Guisborough
Trail Running Calendar near Guisborough 2026-2027
Explore the top trail runs near Guisborough for 2026-2027! We've gathered 71 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A 10 km undulating mixed terrain run in Fadmoor on October 4, 2026, with free parking and tickets from £10 to £20.
A 10 km trail race inside the enclosed Kiplin Hall estate near Richmond, with a marked route through gardens, woodland, grassland and lakeside paths.
A 7 hour Time Challenge on the River Wear in Durham with distances from 3 km to ultra, Scare Bear themed medals and distance pins, signed trail laps and aid tables offering drinks and snacks including vegan options.
Tackle the Viking Chase, a 12 km fell race across the North York Moors on 11 Oct 2026, featuring 572 m of climb and sweeping moorland views. Entry on the day, adults only, with proceeds to Cleveland Mountain Rescue.
A regency-themed trail event at Castle Howard offering 5k and 10k run or walk options with live string quartet, camping, and dog-friendly waves.
A 9 km FRA BS fell race with 250 m climb at Sutton Bank Visitor Centre, the second counter in the Dave Parry / Lets Run Winter Fell Race Series, navigation required.
Tackle Lockton Limping, a scenic fell race across the North York Moors covering 11.2 km with 350 m of climb and sweeping views. Entry is on the day at Lockton Village Hall, perfect for both competitive and social runners.
An obstacle course event for dogs and owners at Aske estate near Richmond, offering 5 km and 10 km routes with marked dog friendly obstacles and an 850 m muddy assault section.
A Halloween themed 5 km trail at Trimdon with costumed characters, participant soup and prizes, for ages 12 and over and licensed under UK Athletics.
Night trail race at Sutton Bank Visitor Centre on 31 October 2026 over 7 miles with a marked route, mandatory kit requirements and a three hour time limit.
November 2026
37th Kilburn Kanter is a 24 mile challenge walk with 3,500 ft of ascent across the Hambleton Hills on 7 November 2026, featuring checkpoints and a 10 hour limit.
A 24 hour trail event near Yarm where runners complete a 6.7 km lap each hour for up to 24 hours, limited to 100 places and raising funds for Everymancan.
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 5 kilometre trail run at Cowpen Bewley Woodland Park raising funds for Zoe's Place and NeoAngels on a two lap undulating course.
Trail marathon, half marathon and 10 km through Dalby Forest near the North York Moors, chip-timed and canicross friendly with parking available.