Upcoming Races Near Milton, DE - Matching: Trail Races

Name: Trail of Two Cities 5k Run/Walk
Start: 2026-10-31
End: 2026-10-31
Location: Ocean City/Somers Point

Talaria Trail Run

Laurel, DE

Saturday, November 15th, 2025

Featured

Trail

View details for race Talaria Trail Run

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Run Of The Mill 5/10-miler walk/run trail runra...

Wilmington, DE

Saturday, November 15th, 2025

10 Miles

Trail

View details for race Run Of The Mill 5/10-miler walk/run trail runraiser

Wild & Rooted 5K Trail Run

Hockessin, DE

Saturday, November 22nd, 2025

Trail

View details for race Wild & Rooted 5K Trail Run

Williamstown Badgers Turkey Trot 5K

Williamstown, NJ

Thursday, November 27th, 2025

Trail

View details for race Williamstown Badgers Turkey Trot 5K

Naptown Half Marathon & 10K/5K

Annapolis, MD

Saturday, December 20th, 2025

Half

10K

Trail

View details for race Naptown Half Marathon & 10K/5K

2026 PHUNT 25K/50K TRAIL RACE

Elkton, MD

Saturday, January 17th, 2026

Trail

View details for race 2026 PHUNT 25K/50K TRAIL RACE

Hot Chocolate 5K

Stevensville, MD

Sunday, February 15th, 2026

Trail

View details for race Hot Chocolate 5K

Winter Thaw Out Race Series

Glassboro, NJ

Sunday, February 22nd, 2026

Trail

View details for race Winter Thaw Out Race Series

B&A Trail Marathon and Half Marathon

Severna Park, MD

Sunday, March 29th, 2026

Marathon

Half

Trail

Fast

View details for race B&A Trail Marathon and Half Marathon

Adventure Triathlon at The Manor

Mays Landing, NJ

Sunday, May 3rd, 2026

Trail

View details for race Adventure Triathlon at The Manor

Conquer The Canal

Delaware City, DE

Saturday, May 30th, 2026

Marathon

10K

Trail

View details for race Conquer The Canal

Run the Vineyards - Harvest Ridge Winery 5K

Marydel, DE

Saturday, June 20th, 2026

Trail

View details for race Run the Vineyards - Harvest Ridge Winery 5K

Run the Vineyards - Bohemia Manor Farm 5K & 8K

Chesapeake City, MD

Saturday, August 1st, 2026

Trail

View details for race Run the Vineyards - Bohemia Manor Farm 5K & 8K

Trail of Two Cities 5k Run/Walk

Ocean City/Somers Point, NJ

Saturday, October 31st, 2026

Trail

View details for race Trail of Two Cities 5k Run/Walk

Explore more in Milton, DE

Distances:

5K 10K Half Marathon Marathon

Months:

November December January

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Delaware races

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