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.

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.

Stately Trails at Constable Burton Hall offers 5km, 10km and a 5km walk on estate trails through fields, tracks and woodland, with a stream crossing and potential muddy sections.

Rodley Rock up n' Run is a pop up summer event on 14 May 2026 with 5 km and 10 km races behind the Rodley Barge Pub. Entry can be paid online or on the day; runners receive a jumble medal and a soft drink.

A village fell race in mid May around Hayfield featuring a course of about 3 miles and 700 ft ascent that includes the summit of Lantern Pike. Entry is on the day with modest fees for seniors and juniors.

An undulating, chip-timed trail 10K in Skellingthorpe on 15 May 2026 organised by Lincoln District Runners. The race had a 300-runner limit, offered medals and goody bags, and is currently listed as full.

A 50 km trail ultramarathon in Nottinghamshire on 16 May 2026, starting and finishing at Milestone Brewery, with checkpoints every 6 to 8 miles, a 10 hour cut-off, finish-line food and tap room access.

Skipton Skedaddle is a trail event from Skipton with distances from 14 to 52.4 miles, visiting Malham Tarn and Gordale Scar. Ultramarathon entrants receive trackers and checkpoints offer food with vegan and gluten free options.

A fell race from the Showfield in Sedbergh up Winder with a steep ascent and descent. The event includes a senior 3.5 km course with 340 m climb and four junior distances and counts for the BOFRA championship.

A 5 miles fell race near Hayfield on 16 May 2026 with about 1500 ft of ascent. Registration and free parking are at Hayfield Scout Hut and entry is on the day only with member and non member fees.

A 5.2 mile fell race on 16 May 2026 from Craven Arms in Appletreewick to Simons Seat and back, with about 1200 ft of climb. Entry is for over 18s and the £10 fee includes a drink at the finish.

A 50-mile point-to-point ultramarathon from Lakeland Maze Farm Park to Lea Town on 16 May 2026, fully signed with seven mandatory checkpoints, mandatory kit and entry criteria, chip timing, live tracking, and finish refreshments.

A trail event with 10K and 10 Mile options across Holcombe Moor in collaboration with the National Trust. Routes start at Hare & Hounds and pass Peel Tower, Redisher Woods and other moorland features.

A low key trail half marathon of about 13.2 miles around Black Hambleton and Silton Woods near Osmotherley, with a 3.5 hour time limit, limited to 50 entries, mandatory safety kit and one checkpoint plus finish refreshments.

Five and ten kilometre trail runs around Derwent Reservoir on 17 May 2026, with firm trails, some grass and woodland. Live chip timing, Canicross friendly, finishers get a medal and merchandise.

A community multi-terrain 10 km trail run in Cookridge, Leeds on Sunday 17 May 2026. The single lap route passes Paul’s Pond and Golden Acre Park, includes a grass hill and woodland sections, and all participants receive a CC10K t-shirt.

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 out-and-back fell race from the field beside the Lantern Pike pub in Little Hayfield, climbing to the summit and returning. Entry is on the day for a small fee and a separate shorter junior race follows.

Smash Sherwood is a running event at Sherwood Pines Forest Park on 17 May 2026 offering 5k, 10k, 16k and a junior race with on-site parking, toilets and a café; finishers receive a medal and a t shirt.

Lunacy Obstacle Race is a 10K muddy obstacle course in the Lincolnshire countryside on 17 May 2026. The route includes crawling through mire, climbing barriers, carrying weight and dunking in cold water; finishers receive a bespoke medal an..

A fixed 10.5 km moorland race around Totley with 440 m of climb, varied terrain and marshalled checkpoints. Entry is limited to 250 and runners must follow the mapped route and carry required FRA kit.

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