Trail Running calendar near Freeland 2026-2027

Loop running at Charlestown Park with a team 4 Hour Relay and a solo 4 Hour Ultra Challenge. Teams of five rotate on a roughly 2.2 mile loop while solo runners complete as many laps as possible; cash prizes awarded.

Seventh annual trail races at Faylor Lake in Beaver Springs with 3.75 mile and 7.5 mile courses that cross dam, timber, field and shallow lake water. Postrace food and lake activities are available and proceeds support youth conservation pr..

A six-hour endurance run and three-person relay at Quiet Waters Park in Annapolis on July 19, 2026. The course is a roughly 4.25 mile shaded loop with aid stations, age-group and overall awards, and participant premiums.

A 5K and 10K run around the grounds of 868 Estate Vineyards in Purcellville, Virginia on July 25, 2026. Virtual entries and tiered registration options are offered, including choices for medals and shirts.

Experience the twisty single track and scenic farm fields of Germantown at this trail running event. Participants can choose between two distances while supporting local non profits in Montgomery County.

A 5K and half marathon run along the Chesapeake & Ohio Canal path in Georgetown Washington DC on July 25, 2026. Walkers are welcome and virtual entries are available with medal and shirt options.

A 2.9 miles cross country race at Twin Valley High School in Elverson, PA on July 25, 2026. The course runs over grass, hills and trails and proceeds benefit a memorial scholarship.

A four-event summer trail series in Lancaster County that is not a race. Participants choose their distance on local trails and return to a Common tent for breakfast, hydration, and social time.

A community 5K trail run at Rock Creek Picnic Shelter in Derwood, MD, on July 26, 2026. Part of the PAMOJA Weekend, the event highlights unity, culture, wellness and community connection.

Trail races at Bohemia Manor Farm in Chesapeake City feature 5K and 8K courses through vineyards, wooded trails and along the river, with chip timing, age group awards, finisher wine for ages 21 plus and an on-site after party with music an..

An evening trail event run lap by lap on a roughly 1.6 mile loop where cutoffs shorten each circuit and runners continue until only one remains. The event includes on site food and complimentary beer for participants aged 21 and over.

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.

Trail 5K, 10K and a half-mile kids run at Miller Plant Farm in York, PA, on mixed farm and wooded surfaces; overall and age-group prizes, produce samplers for 5K/10K entrants, and 100% of proceeds benefit the WellSpan York Cancer Patient He..

Trail races of 5K and 3K at Codorus State Park Marina organized by Delone Catholic High School's cross country team; early registration includes a T-shirt and goodie bag and proceeds support several local funds.

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 relaxed practice run on August 2, 2026 at Fountainhead Regional Park with route options from 6 to 13+ miles. Entry is open but limited to 60 and requires sign up; light refreshments are provided.

Late Night With Bear Creek is listed for August 7, 2026 at 101 Doe Mountain Lane in Pennsylvania, United States. The listing provides the event name, date, and location.

Looped trail ultramarathons at Killen's Pond State Park near Felton, DE, with 50 mile, 50K and 12 hour options. Events are self supported, manually timed, capped at small fields, and run in summer conditions.

Part of the Harford County Running Club Dog Days of Summer Series, Rigbie Farm 5k is a free, self timed grass and trail loop near Darlington, MD. Parking is at Rigbie Farm and non members may take part in three free runs.

The Bunker Hill Trail Races will take place in Parkton on Sunday 9 August 2026. You can run between 4 and 8 miles.