Fylingdales
Trail Running Calendar near Fylingdales 2026-2027
Explore the top trail runs near Fylingdales for 2026-2027! We've gathered 54 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Dalby Forest Wild Winter Trail Runs on 29 November 2026 features a Marathon, Half Marathon and 10km through Dalby Forest on the edge of the North York Moors. Chip timing is provided and finishers receive a medal and refreshments.
December 2026
A 20 km fell race on Gisborough Moors in the North York Moors on Sun 6 Dec 2026, with 850 m of climb. Entry is available by pre-entry and on the day; teams are allowed and the race forms part of the North East Fell Running Champs.
A chip timed, multi terrain 7 mile pre Christmas run in Loftus with festive costumes, prizes, a finisher T shirt and a brass band atmosphere.
Take on a scenic 8.8 km fell race from Guisborough Rugby Club through the North York Moors, with 376 m of climb to test your legs. Junior races and team categories make it a festive late December outing with on the day entries and post race refreshme..
January 2027
A circular 17.5 mile winter trail from Robin Hoods Bay with 1700 ft ascent, three staffed checkpoints and an eight hour time limit.
A winter trail event of about 30 miles on the Cleveland Way and Cinder Track from Robin Hood's Bay toward Scarborough, with roughly 3,400 ft of ascent, staffed checkpoints, mandatory winter safety kit and an 11-hour limit.
A 5 mile night trail run through single-track forest at Dalby Forest with headtorch required, limited to 650 entries and medals for finishers.
February 2027
A winter trail race at Saltburn offering three mapped distances from 7.5 to 28 miles, mandatory safety kit and time limits for each course. Entries are limited and prizes are awarded across age categories.
Experience a friendly trail half marathon through the scenic Yorkshire Wolds. Enjoy a well marked circular route with a generous five hour cut off and a unique wildflower seed medal at the finish.
A trail half marathon from Levisham Village Hall through the North York Moors, including the Hole of Horcum, with marshalled route, checkpoints and a five hour limit.
March 2027
A 53 mile ultramarathon from Guisborough to Helmsley across the North York Moors with 2300 m ascent, checkpoint cutoffs and a 16 hour time limit.
April 2027
A trail run and walk at Guisborough Rugby Club on Saturday 3 April 2027 supporting Teesside Samaritans. Options include a 10 km walk or run and a half marathon on the official Samaritans Way, with profits donated to the charity.
A circular trail race of about 10 km at the Yorkshire Cycle Hub raising funds for mental health, limited to 100 entries with a 16 plus age limit.
A 32 miles route across the Yorkshire Wolds from Driffield Showground with a 12 hours completion limit, checkpoints, basic camping and a finish badge, certificate and meal.
Trail 10 km along the Cleveland Way from Skinningrove to the Charm Bracelet sculpture and back, with 890 ft ascent, a marshaled checkpoint in Saltburn, and entries for ages over 15.
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.
A circular trail ultra through the Yorkshire Wolds starting and finishing at Field House Camping & Coffee Barn, with live GPS tracking and four indoor checkpoints.