Trail Running calendar near Pickering 2026-2027

We have found 556 Trailruns within 80 miles of Pickering. See below where and when you can find the races.

Test your strategy at this unique 10km trail race in Chopwell Woods where you choose your own start time. Face the clock in a race where the person who starts the latest and finishes before the cutoff wins.

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.

Experience a lapped trail run or walk through the exclusive parkland and gardens of Constable Burton Hall with distances for different ages and a post race hot dog included.

Join this informal summer trail run along the Leeds and Liverpool Canal in Rodley. Runners of all levels can enjoy a 5k or 10k route followed by hot food and drinks at the local pub.

Part of a traditional village festival, this 3 mile fell race takes runners to the summit of Lantern Pike with 700 feet of climbing. Entry is available on the day for seniors and juniors aged 12 and over.

Experience an undulating trail race through the Lincolnshire landscape at the Skelly Trail 10K. Enjoy chip timed results and a unique goody bag featuring local beer and chocolate after crossing the finish line.

Experience the scenic trails of Holcombe Moor with a 10K or 10 Mile race featuring steep climbs and moorland vistas. This community event supports local youth services while showcasing National Trust conservation landscapes.

This scenic 50k ultra marathon in Nottinghamshire takes runners through charming villages and rural footpaths. Enjoy a brewery to brewery route featuring regular checkpoints and a commemorative pint glass for all finishers.

Explore the Yorkshire Dales from the market town of Skipton with four course options ranging from a half marathon to a 50 mile ultra featuring the Pennine Way and Malham Tarn.

UTMB Index

The classic Sedbergh Fell Race ascends Winder, offering a short but steep 3.5 km course with 340 meters of climb. It is a BOFRA championship event with dedicated junior races. The race starts from The Showfield in Sedbergh.

Experience a 5 mile fell race with 1,850 feet of ascent in the Hayfield area. This short distance event is part of the Three Days in May series and requires pre-registration for all runners aged 18 and over.

The Charlesworth Chase is a 5.2-mile fell race starting from the Craven Arms in Appletreewick. The out-and-back course ascends 1200 ft to the Simons Seat trig point. Entry includes a drink to be enjoyed at the finish line.

Experience a 50 mile journey along the historic Lancaster Canal from Kendal to Preston. Run the full distance solo or join a four person relay team to explore picturesque towns and coastal views.

Experience a 13.2 mile trail run through Black Hambleton and Silton Woods featuring ancient trods and forest tracks. This small event offers sweeping views of the North York Moors and welcomes runners with canine partners.

Experience scenic trail running at Derwent Reservoir with 5km and 10km courses featuring firm paths and woodland trails. This canicross friendly event on the Durham border includes chip timing and finisher medals for all participants.

This multi terrain 10k run takes participants through Golden Acre Park and Pauls Pond in Leeds. Runners follow a scenic course featuring trail paths and a single grass hill while receiving a commemorative event 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.

Experience a focused fell running challenge in Little Hayfield with a steep 1.2 mile climb up and down Lantern Pike plus a separate distance for junior runners.

Experience a 10.5 km fell race at Totley Moor featuring 440 meters of elevation gain. This established event in Sheffield is part of the Totley AC Race Series and offers a limited number of 250 places for participants.

A Category AS fell race covering 3.5 miles and 1247 feet of ascent near Clitheroe. Enjoy a steep rocky climb up the Big Dipper followed by a social pasta supper at the local pub.