Whitby
Trail Running Calendar near Whitby 2026-2027
Explore the top trail runs near Whitby for 2026-2027! We've gathered 63 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
March 2027
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.
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.
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.
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 ultramarathon in Dalby Forest offering 30 km and 50 km routes with marked trails, feed stations, mandatory kit and camping at Adderstone Field.
A 15 km fell race in Fryup Gill with 605 m of ascent, UK Athletics permit, entry on the day and team scoring as part of the Esk Valley Summer Series.
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.
An 11 km fell race in the North York Moors on 19 May 2027 with 375 m of climb, Clay Bank venue, day entry only and team scoring available.
Race 2 of the Summer Series, a coastal 5 km on Saltburn promenade with cliff and pier views, finishing at the Alexandra Vaults with facilities and chip timing.
A 160 mile single stage ultramarathon from Scalby to Filey via the Tabular Hills and Cleveland Way with 6700 m ascent and a 50 hour limit; motorised support crews required.
MapRun navigation score event in Guisborough Forest on 22 May 2027, pre entry required with fees from £7, minimum age 14 and FRA permit and insurance in place.
A single-stage trail ultramarathon on the Cleveland Way covering about 110 miles and 5,000 m ascent from Helmsley to Filey for the 2027 edition, 36 hour limit.
Two trail races in the Cleveland Hills on 29 May 2027: an 80 km route to Robin Hood's Bay and a 32 km route finishing at the Lion Inn.
June 2027
Trail event at Guisborough Rugby Club offering 40 km and 60 km options, solo or relay, raising funds for Teesside Samaritans with checkpoints and medical cover.