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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 71 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

June 2027
A Hardmoors trail event at Chop Gate offering three distances with mandatory kit, downloadable maps and fixed time limits, limited to 350 runners.
July 2027
Trail running in Teesdale on 4 July 2027 with marked 3.5, 9 and 15 mile routes, marshals, aid stations, finish mementos and post run yoga.
Trail running at Duncombe Park on 9 July 2027 with a 6 km night run plus Saturday options of 10 km, 25 km and 35 km.
A point to point trail challenge of just over 40 miles along the classic Lyke Wake route with handicap starts, seven checkpoints, mandatory kit checks and charitable donations.
A 50K trail from Pickering to Whitby that passes eight railway stations, has 3322 ft of ascent, five checkpoints and a 13 hours completion limit; walkers allowed.
Looped trail event in Masham with 3 hour and 6 hour options on about 3.3 to 3.5 mile laps, featuring feed stations, marshals, a medal, beer and a sausage sandwich.
A circular 120 miles ultramarathon across the North York Moors visiting the ten highest hills via ancient tracks and long distance paths with a 35 hour time limit.
A 36-mile tracked ultra along the Esk Valley Way from Castleton to Whitby Harbour, with five checkpoints, mandatory safety kit, and train and parking options along the route.
August 2027
Trail races from Hutton Le Hole with 29, 16.5 and 8.3 mile routes, mandatory kit, downloadable maps and a 330 runner limit.
A trail half marathon in the North York Moors with an ascent of Roseberry Topping, 5 hour cut off, limited to 50 runners and a bespoke finisher medal.
Trail races at Guisborough on 29 August 2027 offering three distances with published ascent figures, mandatory kit and self-navigation using downloadable maps.
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