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.
September 2026
Tackle the Fryup Frazzler in the North York Moors, a scenic 5.8 mile fell run from the Cycle Hub cafe with roughly 475 m of climb. Part of the Esk Valley summer fell series, it mixes tough slopes with rewarding views.
A 7 hour Time Challenge at Herrington Country Park on 20 September 2026 with flexible distances, themed medals and a rubber duck for finishers.
Trail runs at Locomotion, Eaglescliffe with 10- and 5-mile routes partly on the original Stockton and Darlington Railway, raising funds for Great North Air Ambulance and MND.
A 10 mile multi terrain event at Catterick Garrison on 26 September 2026, offering a standard run, a 35lb bergen TAB option and a canicross category.
October 2026
A 10 km undulating mixed terrain race at Fadmoor village Hall on 4 October 2026, in its 11th year, 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.
Regency themed 5km trail at Castle Howard on 11 October 2026 for runners and their dogs, featuring a live string quartet, a mass regency dance, camping and timed results.
A 9 km fell race at Sutton Bank with 250 m of climb, navigational sections and mandatory FRA kit as part of the winter fell race series.
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.
Obstacle course event for dogs and owners at Aske estate near Richmond, North Yorkshire, offering 5 km and 10 km courses with dozens of marked obstacles.
A themed Halloween 5 km trail at Trimdon Grange on 29 October 2026 with costumes, limited parking, postrun soup and prizes for top finishers.
Night trail race at Sutton Bank Visitor Centre covering 7 miles with 344 m ascent, a 150 runner limit and a three hour time limit.
November 2026
A 24 mile challenge walk with 3,500 ft of ascent in the Hambleton Hills, starting and finishing at Kilburn Village Institute and organised by LDWA North Yorkshire.
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.