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Trail Running Calendar near Osmotherley 2026-2027

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Explore the top trail runs near Osmotherley for 2026-2027! We've gathered 73 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
A roughly 42 km trail race across Swaledale and Wensleydale with moorland tracks, navigation sections, mandatory kit and a short-course diversion at Dent's Houses.
An evening 10k trail in the enclosed Kiplin Hall estate combining gardens, woodland and lakeside paths, with refreshments, trophies and limited on-site parking.
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.
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.
Two trail races at Danby Lodge on 18 October 2026, offering 10 km and 5 km loops with a 150 runner limit. Entries close 1 October or when full and fees differ for affiliated and unaffiliated runners.
Family-friendly Halloween fun run at Thorpe Farm Centre with adult 5K and children 2K or 5K, costume prizes and proceeds donated to UTASS.
Trail ultramarathon along the Nidderdale Way with 13, 20, 32 and 55 mile options through classic Yorkshire landmarks and supplied trackers for all entrants.
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 race at Aske estate for dogs and owners, with 5 km and 10 km routes, dozens of marked obstacles and an 850 m muddy assault section.
A circular night trail race of about 7ish miles from Sutton Bank Visitor Centre, glow-sticked and marshalled, with mandatory kit and a kit check at registration.
November 2026
Trail marathon, half marathon and 10k from Goathland on 7 November 2026. Courses are unmarked so runners must carry printed maps and mandatory winter safety kit.
A 24 mile LDWA challenge on the Hambleton Hills with 3,500 ft ascent, checkpointed route through Kilburn, Cold Kirby, Boltby and Gormire Lake.
Trail runs at Raby Castle on Remembrance Sunday with 5km and 10km routes through the estate, dog-friendly provisions and a family Wolfpack Run, plus timed results and a goodie bag for participants.
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.
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