Helmsley
Trail Running Calendar near Helmsley 2026-2027
Explore the top trail runs near Helmsley for 2026-2027! We've gathered 70 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
A 36 mile trail ultra on the Esk Valley Walk around Glaisdale with 4487 ft ascent, five marshaled checkpoints, open tracking and a 14 hour cut off.
A 5k obstacle event at The Knavesmire, York combining grass and trail sections with muddy obstacles; participants must be 13+, minimum fundraising £50.
Trail races from Studley Roger near Ripon following the Ripon Rowel and visiting Fountains Abbey, offered over 13, 20 and 35 miles with checkpoints and tracker support.
Approximately 13.2 mile trail half marathon around Black Hambleton and Silton Woods with marked route support, one checkpoint, mandatory kit and a four hour time limit.
A 160 mile single stage ultramarathon from Scalby to Filey via the Tabular Hills and Cleveland Way with 6700 m ascent and a 50 hour limit; motorised support crews required.
MapRun navigation score event in Guisborough Forest on 22 May 2027, pre entry required with fees from £7, minimum age 14 and FRA permit and insurance in place.
An 80KM point to point ultra across the North Yorkshire moors from Ingleby Arncliffe to Robin Hood's Bay with three staffed checkpoints and a 15 hour cut off.
June 2027
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 sunset to sunrise around Goathland in the North York Moors with checkpoints, trackers, required kit and a finishers medal.
A night trail of about 20 miles from Goathland Village Hall across the North York Moors with trackers, checkpoint refreshments and a 6.5 hour finish limit.
Two-day coastal ultra from Scarborough to Whitby and back with distances to 100 km, covered rest stops, GPS tracking, camping and medical support.
A 12 km obstacle event at Bramham Ln, Wetherby on 27 June 2027 featuring 25 obstacles, a finishers T-shirt and a victory beer.
July 2027
A 24 hour relay at Bramham Park in early July 2027 on an 8 km trail loop, with solo, pair and team entries, on-site camping and an event village.
Looped 6.5 mile trail course near the Beryl Burton Cycleway in Knaresborough with distances from 10k ish to marathon, feed stations and marshalled signage.
A point to point trail challenge of just over 40 miles along the classic Lyke Wake route with handicap starts, seven checkpoints, mandatory kit checks and charitable donations.
A 50K trail from Pickering to Whitby that passes eight railway stations, has 3322 ft of ascent, five checkpoints and a 13 hours completion limit; walkers allowed.
Looped trail event in Masham with 3 hour and 6 hour options on about 3.3 to 3.5 mile laps, featuring feed stations, marshals, a medal, beer and a sausage sandwich.