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Trail Running Calendar near Lewes 2026-2027

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Explore the top trail runs near Lewes for 2026-2027! We've gathered 7 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

Trail Running Calendar United States
September 2026
Sep
20
Su

Paradise Grill Stop-Drop & Run 5K

Road Race Trail Run 5 km
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.
October 2026
Oct
10
Sa

Lace Up for Ag Literacy 5K Run/Walk

Trail Run 3 mi
A farm-based 5K run and walk at Hopkins Farm in Lewes on October 10, 2026, with chip timing, awards, participant shirts, and fundraising for ag education.
Oct
18
Su

Mariners Bethel 6.2m Trail Run

Trail Run 3 mi 6 mi
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
Nov
15
Su

Horseshoe Crab Hustle

Trail Run 10 km
A 10K run and a 1.5 mile non-competitive walk at Bethany Brewing Company with trails in Fresh Pond State Park to benefit the Delaware Center for the Inland Bays.
Nov
28
Sa

Milford Cross Country Booster Reindeer Stampede 5k

Trail Run 5 km
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.
January 2027
Jan
9
Sa

Angela Ivory Memorial Runs

Trail Run 50 km 100 mi
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
May
8
Sa

Race4Warriors Half Marathon

Trail Run 5 km 10 km 13 mi
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.
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