Whitby
Trail Running Calendar near Whitby 2026-2027
Explore the top trail runs near Whitby for 2026-2027! We've gathered 46 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
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.
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.
November 2026
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 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.
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 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
Winter trail event on Saturday 9 January 2027 around Robin Hoods Bay covering 17.5 miles with 1700 ft ascent and an eight hour time limit.
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 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 on the North York Moors featuring two waterfalls, castle ruins, ancient woodland and coastal views, with four checkpoints and a tracked, waymarked route.
February 2027
Trail marathon plus half and 10k at Saltburn by the Sea on 7 February 2027 with compulsory kit, downloadable maps and a 330 runner limit.
A trail half marathon in the North York Moors, starting and finishing at Levisham Village Hall, passing through the Hole of Horcum; 50 places and a 5 hour limit.
March 2027
A 53 mile point to point ultramarathon across the North York Moors and Cleveland Hills from Guisborough to Helmsley with mandatory kit and a 16 hour limit.