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Trail Running Calendar near Willoughby 2026-2027

Monthly updates for Willoughby

Get new running races (and updates) in your inbox every month.

Explore the top trail runs near Willoughby for 2026-2027! We've gathered 16 exciting races in the area. Check out our detailed list below to find your next local race.

February 2026
Feb
15
Su

Dirty Love - Willoughby Hills, OH

Trail Run 8 km 15 km
Feb
28
Sa

Olde Girdled Grit Trail Run

Trail Run Half Marathon
March 2026
Mar
21
Sa

Little Oregon Trail Run

Trail Run 5 km 13 km
Mar
28
Sa

Flirt with Dirt Half Marathon

Trail Run 10 km Half Marathon
April 2026
Apr
4
Sa

RunHer Society 5k Run

Trail Run 5 km
Apr
18
Sa

Dirty Dash Half Marathon

Trail Run 10 km Half Marathon
Apr
19
Su

Rails to Trails 20 & 10 Miler

Trail Run 10 mi 15 mi 20 mi
May 2026
May
2
Sa

O24 - Kirtland, OH

Trail Run 24 hr
May
23
Sa

Fools Trail Race - Peninsula, OH

Trail Run 10 km 13 mi 26 mi 8 hr
June 2026
Jun
28
Su

Buckeye Trail

Trail Run 25 km 50 km
August 2026
Aug
8
Sa

Down & Dirty 10 Mile

Trail Run 5 mi 10 mi
September 2026
Sep
5
Sa

Minnehaha 15k & 5k

Trail Run 5 km 15 km
Sep
5
Sa

Leave No Trace Trail Half Marathon

Trail Run 5 km 15 km 13 mi
October 2026
Oct
24
Sa

Chippewa Creek Challenge

Trail Run 13 mi
November 2026
Nov
7
Sa

Conquer the Castle

Trail Run 5 km 10 mi ... 50 km 100 km
Nov
21
Sa

Dirty Dirty 15K

Trail Run 15 km