Trail Running Calendar Maryland 2026-2027

The Spring Hops 5K is a cross-country race winding through the vineyards and hop yards of Red Shedman Brewery. Every finisher earns a refreshing pour of a local beverage. This scenic event is scheduled for April 19, 2026, in Mount Airy, Mar..

A 100 mile ultramarathon on the C&O Canal towpath near the Potomac River. The course is one 40 mile loop plus two 30 mile loops with multiple aid stations and low elevation terrain. WSER 2027 qualifier.

A timed trail event at Agricultural History Farm Park in Derwood, Maryland on May 2, 2026. Runners repeat a 5 mile out and back lap under one hour for 3, 6, or 10 hours; a marathon and 25K are also offered.

The Johnnycake Jolt Series is a four-week trail run event on Wednesday evenings in May. Runners can tackle a scenic 10 km course in the Pickall Area of Patapsco Valley State Park. It’s a grassroots series designed to bring the local running..

A trail event at Cromwell Valley Park on May 9, 2026 featuring 25k, 12.5k and 5k courses. The event supports local conservation groups and includes family activities and an Explore Passport for young participants.

The Johnnycake Jolt Series offers four weekly 10k trail runs in Patapsco Valley State Park. It's a grassroots, low-key event organized by park stewards, with a discount for park members.

A spring road-and-trail event at Carderock Recreation Area with 5k, 10k and half-marathon out-and-back routes on the C&O Canal towpath, chip timing, finisher's coin, technical shirt, water stations, and a virtual option.

Supported hikes on the C&O Canal and the Appalachian Trail raise funds for Micah's Backpack and the Refugee Welcome Network. Options include 5K, 10K and longer challenge distances with route support and a post hike lunch.

The Johnnycake Jolt Series offers four weekly 10k trail runs in Patapsco Valley State Park. It's a grassroots, low-key event organized by park stewards, with a discount for park members.

The Johnnycake Jolt Series offers four weekly 10k trail runs in Patapsco Valley State Park. It's a grassroots, low-key event organized by park stewards, with a discount for park members.

A May fundraising series on the C&O Canal and Appalachian Trail supporting HARC programs, with distances from 5K to a 20-mile challenge, on-trail support, and a post-hike celebration lunch.

A 45th annual five-mile out-and-back on the C&O Canal Towpath in Williamsport, MD, on June 6, 2026. Chip timing, a technical race shirt, and age-group and overall awards are part of the event.

A chip-timed 5k at Corteau Vineyards on June 13, 2026, featuring a two-lap cross-country style course through the vineyards, age-group awards, race swag and a wine pour. Virtual participation and packet shipping are available.

A trail race on June 19 at Button Farm in Germantown offering 6k and 12k distances around the Schaeffer Farm Trails. The event counts toward series scoring, includes chip timing, shirts and medals, and offers a virtual option.

A rugged out and back on the Catoctin Blue Trail near Frederick, MD offering a 50K and a 25K Half Cat, with rocky singletrack, shaded forest, stream crossings, three staffed aid stations, and mandatory carried hydration.

Trail 5K and 10K at Seneca Creek State Park in Gaithersburg, MD featuring singletrack trails, lake views, aid stations, post race food, and a charity partner Interfaith Works.

This cross-country event takes place at the Agricultural History Farm Park in Derwood, Maryland. It's part of a free series for members, with paid registration available for non-members and a youth discount.

A free Forrest Gump themed fun run on Lakeside Loop in Owings Mills offering a full 4.4 mile loop or a 1 mile out-and-back option, meeting at New Town Village Center with themed attire suggested.

A summer trail race at Gunpowder State Park on July 12, 2026, listed as 7 miles with the course described as about 8 miles and crossing county lines. The route features rolling hills, water crossings and varied terrain, and field size is li..

Endless Summer 6 hour Run is a timed six hour event at Greenbury Point Nature Center in Annapolis on July 18, 2026. It is listed on the Annapolis Striders race calendar.