Guisborough
Trail Running Calendar near Guisborough 2026-2027
Explore the top trail runs near Guisborough for 2026-2027! We've gathered 72 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
Day 3 of a five day challenge in Durham follows a signed trail route along the River Wear with views of the Cathedral. The seven hour time challenge lets participants choose distances from 3 km upward, with themed medals, distance pins and goody bag..
Two races on 29 May 2027 across the North Yorkshire Moors, 80 km to Robin Hood's Bay and 32 km to the Lion Inn on Blakey Ridge.
June 2027
A single stage 160 mile ultramarathon from Scalby that links the Tabular Hills to the full Cleveland Way, with 6700 m ascent and a 50 hour time limit.
Trail event at Guisborough Rugby Club offering 40 km and 60 km options, solo or relay, raising funds for Teesside Samaritans with checkpoints and medical cover.
An overnight trail run from Goathland Village Hall across the North York Moors with navigation support, checkpoint food and a finishers medal for all participants.
A roughly 20 mile sunset-to-sunrise night trail from Goathland Village Hall across the North York Moors with trackers, mapped route and staffed checkpoints.
July 2027
A point to point, just over 40 mile Lyke Wake Challenge in July with handicap starts, seven checkpoints, mandatory kit checks and a minimum donation from each entry to mountain rescue teams.
A circular ultramarathon of about 120 miles and 16,000 ft across the 10 highest hills of the North York Moors, starting and finishing at Goathland Village Hall.
A 36 miles ultra along the Esk Valley Way from Castleton to Whitby with live GPS tracking, five checkpoints and listed mandatory kit requirements.
November 2027
A 24-hour trail loop in farmland near Yarm where runners complete a 6.7 km lap each hour, supporting Everymancan and emphasising endurance and community.