Guisborough
Trail Running Calendar near Guisborough 2026-2027
Explore the top trail runs near Guisborough for 2026-2027! We've gathered 83 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
March 2027
Fell race in the North York Moors on 6 March 2027 covering 14.3 km with 470 m of climb; on the day entry is available and proceeds support Cleveland Mountain Rescue Team.
A 55 mile ultramarathon from Guisborough to Helmsley across the North York Moors, requiring mandatory kit, checkpoint checks and a 16 hour completion limit.
A 16.4 km fell race in the North York Moors with 825 m of ascent, starting near the Lion Inn by Castleton, Whitby.
Orienteering based around 24 mile route in the North York Moors with ordered checkpoints, staffed pit stops and required survival kit, supporting Cleveland Mountain Rescue Team.
A 7 hour Time Challenge in Durham on 21 March 2027 with distances from 3 km to 50 km along the River Wear, themed medals, distance pins and goody bag options.
Multi-terrain 10 km single-lap race around Helmsley with an undulating route, a 430-runner limit, and proceeds supporting local charities.
April 2027
Trail run and walk at Guisborough Rugby Club on 3 April 2027 with 10 km and half marathon options, raising funds for Teesside Samaritans and donating event profits.
An 80 km self sufficient ultra across the North York Moors following Wainwright’s coast to coast route with staffed aid stations and mandatory kit checks.
Trail time challenge in Durham raising funds for Save The Rhino, with distances from 3 km to ultra, medals and pins, aid stations and vegan options.
A BM-category fell race in the North York Moors covering 11.9 km with 290 m of climb, held in Goathland with registration at the village hall and on-day entry available.
Woodland 5K on 7 April 2027 at Trimdon Grange with pie and peas at the finish, licensed by the Trail Running Association.
A coastal trail event on the Cleveland Way between Skinningrove and Saltburn, advertised as 10K but mapped at 7.4 miles with 890 ft of ascent, open to runners and walkers over 15.
A 14.35 mile trail from Redcar to Staithes along coastal paths and cliffs, with about 1591 ft of ascent, two marshalled aid stations and a finishers medal.
A coastal trail marathon from Redcar to Whitby covering 26.57 miles and 3263 ft ascent, with varied terrain, four aid stations and a 10 hour completion limit.
A self-navigated circa 37-mile challenge from Goathland visiting five Triangulation Pillars, open to solo entrants or pairs with a 15 hour time limit.
A 10.71 km FRA fell race with 390 m climb through Kilburn Forest and Sutton Bank, course partially marked and raising funds for Herriot Hospice Homecare.
A Summer Series opener 5 km trail race near Middridge over undulating mixed terrain with scenic views and a pub finish, licensed under UK Athletics rules.
May 2027
A fully tracked 36 mile trail ultra along the Esk Valley Walk from Glaisdale with 4,487 ft of ascent, five marshaled checkpoints and a 14 hour completion limit.
Trail half marathon of about 13.2 miles around Black Hambleton and Silton Woods near Osmotherley, with mapped route, one checkpoint, mandatory kit list and a 4 hour limit.