Trail Running calendar near Pickering 2026-2027
We have found 537 Trailruns within 80 miles of Pickering. See below where and when you can find the races.
We have found 537 Trailruns within 80 miles of Pickering. See below where and when you can find the races.
Take on the Cautley Horseshoe fell race near Sedbergh on 6 May 2026, a short but brutal 7.5 km with 805 m of ascent and spectacular upland views. Entry on the day is £5 and the Cross Keys Inn will be open for post race food and drink.
A Wharfedale Harriers moorland race on Thursday 7 May 2026 covering about 7 miles and 1100 ft of ascent. Runners start at Barrier Car Park, touch the gate by Dick Hudsons Pub on the moor and return while choosing their own route.
Pinhaw is an 8 km fell race on 8 May 2026 near Earby in the South/West Pennines, climbing about 213 m. Entry is available both in advance and on the day with modest fees.
A trail race of 33 miles following much of the Chesterfield Round Walk across moorland, woodland, reservoirs and farmland. The course is largely unmarked and comes with GPX route notes, staffed checkpoints and medical cover.
A self-navigated trail event around Delph, Saddleworth covering about 19 miles with 3000 ft of ascent. The unmarked course visits five trig points, has three manned checkpoints, and requires full kit and a minimum age of 18.
A trail event around Delph, Saddleworth visiting trig points over roughly 18–19 miles with 3000 ft of ascent. The unmarked course requires self-navigation, mandatory full kit, manned checkpoints and post-race hot drinks.
Take on The Tour of Bradwell The Other Half, a challenging fell race in the Peak District starting and finishing at Bradwell Sports Club. Expect a long high ground route with big climbs and a lively mass start atmosphere.
A 14 mile AL-category fell race from Downham across seven of Pendle’s cloughs, with 4100 ft of ascent, mandatory FRA kit checks and checkpoint cut-offs on rough, trackless moorland.
Join the Cressbrook Crawl in the Peak District on Sat 9 May 2026. A scenic but testing 10.5 km trail with 400 m of climb starting and finishing at The Cressbrook Club. Pre entry is required.
A senior fell race on 9 May 2026 at Lupton Fields, Sedbergh School, run under Fell Runners Association rules with a fully flagged route and marshals. Entry is for adults aged 18 and over and the entry fee is £2.
Fell races at Lupton Fields, Sedbergh on 9 May 2026, including the first event in the 2026 Junior FRA Championships and U18 England trial; category specific kit is required and parking proceeds support Kirkby Stephen Mountain Rescue Team.
A fell running event in the North York Moors on 10 May 2026 covering 18.2 km with 950 m of ascent. Entry is on the day for cash only and teams of three are allowed.
A 10 km trail race in Chopwell Woods with an unconventional staggered start where runners choose when to begin and the clock runs continuously. Entrants must be 16 or older and entries are handled through SiEntries.
Trunce 3 at Oxspring Playing Field on Mon 11 May 2026 offers a scenic but hilly 6.2 km senior race with 190 m of climb in the Peak District. Entry on the day is £3 with a 3 km over 10 junior race included, part of an eight race series.
Run the Jack Bloor Race in Ilkley on 12 May 2026, a scenic 8.4 km challenge with 350 m of climbing through the York Dales. Entry on the day, teams welcome, small fee and all proceeds support the Jack Bloor Memorial Fund.