Trail Running calendar near Dewey Beach 2026-2027

We have found 19 Trailruns within 80 miles of Dewey Beach. See below where and when you can find the races.

This inaugural 5k trail race winds through the forested paths of the Wicomico Demonstration Forest in Maryland. Proceeds support therapeutic horseback riding services for the special needs community, with gift card prizes for top finishers.

A four-race series of 5k trail runs on Elephant Swamp Trail in Elk Township Recreational Park near Glassboro, NJ, held Feb 22–Mar 15, 2026. Series scoring determines overall and age-group awards; medals, a custom neck scarf for full-series..

March 2026

A 10 mile trail race in Pocomoke State Forest on March 15, 2026. The event is cupless with one aid station, limited parking, and packet pickup available the day before.

Montchanin Trails 5K is a trail run in Wilmington, Delaware on March 29, 2026. The course uses single track trails, fields and gravel roads on private property with access and social media rules; the event is limited to 300 runners and incl..

May 2026

USATF-certified 5K, 10K and half marathon events in Lewes, Delaware with Run, race-walk, or Heavy March (15 lb pack) options, a historical exhibit, and a post-race vendor and music area supporting Wounded Warriors and homeless veterans.

June 2026

Join the 24th Dewey Beach Patrol 5K on June 14, 2026 for a scenic run along the bay that supports the Dewey Beach Patrol. Chip timing, age group awards, and a festive post race party with food and beer make it a must for local runners.

July 2026

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.

August 2026

Two timed events at Bohemia Manor Farm Winery on August 1, 2026: a 5K run and walk and an 8K trail race that include vineyard, riverfront and wooded trail sections plus awards, swag and a waterfront after party.

September 2026

This event offers a scenic 5K trail run and walk through the vineyards of William Heritage Winery, alongside a 1-mile kids race and walk. Participants receive a tech shirt, and adults get a complimentary glass of wine and souvenir glass. Th..

A 24-hour event at Pemberton Park where a new 5K starts every hour. Solo and four-person team divisions race for points rather than chip times, with placing points, night bonuses, and awards for top finishers.

October 2026

A vineyard race at White Horse Winery in Hammonton offering 10K, 5K and a 1 mile walk, with chip timing, awards, on-site wine and a post-race party; proceeds support the HEADstrong Foundation.

Trail running at Lums Pond State Park on October 17, 2026 featuring 12-hour solo and relay formats plus 24 km and 12 km laps, chip timing, aid stations, race-day bib pickup and age-graded results.

Event Overview The Mariners Bethel Trail Run is a multi-activity event at Camp Barnes in Frankford, Delaware. The main events are a 6.2 Mile Trail Run and a 3.1 Mile Trail Run. There are also three walking options of 1, 2, or 3 miles, and a..

Hit the trails at Parvin State Park in New Jersey for the Hot Mess Trail Races. Choose between a classic half marathon or a 6-hour ultra on a mostly flat, scenic loop. It's a cupless event where community and a love for trail running take c..

November 2026

The Talaria Trail Run is a fall event at Trap Pond State Park in Delaware. It features a 4.5-mile race on the scenic Bob Trail and a 2-mile walk. Participation supports Legacy Academy.

The 8th annual Tuckahoe 25k is a trail race in Queen Anne, Maryland covering approximately 25k (15.5 miles) on mostly single track and horse trails. Three aid stations support runners and awards go to the top three men and top three women.

This Thanksgiving Day trail run takes place at the scenic Autumn Lake Winery in New Jersey. The 5K course winds through dirt trails, grass, and sand. A portion of proceeds benefits animal welfare, making it a festive and purposeful family e..

An annual 5k at Killens Pond State Park on November 28, 2026 featuring a timed 5k run/walk and a competitive walking-only category, chip timing, age-group and overall awards, participant shirts, and a post-race refreshment offering.

January 2027

A winter trail event at Fair Hill offering 25K and 50K (two-loop) courses, stocked aid stations, and a heated activity hall at Edward L. Walls Activity Hall, with a maximum field of 600 runners.