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Trail Running Calendar near Great Ayton 2026-2027

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Explore the top trail runs near Great Ayton for 2026-2027! We've gathered 68 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

April 2027
An 80 km ultra along Wainwright’s coast to coast from Ingleby Cross to Robin Hood’s Bay with mandatory kit checks, staffed aid stations and GPX route files.
A 5 km trail run in Trimdon Grange on 7 April 2027 with a postrun pie choice, minimum age 12 and prizes for the first three men and women.
Trail event named Charm Bracelet 10K follows the Cleveland Way between Skinningrove and Saltburn over a 7.4 mile route with 890 ft of elevation.
A 14.35 mile coastal trail from Redcar to Staithes with 1591 ft of climbing, two marshalled aid stations, a finishers medal, and a five hour completion window.
A coastal trail marathon from Redcar to Whitby following the England Coast Path and Cleveland Way. The 26.57 mile route includes sand, cliffs and 3,263 ft of ascent, with four aid stations, marshaled checkpoints and a GPX route available.
Circa 37 mile navigational challenge around Goathland visiting five triangulation pillars, open to solo entrants or pairs, self supported with three checkpoints and a 15 hour limit.
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..
Trail races of 29, 16.5 and 7 with listed ascent and time limits, based at Sutton Bank Visitor Centre in North Yorkshire; entries limited to 250.
A circa 13.2 mile trail half marathon around Black Hambleton and Silton Woods with varied terrain, a 4 hour limit, limited entries and mandatory safety kit.
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.
Seven hour trail time challenge on the River Wear in Durham offering flexible distances from 3 km up to 50 km with medals, pins and aid stations.
Point to point 80 km 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 circular trail run of about 40 miles across the North York Moors starting and finishing in Goathland with a lamplighter ceremony at the village hall.
A 20 miles night trail from Goathland Village Hall across the North York Moors, run from sunset to sunrise with checkpoints, trackers and a finisher medal.
A Hardmoors trail event at Chop Gate offering three distances with mandatory kit, downloadable maps and fixed time limits, limited to 350 runners.
July 2027
Trail running at Duncombe Park on 9 July 2027 with race options from 5 km to 22 km and a full entry that includes camping.
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.
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