Trail Running calendar near Helmsley 2026-2027
We have found 635 Trailruns within 80 miles of Helmsley. See below where and when you can find the races.
We have found 635 Trailruns within 80 miles of Helmsley. See below where and when you can find the races.
Tackle the Mark Boulton Memorial Mount Famine fell race in the Peak District on Sat 16 May 2026. This testing 8 km course climbs 564 m and rewards strength, skill and grit on rough moorland.
A trail half marathon of about 13.2 miles around Black Hambleton and Silton Woods near Osmotherley, featuring varied terrain, navigation aids, a 3.5 hour limit and a 50 runner field with mandatory safety kit.
Enjoy a scenic 10km trail around Paul’s Pond and Golden Acre Park in Cookridge, Leeds, with varied underfoot surfaces and a midrace hill to keep it interesting. Friendly local event with limited entries and finish at the scout hut.
Join the Calderdale Way Relay on Sun 17 May 2026 for a scenic but savage 80.5 km team challenge across the South West Pennines with 3660 m of climb. Teams of 12, pre entry only, runners run in pairs and strict kit rules apply.
Challenge yourself on the Lantern Pike Dash on Sun 17 May 2026 in Little Hayfield, Peak District. This short, steep 2 km climb finishes by the Lantern Pike Inn and welcomes entries on the day for just £3.
Tackle the Totley Moor fell race on 19 May in the Peak District: a scenic 10.5 km route with 440 m of climb across woodland, fields and open moorland. Expect classic fell terrain, friendly club vibes and post race facilities.
Tackle the classic Mearley Clough Fell Race near Clitheroe, a short but sharp 5.6 km climb across scenic South Pennine fell. Entry on the day and a warming pasta supper make this a friendly, bite sized challenge.
Enjoy a scenic one lap 10 km through Quarry Bank Mill, the village and Styal woods on 19 May 2026, with mixed trail, grass and tarmac and an undulating, picturesque course. Chip timing, a bespoke finisher medal and a charity donation from e..
Tackle a classic Pennine fell on Wed 20 May 2026 in Kildwick, starting at the White Lion. This punchy 6 km course with 245 m climb delivers steep ups, junior races and a friendly crowd; pre entry is available and parking is limited.
A 6 mile out and back trail race at Rivington Tea Room in Rivington on 20 May 2026, organised by Horwich RMI Harriers. Tickets are listed at £11.60 with an admin fee and an extra charge for entries on the day.
A 200 mile single stage ultramarathon on 22 May 2026 running from Kingston upon Hull along the Wolds Way and the Cleveland Way to Helmsley. Competitors must use motorised support teams and complete the route within 60 hours.
Join the Castleton Great Ridge Race on 22 May 2026 in the Peak District for a scenic but challenging 9.2 km route with 427 m of climb over dramatic ridgelines. Open to adults 18 and over with online and on the day entry available.
A 32-mile point-to-point trail ultramarathon in East Lancashire that links four Panopticons art installations across South Pennines trails, with map and GPX support, notable climb, and specific kit and navigation requirements.
A 110 mile single stage trail ultramarathon along the Cleveland Way from Filey to Helmsley with a 36 hour time limit, passing coastal towns and the North York Moors. Entries open July 2025 and are managed via SiEntries.