Guisborough
Walking Events Calendar near Guisborough 2026-2027
Monthly updates for Guisborough
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Explore the top walking events near Guisborough for 2026-2027! We've gathered 27 great walks in the area. Check out our detailed list below to find your next local walk.
June 2027
Guided, supported crossing of the North York Moors from Osmotherley to Ravenscar covering just under 39 miles of moorland and coast. Small groups with a maximum of 14 walkers are split by pace, with back up, checkpoints and supplied water, snacks..
Night trail Lamplighter 40 starts and finishes at Goathland Village Hall on a circular route over good tracks, open moorland and forestry. Checkpoints offer food and drinks including an indoor CP with pizza, and entrants get a tracker plus GPX an..
Walkers follow a circular 20 mile night trail from Goathland Village Hall across good tracks, open moorland and forestry, passing trig pillars and checkpoints. There are three checkpoints with snacks and drinks, entrants get a tracker and GPX map..
July 2027
The event is a guided, supported crossing from Osmotherley to Ravenscar across the North York Moors, covering just under 39 miles. Small guided groups (max 14) travel by minibus to the opposite end and receive water, sugar snacks and blister plas..
Guided and supported crossing from Osmotherley to Ravenscar across North Yorks Moors moorland. The route is just under 39 miles, typically 15 to 18 hours, with two guides, minibus transfer, checkpoints, water, snacks and blister plasters.
August 2027
The guided, supported east to west crossing runs just under 39 miles from Ravenscar to Osmotherley across North York Moors moorland. Walkers are backed by guides, with supplied water, snacks and blister plasters.
Guided and supported crossing from Osmotherley to Ravenscar across North Yorks Moors moorland. The route is just under 39 miles and usually takes 15 to 18 hours; groups are small (max 14) with support providing water, sugar snacks and blister pla..