Osmotherley
Trail Running Calendar near Osmotherley 2026-2027
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.
September 2026
A coastal ultramarathon along the Cleveland Way from Guisborough to Filey covering about 62 miles with checkpoints, mandatory kit and an 18 hour time limit.
Trail runs at Raby Castle in Staindrop offering 5 km, 10 km and half marathon routes across woodland, grass and firm paths with live chip timing.
Trail trail races in Knaresborough on 20 September 2026 offering 10kmish and half marathon distances, UKA licensed, with a jumble medal and hot 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, Eaglescliffe with 10- and 5-mile routes partly on the original Stockton and Darlington Railway, raising funds for Great North Air Ambulance and MND.
An inflatable obstacle run in York on 26 September 2026 with distances from 2.5k to 15k, inflatables, music zones, finisher medals and family and group entry options.
A 10 mile multi terrain event at Catterick Garrison on 26 September 2026, offering a standard run, a 35lb bergen TAB option and a canicross category.
A 5 Miles mixed terrain race around Knaresborough circling the River Nidd, with medals, local prizes and funds raised for Yorkshire Air Ambulance.
Chip timed flat rural 10k through Sutton Park and quiet roads with start and finish on the village playing field in Sutton on the Forest.
October 2026
A 35 miles circular trail ultra from Studley Roger through Nidderdale AONB with staffed checkpoints and a five person relay option.
A 35 mile circular ultramarathon around Ripon with trail, woodland and moorland sections, a five person relay option, checkpoints and a 10 hour time limit.
A roughly 21.7 km trail half marathon around Harkerside and Apedale in Swaledale, featuring moorland trods, mandatory kit and a 200 runner limit.
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 race inside the enclosed Kiplin Hall estate near Richmond, featuring gardens, woodland and lakeside paths, marked route and limited 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 at Sutton Bank with 250 m of climb, navigational sections and mandatory FRA kit as part of the winter fell race series.
Family friendly Halloween fun run at Thorpe Farm Centre with adult 5K and children 2K or 5K, fancy dress prizes and proceeds donated to UTASS.