Osmotherley
Trail Running Calendar near Osmotherley 2026-2027
Explore the top trail runs near Osmotherley 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.
October 2026
A Halloween-themed 5 km trail at Trimdon Grange on 29 October 2026 with costume encouragement, age limit 12+, entry fees for affiliated and unattached runners, and post-run soup.
A 7-mile night trail race at Sutton Bank Visitor Centre with 344 m ascent, 150-entry limit, 3-hour cut-off and mandatory kit; route marked with glow sticks.
November 2026
A 24 mile challenge walk in the Hambleton Hills with 3,500 ft ascent, multiple checkpoints and a 10 hour time limit on Saturday 7 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..
A multi-terrain 10 km race through Studley parkland and woods in Ripon on 28 December 2026, with limited entries, prize categories and a local charity collection.
A Christmas Shakeout run by DalesRunner in the Northern Yorkshire Dales on 29th December, presented as a marked trail event within their events programme.
January 2027
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.
Trail runs at Fountains Abbey on 28 February 2027 feature 5 km, 10 km and half marathon routes through the Deer Park and Water Garden with live chip timing.