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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.

August 2026
Part of a four-event 10k series, the Darlington Trail 10k is a fast, flat course in Low Coniscliffe, Darlington, open to all ages and abilities. All entrants receive a medal and goody bag, with prizes for top finishers and a series league.
Trail marathon, half and 10k around Farndale from Hutton Le Hole with compulsory kit, downloadable maps and a 330 runner limit.
A trail half marathon in the North York Moors on 16 August 2026 with an ascent of Roseberry Topping, a five hour cut off and places limited to 50 runners.
Tackle Roseberry Topping on Wed 26 Aug 2026 in this classic short fell race hosted from Newton under Roseberry. Expect a punchy 2.3 km course with big climb and great views, junior entries welcome and on the day entry available.
Tackle the Tripsdale Trot on 29 August 2026 at the Bilsdale Show in Chop Gate. This 5.5 mile fell race through the North York Moors climbs 1437 ft and has a junior fun race alongside. Entry is on the day.
Hardmoors 26.2 Roseberry in Guisborough on 30 August 2026 offers a Trail Marathon, Half Marathon and 10k with significant ascent, mandatory safety kit and downloadable maps for untaped, self navigated courses.
A short fell race near Reeth to Fremington Edge, about 3.2 km with 220 m ascent, featuring junior and senior categories and an Under-9 race added in 2024.
September 2026
A 10 mile trail run on the North York Moors following part of the Lykewake Walk, visiting Lilla Howe and Louven Howe with navigation elements and a three hour time limit.
A 63 miles coastal trail race along the Cleveland Way from Guisborough to Filey, with 18 hours to complete, mandatory kit checks, supplied trackers and manned checkpoints offering water and food at selected points.
Trail running at Raby Castle on 20 September 2026 offering 5 km, 10 km and Half Marathon routes through parkland with possible deer sightings.
Weekend trail event in Knaresborough offering 10K and half marathon routes, UKA licensed, with a finisher medal and food.
Tackle the Fryup Frazzler in the North York Moors, a scenic 5.8 mile fell run from the Cycle Hub cafe with roughly 475 m of climb. Part of the Esk Valley summer fell series, it mixes tough slopes with rewarding views.
Trail runs at Locomotion in Eaglescliffe on 20 September 2026 offering 5 mile and 10 mile courses partly along the original railway with proceeds supporting charity.
A family-friendly, non-timed inflatable obstacle run in York with distances from 2.5k to 15k, music zones, medals and on-course hydration.
PARAS'10 Catterick on 26 September 2026 is a 10 mile multi terrain endurance event at Catterick Garrison. It includes a 10 mile bergen category, a canicross option, and supports the charity SUPPORT OUR PARAS.
A five mile multi terrain race around Knaresborough and the River Nidd on 27 September 2026, with medals, goody bags and fundraising for Yorkshire Air Ambulance.
Chip timed 10k on flat rural multi terrain through Sutton Park and parts of a former airfield, with start and finish on the village playing field in Sutton on the Forest.
October 2026
A 35 mile circular ultra in North Yorkshire that follows the northern Ripon Rowel through trail, woodland and moorland, finishing with a downhill run through Studley Royal deer park.
A 35 miles circular trail run from Studley Roger through Nidderdale AONB, with four staffed checkpoints, a 10 hour time limit, and relay teams of five covering five legs. Finishers receive a medal and a T-shirt.
A roughly 21.7 km trail half marathon around Harkerside and Apedale in Swaledale, featuring moorland trods, mandatory kit and a 200 runner limit.
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