Delaware
Delaware Trail Running Calendar 2026-2027
Explore the best trail runs in Delaware for 2026-2027! Our updated list features 14 exciting trail runs across the region. Find your next trail run in Delaware below and join the trail community at these great events!
September 2026
A half marathon and a 10K at Lums Pond State Park on 09/06/2026 using Little Jersey and Swamp Forest trails. Routes include single track and wider trails and have a relatively flat elevation profile.
Community charity event at Ramsey's Farm in Wilmington with a 15k trail loop, 5k, 2-mile health walk and a kids fun run, benefiting local Delaware charities.
A 5K fundraising run/walk at Paradise Grill in Long Neck on September 20, 2026, offering a choice of water or woods courses that rejoin near the finish.
A dog friendly fundraising event at Bellevue State Park on September 27, 2026 featuring a scenic 5K and a one mile Mutt Mile, with race timing, awards for dogs and people, vendors, a costume contest, and merchandise.
October 2026
A farm-based 5K at Hopkins Farm Creamery in Lewes, DE with an off-road pasture course, awards, chip timing and long sleeve participant shirts.
A virtual 5K supporting Humane Animal Partners with participant shirts, Chronotrack B chip timing, and age group awards.
A multi-format trail running festival at Lums Pond State Park with 12K, 24K, 12-hour solo and 4-person relay options, aid stations, chip timing, and a post-race BBQ.
Community trail event at Camp Barnes in Frankford, Delaware offering 6.2 and 3.1 mile runs, 1 to 3 mile family walks, and a Kiddie Color Run. Post race lunch and live bluegrass music support Mariners Bethel youth ministries.
November 2026
A community 5k run/walk and a separate competitive walking 5k at Killens Pond State Park on November 28, 2026. The event supports Milford High School Cross Country and features chip timing, awards, shirts, and post race refreshments.
December 2026
A 5K cross-country run at Sharp Farm in Middletown on Dec 5, 2026, across fields, forest edges and wide trails with proceeds supporting Delaware Wild Lands.
January 2027
January trail event at Killen's Pond State Park offering 50K, 24 hour, and 100 mile options on a 3.1 mile loop; self-supported and limited fields.
May 2027
A multi-distance event in Lewes, Delaware with 5K, 10K and half marathon options plus race walk and heavy march categories. The weekend includes an educational exhibit, vendors and live music while supporting wounded warriors and homeless veterans.
June 2027
Five consecutive race days June 2–6, 2027 across DE MD PA NJ and NY offering marathon, half, 50K, 10K and 5K with daily aid stations and collectible medals.