Helmsley
Trail Running Calendar near Helmsley 2026-2027
Explore the top trail runs near Helmsley for 2026-2027! We've gathered 74 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Trail festival in Knaresborough on a 6.5 mile lap offering 10k, half, 20 mile, marathon and ultra distances with feed stations and a finisher medal.
A 9 km fell race around Sutton Bank Visitor Centre with 250 m climb, unmarked sections requiring navigation and full FRA mandatory kit.
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 race for dogs and owners at Aske estate near Richmond, North Yorkshire, featuring 5 km and 10 km routes with marked dog-friendly obstacles.
A circular night trail race of about 7 miles from Sutton Bank Visitor Centre with mandatory kit and a 3 hour time limit.
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.
Dalby Forest Wild Winter Trail Runs on 29 November 2026 features a Marathon, Half Marathon and 10km through Dalby Forest on the edge of the North York Moors. Chip timing is provided and finishers receive a medal and refreshments.
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 chip timed, multi terrain 7 mile pre Christmas run in Loftus with festive costumes, prizes, a finisher T shirt and a brass band atmosphere.
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 winter trail from Robin Hoods Bay with 1700 ft ascent, three staffed checkpoints and an eight hour time limit.
A winter trail event of about 30 miles on the Cleveland Way and Cinder Track from Robin Hood's Bay toward Scarborough, with roughly 3,400 ft of ascent, staffed checkpoints, mandatory winter safety kit and an 11-hour limit.
A night trail race over a 5 mile singletrack route in Dalby Forest with a 16+ age limit, an entry cap and medals for finishers.