Upcoming Races Near Worcester County, MD - Matching: Trail Races

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

Snowy Owl 10 Mile

Williamsburg, VA

Sunday, January 4th, 2026

Featured

Trail

View details for race Snowy Owl 10 Mile

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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

4STEPS THERAPEUTIC RIDING 5k

Parsonsburg, MD

Saturday, February 21st, 2026

Trail

View details for race 4STEPS THERAPEUTIC RIDING 5k

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

Wildstride Race Series: 10k, 1/2 Marathon

Williamsburg, VA

Sunday, April 12th, 2026

10K

Half

Trail

View details for race Wildstride Race Series: 10k, 1/2 Marathon

Springburst 10K & Kids One-Mile Fun Run

Glenn Dale, MD

Saturday, April 18th, 2026

10K

1 Mile

Trail

View details for race Springburst 10K & Kids One-Mile Fun Run

STEVE 5K

White Plains, MD

Saturday, April 25th, 2026

Trail

View details for race STEVE 5K

Adventure Triathlon at The Manor

Mays Landing, NJ

Sunday, May 3rd, 2026

Trail

View details for race Adventure Triathlon at The Manor

Race4Warriors 5K, 10K & Half Marathon Challenges!

Lewes, DE

Saturday, May 9th, 2026

10K

Half

Trail

View details for race Race4Warriors 5K, 10K & Half Marathon Challenges!

Bethel Temple 5K Walk/Run

Hampton, VA

Saturday, May 16th, 2026

Trail

View details for race Bethel Temple 5K Walk/Run

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

2026 Cal Tri Williamsburg - 7.19.26

Williamsburg, VA

Sunday, July 19th, 2026

Trail

Fast

View details for race 2026 Cal Tri Williamsburg - 7.19.26

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 Worcester County, MD

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Maryland races

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