Trail Running calendar near Pickering 2026-2027

A three race series of 5 km canal towpath runs in Methley, Leeds that raises funds for the Jane Tomlinson Appeal. The final meeting includes a 1.5 mile fun run with a school competition and medals for all.

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.

Kirkstall Rock up n' Run is a pop up summer series event in Leeds offering 5k and 10k races. Entries can be paid online or on the day, and the event includes hot food, a jumble medal and a drink for runners.

A 7 miles fell run on Ilkley Moor with about 1100 ft of ascent, starting at the Barrier car park. Runners must touch the gate by Dick Hudsons Pub and return; route choice is open and a suggested map is provided.

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.

Trail ultra in Sherwood Forest offering 30 mile and 40 mile loops that pass Thoresby Estate, Creswell Crags and Welbeck Estate. The course is fully marked, has aid stations and provides finisher medals.

A 33 miles trail race around Chesterfield following much of the Chesterfield Round Walk, crossing moorland, woodland and restored mining countryside. Checkpoints supply water and some food, and every finisher receives a 10th anniversary mem..

Three circular challenge routes of 26.2, 23 and 18 miles around the Colne Valley near Marsden. Entries are by SIEntries with a 150 person limit and include checkpoints, refreshments and a finish meal.

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.

A trail race day at Sutton Bank on 10 May 2026 offering Marathon, Half Marathon and 10k courses with downloadable maps, mandatory safety kit and published ascent and time limits; entries are capped and the event operates a no-refund policy.

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.

Experience a scenic 5k multi terrain trail race through the paths of the Tame Valley. This two lap course features riverside bridleways and woodland trails for a unique off road running experience near Hyde.