiered pricing and donated medals are collected for Medals4Mettle.

Trail running event at Gunpowder State Park with a listed distance of 7 miles and an on-course crossing between Harford and Baltimore counties. The course has rolling hills, water crossings and limited field size, with free registration and..

A timed six-hour endurance event at Quiet Waters Park in Annapolis with solo and three-person relay formats. The course is about 4.25 miles per loop, with aid stations on the route and awards by overall and age-group distance.

Trail running at Button Farm in Germantown, MD over twisty single track with stream crossings, log ramps, and farm fields. Options include a 5K and an about 10K course with aid stations, post race food, and optional medals.

Trail races at Bohemia Manor Farm Winery featuring *5K* and *8K* courses through vineyards, riverfront and wooded trails, chip timing with live results, finisher wine glass and an on-site after party with music and food.

Run through the wooded singletrack trails and streams of Little Bennett Regional Park in Maryland. Enjoy a community atmosphere with professional timing, post race breakfast burritos, and distances for different experience levels.

An 8K cross-country race at Anne Arundel Community College on August 2, 2026, part of the Annapolis Striders Championship and Maryland/DC RRCA Grand Prix Series, with pre-registration fees and race day registration available.

A wooded trail race at Gunpowder State Park on August 9 with mostly single track loops of about 4 miles. Participants can run one loop for 4 miles or two loops for 8 miles.