Helmsley
Trail Running Calendar near Helmsley 2026-2027
Explore the top trail runs near Helmsley for 2026-2027! We've gathered 74 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
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.
A 40 mile sunset to sunrise trail run from Goathland Village Hall across the North York Moors with checkpoints, two aid stations, GPX route and a tracker.
A night trail of 20 miles from Goathland Village Hall across the North York Moors with trackers, checkpoint aid and a 6.5 hour finish limit; entries limited to 40.
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.
12K obstacle course with 25 obstacles at Bramham Ln Wetherby on 26 June 2027, including a finishers T-shirt and a victory beer.
July 2027
A 24 hour relay at Bramham Park in early July 2027 with Solo, Pairs, and Teams on an 8km trail lap plus camping and an event village.
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.
Looped trail event in Masham with three hour and six hour options, feed stations every three miles, a signed course, bespoke medal and finish treats including a beer and sausage sandwich.
A circular 120-mile ultra across the North York Moors' ten highest hills, with 16,000 ft ascent, checkpoint support, mandatory kit and a 35 hour time limit.
A 36 mile fully waymarked ultramarathon along the Esk Valley Way from Castleton to Whitby with GPS tracking, five checkpoints and required kit for runners.