Whitby
Trail Running Calendar near Whitby 2026-2027
Explore the top trail runs near Whitby for 2026-2027! We've gathered 49 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
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 loop each hour for up to 24 hours while supporting Everymancan; only 100 places available.
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 undulating trail run raising funds for Zoe's Place and NeoAngels.
Trail marathon, half marathon and 10km through Dalby Forest on the edge of the North York Moors, canicross friendly and chip timed.
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
A 17.5 miles circular winter trail from Robin Hood's Bay with 1700 ft ascent, staffed checkpoints offering food and drink, mandatory kit and an 8 hour limit.
A winter coastal trail event around Robin Hood's Bay, roughly 30 miles 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 trail from Goathland that passes two waterfalls, ancient woodland, castle ruins and coastal views across the North York Moors.
February 2027
A trail marathon, half and 10k at Saltburn on 7 February 2027 with downloadable maps, mandatory kit requirements and timed cutoffs for each distance.
A trail half marathon in the North York Moors around the Hole of Horcum, starting and finishing at Levisham Village Hall, limited to 50 participants with a 5 hour limit.
March 2027
Fell race in the North York Moors on 6 March 2027 covering 14.3 km with 470 m of climb; on the day entry is available and proceeds support Cleveland Mountain Rescue Team.
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.
A 16.4 km fell race in the North York Moors with 825 m of ascent, starting near the Lion Inn by Castleton, Whitby.
April 2027
Trail run and walk at Guisborough Rugby Club on 3 April 2027 with 10 km and half marathon options, raising funds for Teesside Samaritans and donating event profits.
An 80 km self-sufficient ultra along Wainwright’s coast to coast route across the North York Moors with staffed aid stations, mandatory kit checks and GPX navigation support.