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Trail Running Calendar near Pepper Pike 2026-2027

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Explore the top trail runs near Pepper Pike for 2026-2027! We've gathered 28 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

Trail Running Calendar United States
November 2026
Nov
21
Sa

Dirty Dirty 15K

Trail Run 15 km
A two-loop trail running event at North Chagrin Reservation in Willoughby Hills, Ohio, the Dirty Dirty 15K is the final race of the Dirty Trail Series, passing Squires Castle, Buttermilk Falls and Oxbow Lagoon and ending with a series party.
Nov
22
Su

Regal Beagle Ultra

Trail Run 5 mi 25 km 50 km
Multi-loop trail event in Akron offering 50K, 25K and 5 Mile options through Bath Nature Preserve and Bath Community Park.
February 2027
Feb
20
Sa

Cabin Fever Trail Race - Richfield

Trail Run 5 km 5 mi
Trail event in Richfield, OH offering 5K and 5 mile runs, ruck divisions with patches, and virtual options. Perks include a long-sleeve shirt, one beer ticket for Masthead Brewing Co, a s'more station, and post-race snacks.
March 2027
Mar
20
Sa

Little Oregon Trail Run

Trail Run 4 mi 8 mi
A chip timed trail event in Cleveland Metroparks on March 20, 2027 offering a 13K, 5K, ruck options, and a short kids fun run with race swag and post race snacks.
April 2027
Apr
18
Su

Slay the Dragon 5K Trail Run

Trail Run 5 km
A memorial 5K trail run through the wooded trails of Camp Manatoc in Peninsula, Ohio on April 18, 2027. Registration is open March 1 through December 31, 2026 with a $30 fee. Proceeds support camp financial assistance and participants receive a custo..
Apr
30
Fr

Super Goat Trail Race

Trail Run 5 km
Trail run at Richfield Heritage Preserve offering a chip-timed 5k and 1 mile, collectable shirt and medal, age-group awards, and an optional Super Goat Challenge.
May 2027
May
22-23
Sa - Su

High Lea 6/12/24 Hour

Trail Run Backyard Ultra 100 mi
Multi-distance ultrarun in Richfield OH on a 2.92 mile shaded gravel and trail loop with proceeds supporting Richfield Heritage Preserve.
October 2027
Oct
30-31
Sa - Su

Cleveland Spartan Trifecta Weekend

Obstacle Run 5 km 10 km Half Marathon 50 km
Two-day Spartan Trifecta Weekend near Cleveland with Sprint 5 km, Super 10 km, Beast 21 km and Ultra 50 km across rugged forest trails.
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