Cleveland Hills
Trail Running Calendar near Cleveland Hills 2026-2027
Explore the top trail runs near Cleveland Hills for 2026-2027! We've gathered 68 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2027
Trail Marathon, Half Marathon and 10k at Guisborough Rugby Club on 29 August 2027 with mandatory kit, downloadable maps, limited parking and fixed entry limits.
September 2027
A coastal endurance event along the Cleveland Way from Guisborough to Filey via Saltburn, Staithes, Robin Hoods Bay, Ravenscar and Scarborough with enforced checkpoints and mandatory kit.
A 10 mile endurance event at Catterick Garrison on 25 September 2027, offering a standard run, a 35lb bergen TAB, and a Canicross option.
A chip-timed 10 km rural race on parkland tracks, surfaced and farm roads around Sutton-on-the-Forest, with parking, toilets and on-site refreshments.
A 9.4 km fell race in Fryup Gill with 475 m of climb, entry on the day, team entries and event insurance under an FRA permit.
October 2027
A 9 km fell race from Sutton Bank Visitor Centre across the North York Moors with 250 m of climb, navigational sections, mandatory FRA kit, and age group prizes.
December 2027
A winter fell race on 27 December 2027 in Guisborough Woods featuring an 8.8 km senior course with 376 m climb plus junior races and team competition.