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Trail Running Calendar near Fylingdales 2026-2027

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Explore the top trail runs near Fylingdales for 2026-2027! We've gathered 52 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

March 2027
A 16.4 km fell race in the North York Moors with 825 m of ascent, starting near the Lion Inn by Castleton, Whitby.
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.
32 miles from Driffield Showground across the Yorkshire Wolds with checkpoints, camping and parking, to be completed within 12 hour limit.
Coastal trail event on 10 April 2027 from Skinningrove to Saltburn along the Cleveland Way, described as 7.4 miles with 890 ft of ascent, open to ages 15 and over.
A 14.35 miles coastal trail from Redcar to Staithes with beaches, cliffs, 1,591 ft of ascent, two aid stations, a finishers medal and a five hour completion limit.
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 trail challenge from Goathland in the North York Moors, about 37 miles visiting five triangulation pillars, open to solo entrants or pairs with a 15 hour limit.
A 52 km circular trail across the Yorkshire Wolds with four indoor checkpoints, live GPS tracking and a 12 hour cut off, based at Field House Camping & Coffee Barn.
May 2027
A 36 mile trail ultra on the Esk Valley Walk around Glaisdale with 4487 ft ascent, five marshaled checkpoints, open tracking and a 14 hour cut off.
Approximately 13.2 mile trail half marathon around Black Hambleton and Silton Woods with marked route support, one checkpoint, mandatory kit and a four hour time limit.
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 110 mile single-stage trail ultramarathon on the Cleveland Way from Helmsley to Filey in 2027 with 5,000 m ascent, checkpoints, trackers and mandatory safety kit.
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.
Evening trail event at Sledmere House with a 10 km race, a 3.6 km Trail Taster and a children’s 500 m Fun Run.
An overnight trail run from sunset to sunrise around Goathland in the North York Moors with checkpoints, trackers, required kit and a finishers medal.
A night trail of about 20 miles from Goathland Village Hall across the North York Moors with trackers, checkpoint refreshments and a 6.5 hour finish limit.
Trail race day at Chop Gate with three distances, downloadable maps and mandatory kit, set ascent and time limits, limited entry and fees that include parking and a donation.
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 new Hardmoors trail race on 3 July 2027 covering 53 miles along the King Charles Way and Cleveland Way from Fraisthorpe to Whitby with an 18 hour cut off.
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