Trail Running calendar near Pittsgrove 2025-2026

We have found 36 Trailruns within 80 miles of Pittsgrove. See below where and when you can find the races.

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

Take on the Sweet Air Trail Race at Gunpowder State Park on July 12, 2026, a scenic out and back with rolling hills, faster stretches, water crossings and a bit of mud. Limited to 100 runners, entry is free and donations are welcome.

August 2026

Run the Vineyards at Bohemia Manor Farm offers scenic 5K and 8K courses through vineyards, waterfront and wooded trails, chip timed with live results. Finish with refreshments, a souvenir wine glass and an after party on the river.

Join Montey's Pack Rescue Run 5K at Heebner Park for a fun 5K, a 1 Mile Kids Fun Walk, or a virtual 5K that helps animals in need. Family friendly course with medals and fundraising prizes and 100% of proceeds support local rescue efforts.

September 2026

Enjoy a scenic 5K trail or one mile Move As You Please at Thorncroft Equestrian Center’s 70 acre farm in Malvern. Finish with live music, food trucks and pony meet and greets while supporting care for Thorncroft horses.

Celebrate Labor Day at William Heritage Winery with a chip timed 5K on scenic vineyard paths plus one mile and kids races for all ages. Finishers 21 and over get a souvenir glass and a complimentary wine while supporting HEADstrong.

October 2026

Join the Kettle Cooker Five & Dime at Glenroy Preserve for scenic loop trails with 5 mile, 10 mile and 25K options over hills, creeks and rocky terrain. Chip timing, aid stations, a soft tee and post race beer make it a great day.

Run the Vineyards at White Horse Winery features 10K, 5K and 1 mile on a flat scenic vineyard course supporting the HEADstrong Foundation. Enjoy a tech tee, souvenir wine glass, live music, wood fired pizza and a glass of wine.

Run scenic singletrack around Lums Pond State Park on October 17, 2026, at Delaware Trail Fest. Choose from solo or team 12 hour challenges or hiker friendly 24 km and 12 km lake loops for a day of fun and trail camaraderie.

Run scenic, historic trails in Patapsco Valley State Park with 50k and 25k options plus virtual entries that include same shirt and award. Enjoy well stocked aid stations, volunteer support, and a festive finish near CCBC Catonsville.

The Hot Mess Trail Races will take place in Pittsgrove on Saturday 24 October 2026. You can run between 21 and 6 hours.

November 2026

Run the Vineyards in Unionville invites runners and walkers to scenic 5K and 8K trail courses through vineyard rows with live results and lively post race music. Every finisher receives a stemless wine glass and a post race pour, plus a tec..

Run through the scenic Wissahickon Valley Park on gravel and single track at Forbidden Run Fest, offering 10K, 10 mile and half marathon options. Finishers get a medal and sweatshirt, with post race pizza and live music.

Join the Williamstown Turkey Trot, a festive 5K trail run at Autumn Lake Winery on November 26, 2026, ideal for families. Scenic trails welcome strollers and leashed dogs, with timed results and proceeds benefiting Lucky Paws Animal Assista..

Celebrate the season at Milford Reindeer Stampede 5k at Killens Pond State Park on November 28 with a scenic run or competitive walk. Enjoy a long sleeve race shirt, post race treats and chip timing in this family friendly holiday event.

December 2026

The Naked Nick is a low fee trail race at Blue Marsh Lake on December 13, 2026 with 25K and 50K on scenic single track and gravel that may be snowy or muddy. Finishers get mementos and chef prepared post race food.