Guisborough
Trail Running Calendar near Guisborough 2026-2027
Explore the top trail runs near Guisborough for 2026-2027! We've gathered 69 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
A trail Time Challenge in Durham along the River Wear offering flexible distances, Remembrance medals and distance pins, aid stations and goody bags.
A 20 km fell race near Pickering in the North York Moors on 15 November 2026, held from Levisham Village Hall with 500 m of climb. Day entry is available with modest fees and teams are allowed.
Charity 5K at Cowpen Bewley Woodland Park on 22 November 2026, a two lap trail event raising funds for Zoe's Place and NeoAngels.
Trail marathon, half marathon and 10km through Dalby Forest on forest fire roads, with chip timing, canicross friendly rules and subsidised parking.
December 2026
A 20 km fell race on Gisborough Moors in the North York Moors on Sun 6 Dec 2026, with 850 m of climb. Entry is available by pre-entry and on the day; teams are allowed and the race forms part of the North East Fell Running Champs.
A 2.5 km or 5.0 km trail run at Durham Amateur Rowing Club with themed medals, a Santa visit, and a fully signed course along the River Wear.
Trail time challenge along the River Wear in Durham with distances from 3 km to ultra, themed medal, bobble hat and aid stations.
A festive, multi-terrain race of about 7 miles near Loftus on 20 December 2026 with chip timing, a finisher T-shirt, and limited entries.
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 trail around Robin Hoods Bay with 1,700 ft ascent, aid stations at Ravenscar and Hayburn Wyke, an eight hour limit and 150 places.
A 31 mile winter trail race from Robin Hood's Bay to Scarborough along the Cleveland Way and Cinder Track, with 3400 ft ascent and an 11 hour time limit.
A 7 hour trail Time Challenge in Durham along the River Wear offering flexible distances from 3 km to 50 km, themed medals, goody bags and aid stations.
A 5 mile night trail race in Dalby Forest on mostly unused single track paths, with a 16 plus age limit and a £19 entry fee.
A winter 50K trail ultra from Goathland through the North York Moors, joining the Mulgrave Way and passing two waterfalls, four checkpoints and on-course trackers.
February 2027
Trail marathon, half marathon and 10k around Saltburn with downloadable maps, mandatory safety kit and limited entries.
A seven hour Time Challenge along the River Wear in Durham on 14 February 2027, offering distances from 3 km to 50 km with medals, pins and goody bags.
Trail half marathon in the North York Moors starting and finishing at Levisham Village Hall, passing through the Hole of Horcum with checkpoints and a five hour limit.
March 2027
A 53 miles ultramarathon from Guisborough to Helmsley across the North York Moors with 2,300 m ascent, mandatory kit and a 16 hour limit.
Enjoy a flexible seven hour trail run along the River Wear in Durham with distances ranging from 3km to ultra marathon and a themed finisher medal.