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Trail Running Calendar near Felton 2026-2027

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Explore the top trail runs near Felton for 2026-2027! We've gathered 5 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Nov
21
Sa

The Tuckahoe 25K

Sold out Trail Run 25 km
A trail 25K in Queen Anne, MD on Nov 21, 2026 featuring mostly single-track terrain, three aid stations, and awards for the top three men and women.
Nov
28
Sa

Milford Cross Country Booster Reindeer Stampede 5k

Trail Run 5 km
A community 5K at Killens Pond State Park on November 28, 2026, supporting Milford High School Cross Country with chip timing, awards, and post-race refreshments.
January 2027
Jan
9
Sa

Angela Ivory Memorial Runs

Trail Run 50 km 100 mi
Loop-format trail races at Killen's Pond State Park offering 50K, 24-hour and 100-mile options on a mostly dirt 3.1-mile loop with limited facilities and a self-supported format.
May 2027
May
8
Sa

Race4Warriors Half Marathon

Road Race Trail Run 5 km 10 km Half Marathon
Multi distance races at Cape Henlopen State Park honoring Middle East veterans with competition, an educational exhibit, and a celebration with vendors and live music.
May
22
Sa

Run the Vineyards - Harvest Ridge Winery

Trail Run 5 km
A chip-timed 5K at Harvest Ridge Winery in Marydel DE with vineyards, a wooded trail, age group awards and a complimentary glass of wine for finishers over 21.
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