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.

Experience a 10.5 km trail race through the scenic parkland and woodland trails of Rudding Park in Harrogate. This undulating course features technical paths and a rewarding goody bag for all participants.

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.

Experience an epic 200 mile single stage ultramarathon from Hull to Helmsley. Follow the scenic Wolds Way and Cleveland Way National Trails with a 60 hour time limit and mandatory crew support.

Enjoy a flexible trail run along the River Wear with this 7 hour time challenge. Participants of all abilities can choose their own distance and earn a themed medal and distance pins in a supportive environment.

Enjoy a flexible timed trail run along the River Wear with stunning views of Durham Cathedral. Complete as many laps as you like over seven hours with full support and a themed medal for all finishers.

Experience a classic fell race through the Peak District National Park starting in Castleton. This 9.2 km course takes runners along the scenic Great Ridge with over 400 meters of elevation gain and a descent from Hollins Cross.

Run a 4.167 mile loop every hour in this last person standing event in Leeds. Complete the distance within sixty minutes to stay in the race until only one champion remains.

Experience a 32 mile point to point trail ultra through the South Pennines visiting four unique art installations. This scenic route offers 4700 feet of climbing with transport provided from the finish to the start line.

Follow the 110 mile Cleveland Way National Trail through the North York Moors and the dramatic Yorkshire coastline in this 36 hour ultramarathon from Filey to Helmsley.

Test your endurance on a 25.5 km route in the Howgill Fells featuring 1500m of elevation gain. This former military training route offers weighted or unloaded categories for runners and walkers seeking a significant mountain challenge.

Experience a traditional 11.2 km fell race with 400 metres of ascent over Hutton Roof Crags. This navigation-based event includes junior races and a country fair at the local village hall.

Experience a scenic 10km trail race through ancient woodlands and moorland in the heart of North Yorkshire. Enjoy breathtaking valley views and a well-marshalled route that supports local charities.

Join this free annual event traversing the Yorkshire Three Peaks to support ANDYSMANCLUB. Enjoy a supported route with a complimentary hot breakfast after the first peak and optional camping at Holme Farm.

Test your endurance at MacTuffX Blackburn through a series of timed intervals. Choose between individual or team entries for repeated distances of 400m or 800m in this high intensity fitness event.

Experience a flat and scenic trail run along the Hornsea Rail Trail starting from East Hull. With distances ranging from 5k to a full marathon, runners enjoy a well marshalled course through the Yorkshire countryside.

A team relay event following the Yorkshire Wolds Way from Filey to Hessle. Teams have a 13.5-hour time limit to complete the challenge. Three team categories are available for entry.

Experience a 13 km fell race through the beautiful Yorkshire Dales National Park. Enjoy a well marked route and various junior distances held alongside a traditional village street market with food and entertainment.

Tackle a scenic 4.5 mile fell race with 305 m of climbing around Bamford in the Peak District on Monday 25 May 2026. Part of the lively Bamford sheepdog trial festival, the event pairs fast trails with rural festivities and offers pre entry..

This fell race in Great Harwood covers 8.8 km with 300m of climb, starting at the New Showfield. It is part of the Great Harwood Show, and entry includes admission to the show. The event is for seniors aged 18+ only.