Trail Running calendar near Pickering 2026-2027

We have found 531 Trailruns within 80 miles of Pickering. See below where and when you can find the races.

Holcombe 10 on 16 May 2026 features 10K and 10 mile trail routes from Hare & Hounds through Redisher Woods and up to Peel Tower with sweeping moorland views. Rugged climbs, runnable bridleways and a finisher memento support local youth proj..

A 50k brewery to brewery ultra on 16 May 2026 around Nottinghamshire starting and finishing at Milestone Brewery & Tap in Cromwell. Checkpoints are every 6 to 8 miles, there is a 10 hour cut off and places are limited to 175 runners.

A multi-distance trail event from Skipton with routes on the Dales High Way, River Aire Ultra and Pennine Way, visiting Malham Tarn and Gordale Scar; ultramarathon courses offer trackers and UTMB qualification points.

UTMB Index

A hill race at The Showfield in Sedbergh on 16 May 2026, featuring a steep climb to Winder and a descent back to the showfield. Senior race is about 3.5 km with ~340 m climb; junior races use shorter courses.

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, with marked navigation, one checkpoint and a 3.5 hour time limit. Entry is limited to 50 and all finishers receive a medal and certificate.

5km and 10km trail races at Derwent Reservoir on 17 May 2026, held from the south side of the reservoir. Firm trails with some grass and woodland, canicross friendly, live chip timing, finisher medal and refreshments.

A multi terrain 10 km trail in Cookridge and Golden Acre Park on 17 May 2026, featuring a mid route grass hill, wooded sections and a lakeside circuit. Facilities include water stations, distance markers, toilets and a limited baggage store..

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.

A short, up-and-down fell race from the field beside the Lantern Pike Inn in Little Hayfield covering 1.2 miles with about 656 ft of ascent. Entry on the day only, £3; a shorter junior race follows under FRA rules.

Totley Moor is a 10.5 km fell race in the Peak District with roughly 440 m of climb. The fixed, well marshalled route crosses road, track, footpath and moorland and forms the third race in the Totley AC series.

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.

A 10.5 km single-loop trail race through the parkland and woodland of Rudding Park, Harrogate, supporting Mind in Harrogate. The undulating course has technical sections, a 5 km water station and a 1 hour 45 minute cut off; the race is full..

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.

Calverley Chaos is a fully marked 8 km 5 mile trail race based at The Railway Inn in Calverley, Leeds. The route uses permanent colored footpath markers with extra markers on race day and entry is limited to 150 runners.

Run the Dun Holm Challenge in Durham on scenic trails along the River Wear with stunning cathedral views. Choose distances from a 3 km minimum to ultras or take the multi day Time Challenge, earn themed medals and enjoy lap aid stations.

A 200 mile single stage ultramarathon from Kingston upon Hull to Helmsley, following the Wolds Way and Cleveland Way. Runners have 60 hours, must use motorised support teams, and meet strict checkpoint cut offs.

Join Day 2 of the Dun Holm Challenge, a 7 hour timed run around the River Wear with flat laps and Cathedral views. Choose from a 3 km finisher up to ultras and 50 km, with aid stations, toilets and vegan options.

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 point to point trail ultra of 32 miles around East Lancashire that visits the four Panopticons art installations. The course follows local trails and bridleways and entrants receive a map and GPX file.