Fylingdales
Trail Running Calendar near Fylingdales 2026-2027
Explore the top trail runs near Fylingdales for 2026-2027! We've gathered 54 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
A fully tracked 36 mile trail ultramarathon around the Esk Valley Walk, starting and finishing in Glaisdale. The route has about 4487 ft of ascent, five marshaled checkpoints, a 14 hour cut-off, and options for a finisher medal and t-shirt or tree pl..
A circa 13.2 mile trail half marathon around Black Hambleton and Silton Woods near Osmotherley, with varied terrain, one checkpoint, a bespoke medal and a four hour time limit.
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 approximately 110 miles single-stage trail ultramarathon along the Cleveland Way with 5,000 m ascent, a 36 hour limit, trackers and checkpoints on the North York Moors coast.
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.
Coastal and moorland trail event based in Scarborough offering supported 100 km, 50 km and shorter distances with covered rest stops, GPS tracking, camping and medical teams.
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.