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Trail Running Calendar near Cleveland Heights 2026-2027

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Explore the top trail runs near Cleveland Heights for 2026-2027! We've gathered 23 exciting races in the area. Check out our detailed list below to find your next local race.

September 2026
Sep
19
Sa

Pete Leneghan Entrepreneurship Foundation Run

Trail Run 5 km
Sep
27
Su

Orange Fall 5K

Road Race Trail Run 5 km
Sep-Oct
29-27
Tu

Fall Running Series - Peninsula, OH

Trail Run 3 mi 4 mi
October 2026
Oct
3
Sa

Head for the Hills

Trail Run 5 km
Oct
10
Sa

Little Colorado

Trail Run 5 mi
Monthly updates for Cleveland Heights

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Oct
10
Sa

Conquer the Castle Preview Runs

Trail Run 10 mi
Oct
18
Su

EDWINS Run for Re-Entry - Trail Run Grind

Road Race Trail Run 5 km 4 mi
Oct
24
Sa

Chippewa Creek Challenge

Trail Run 13 mi
Oct
25
Su

Run with Scissors

Trail Run 13 mi 26 mi 52 mi
November 2026
Nov
7
Sa

Conquer the Castle

Trail Run 3 mi 10 mi ... 50 km 100 km
Nov
21
Sa

Dirty Dirty 15K

Trail Run 15 km
February 2027
Feb
20
Sa

Cabin Fever Trail Race - Richfield

Trail Run 5 km 5 mi
Feb
20
Sa

Dirty Love - Willoughby Hills, OH

Trail Run 8 km 15 km
March 2027
Mar
20
Sa

Little Oregon Trail Run

Trail Run 4 mi 8 mi
April 2027
Apr
18
Su

Slay the Dragon 5K Trail Run

Trail Run 5 km
Apr
30
Fr

Super Goat Trail Race

Trail Run 5 km
May 2027
May
1-2
Sa - Su

O24 - Kirtland, OH

Trail Run 100 mi
May
8
Sa

Dirty Dash Half Marathon

Trail Run 10 km 13 mi
May
22-23
Sa - Su

High Lea 6/12/24 Hour

Trail Run Backyard Ultra 100 mi
May
29
Sa

Fools Trail Race - Peninsula, OH

Trail Run 10 km 13 mi 26 mi
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