Fylingdales
Trail Running Calendar near Fylingdales 2026-2027
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.
July 2027
A point to point trail challenge of just over 40 miles along the classic Lyke Wake route with handicap starts, seven checkpoints, mandatory kit checks and charitable donations.
A 50K trail ultra from Pickering to Whitby passing eight railway stations, on mixed terrain alongside a heritage railway, with five marshaled checkpoints and a 13 hour limit.
A circular ~120 mile ultra across the North York Moors that visits the ten highest hills and ancient sites, with indoor checkpoints, mandatory kit requirements and a 35 hour limit.
A 10 km fell race at Ravenscar in the North York Moors with 250 m of climb, on-the-day entry and team scoring, organised by Scarborough AC.
A fully tracked 36 mile ultra following the Esk Valley Way from Castleton to Whitby Harbour, with five checkpoints, live GPS tracking and coach and train return options.
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.
A trail half marathon across the North York Moors with forest tracks, heather moorland and climbs of Roseberry Topping; limited to 50 runners and a 5 hour cut off.
An 11.2 km fell race in Langdale End, Scarborough with 475 m ascent, BM category and UK Athletics permit; entry on the day with modest fees.
Short fell race to Roseberry Topping in the North York Moors, 2.3 km with 217 m climb, entry on the day and junior races included.
Trail Marathon, Half Marathon and 10k at Guisborough Rugby Club on 29 August 2027 with mandatory kit, downloadable maps, limited parking and fixed entry limits.
September 2027
A coastal ultra along the Cleveland Way from Guisborough to Filey with tracker support, mandatory kit checks and two labelled drop bag points.