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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 72 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

December 2026
Take on a scenic 8.8 km fell race from Guisborough Rugby Club through the North York Moors, with 376 m of climb to test your legs. Junior races and team categories make it a festive late December outing with on the day entries and post race refreshme..
January 2027
A circular 17.5 mile winter trail from Robin Hoods Bay with 1700 ft ascent, three staffed checkpoints and an eight hour time limit.
A winter trail event of about 30 miles on the Cleveland Way and Cinder Track from Robin Hood's Bay toward Scarborough, with roughly 3,400 ft of ascent, staffed checkpoints, mandatory winter safety kit and an 11-hour limit.
Trail time challenge on a signed riverside trail in Durham offering flexible distances from 3 km to ultra, themed medals, goody bags and on course aid.
A night trail race over a 5 mile singletrack route in Dalby Forest with a 16+ age limit, an entry cap and medals for finishers.
February 2027
A winter trail race at Saltburn offering three mapped distances from 7.5 to 28 miles, mandatory safety kit and time limits for each course. Entries are limited and prizes are awarded across age categories.
Trail time challenge in Durham along the River Wear with distances from 3 km to 50 km, themed medals, aid stations and goody bags.
A trail half marathon in the North York Moors starting and finishing at Levisham Village Hall, featuring the Hole of Horcum, two checkpoints and a bespoke finisher medal.
Trail runs at Fountains Abbey on 28 February 2027 feature 5 km, 10 km and half marathon routes through the Deer Park and Water Garden with live chip timing.
March 2027
A 53 mile ultramarathon from Guisborough to Helmsley across the North York Moors with 2300 m ascent, checkpoint cutoffs and a 16 hour time limit.
April 2027
A trail run and walk at Guisborough Rugby Club on Saturday 3 April 2027 supporting Teesside Samaritans. Options include a 10 km walk or run and a half marathon on the official Samaritans Way, with profits donated to the charity.
A circular trail run near the Yorkshire Cycle Hub of about 10 km with 1100 ft ascent that raises funds for mental health; limited to 100 entries and dogs are welcome.
An 80 km ultra along Wainwright’s coast to coast route across the North York Moors with mandatory kit checks, GPX navigation and staffed aid stations offering food, drink and medical support.
Trail 10 km along the Cleveland Way from Skinningrove to the Charm Bracelet sculpture and back, with 890 ft ascent, a marshaled checkpoint in Saltburn, and entries for ages over 15.
A coastal trail half marathon from Redcar to Staithes covering 14.35 miles with varied terrain, 1591 ft of ascent and a five hour limit. Two aid stations, a finishers medal and category trophies are provided.
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.
A self navigated 37 mile challenge from Goathland visiting five Triangulation Pillars, open to solo entrants or pairs with checkpoint support and a supplied GPX.
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..
Hardmoors White Horse at Sutton Bank on 9 May 2027 offers three trail distances with published ascent and time limits. Competitors must carry mandatory kit, navigate with supplied maps and GPX files, and use their own cup at checkpoints.
A circa 13.2 mile trail half marathon around Black Hambleton and Silton Woods near Osmotherley with marked navigation, one checkpoint, a four hour limit and a 50 runner cap.
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