Robin Hood's Bay
Trail Running Calendar near Robin Hood's Bay 2026-2027
Explore the top trail runs near Robin Hood's Bay for 2026-2027! We've gathered 43 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
March 2027
A 53 mile point to point ultramarathon across the North York Moors and Cleveland Hills from Guisborough to Helmsley with mandatory kit and a 16 hour limit.
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.
Trail event named Charm Bracelet 10K follows the Cleveland Way between Skinningrove and Saltburn over a 7.4 mile route with 890 ft of elevation.
A 14.35 mile coastal trail from Redcar to Staithes with 1591 ft of climbing, two marshalled aid stations, a finishers medal, and a five hour completion window.
A coastal trail marathon from Redcar to Whitby following the England Coast Path and Cleveland Way. The 26.57 mile route includes sand, cliffs and 3,263 ft of ascent, with four aid stations, marshaled checkpoints and a GPX route available.
Circa 37 mile navigational challenge around Goathland visiting five triangulation pillars, open to solo entrants or pairs, self supported with three checkpoints and a 15 hour limit.
May 2027
A fully tracked 36 mile trail ultramarathon around the Esk Valley Walk, starting and finishing in Glaisdale. The route has about 4487 ft of ascent, five marshaled checkpoints, a 14 hour cut-off, and options for a finisher medal and t-shirt or tree pl..
A 160 mile single-stage ultramarathon from Scalby to Filey via the Tabular Hills and Cleveland Way, with 6,700 m ascent, mandatory support and a 50 hour cutoff.
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.
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.
An overnight circular trail run of about 40 miles across the North York Moors starting and finishing in Goathland with a lamplighter ceremony at the village hall.
A 20 miles night trail from Goathland Village Hall across the North York Moors, run from sunset to sunrise with checkpoints, trackers and a finisher medal.
Two-day coastal ultra from Scarborough to Whitby and back with distances to 100 km, covered rest stops, GPS tracking, camping and medical support.
July 2027
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.
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 fully tracked 36 mile ultra along the Esk Valley Way from Castleton to Whitby Harbour with checkpoints, train access and no cut off time.
August 2027
Farndale trail races from Hutton Le Hole offer three unmarked routes with mandatory kit, downloadable maps and capped entries; parking and basic campervan facilities are available.