Trail Running calendar near Pickering 2025-2026

Run the Three Towers Ultra across the West Pennine Moors, passing Jubilee, Rivington and Peel towers in a demanding unmarked course. Expect checkpoints, tracking and finisher kit while navigating moorland trails near a military range.

Oktoberfest Running by Grim Up North hits the Leeds and Liverpool Canal at Rodley for chip timed races on a flat towpath, with distances from 5K to Ultra. Finishers get a medal and post race treats in a fun, friendly atmosphere.

Hardmoors 60 is a spectacular 62 mile ultramarathon along the Cleveland Way, hugging dramatic North Sea cliffs from Guisborough to Filey. Expect stunning coastal views, big climbs and a true endurance test with an 18 hour cutoff.

Join the Yorkshire Weekend Saunter in Brighouse on 20 September 2026 for a relaxed run, jog or walk along scenic Yorkshire routes. Choose 5K, 10K or a half marathon and enjoy a jumble medal, hot food and a post race drink.

Join the Raby Castle Trail Runs on 20 September 2026 and explore 200 acres of parkland, woodland and lakes with 5k, 10k and half marathon options. Expect deer sightings, varied trails and a festival finish with medal and snack.

The Bronte Half Marathon on 20 September 2026 is a hilly 13.1 mile trail race through atmospheric Bronte Country between Haworth and Hebden Bridge, limited to 200 runners and organised by Sue Ryder. Enjoy great scenery, finishers get pie an..

Five Trig Points is an autumn fell and trail run from Castleshaw Centre in Delph, about 18 to 19 miles with around 3,000 ft of ascent as you visit five trig points. The unmarked route rewards navigation skills and offers wild moorland views..

Punk Panther Yorkshire Reservoir Dogs on 26 Sep 2026 in Otley offers waterside trails past seven reservoirs and highlights like Almscliffe Crag. Choose 13, 20 or 32 mile ultramarathon routes for a challenging scenic day with limited entries..

Orton Fell Race returns to Orton on 26 September 2026, a scenic but testing 10 km / 6.2 miles with 258 m climb. Solo runners and teams of three welcome; entries open 19 Oct 2025 and junior races run on the day.

Malham Charity Relays on 27 September 2026 is a friendly, all ages relay with mixed teams formed on the day. A punchy 1.1 km loop up Cawden Hill and back to the Lister Arms, entry £3 with all proceeds to charity.

Run the CBTE Charm Bracelet 100 or 50 from Dufton this October across Pennine, Teesdale and coastal trails. With checkpoints, GPS trackers and a warm finisher's welcome, it suits seasoned ultrarunners seeking a big challenge.

Discover the rugged beauty of the Yorkshire Dales with Maverick Race on 3 October 2026 in Richmond. Choose a short 5k or an epic 50k trail and soak up stunning scenery and festival style community vibes.

Event details The East Coast "Chuffer" is an off-road running event based at Peasholm Park, Scarborough (N Bay Promenade, YO12 7TR; What3Words ///unions.awards.lists). The route follows the old railway line known as the Cinder Tra..

The Saturn 7 Hour Time Challenge in Durham is a trail running event held at the Durham Amateur Rowing Club along the scenic River Wear, offering views of the Cathedral. Participants can run laps of approximately 4.37 miles (7 km), with opti..

The Sheffield Tententen is a popular multi-terrain trail running event held annually in Endcliffe Park, Sheffield. Featuring a 10k race and a 2.5k fun run for children aged 4 to 14, it attracts over 1,000 participants each year. The course..

Run a scenic half marathon along Hadrian's Wall from Housesteads Roman Fort to Tyne Green in Hexham, with trail and riverside views. Enjoy chip timing, a medal and event T shirt plus shuttle options to the start.

Choose 70 km or 100 km on a stunning out and back through Goyt Valley, Buxton and the White Peak, with 24 hour cutoff and Ranger Safety support. Limited to 100 entrants, this well supported ultra blends rugged scenery with on course aid.

Join the Yorkshire Weekend Saunter in Knaresborough on 17 October 2026 for scenic trail 10K and half marathon routes. A relaxed event for runners, joggers and walkers with a jumble medal, hot food and a beer or soft drink for finishers.

Run a scenic but demanding 50k in the Yorkshire Dales on 17 Oct 2026 from Grassington. This self guided 50k with 1260 m ascent needs navigation and fell experience and includes GPX, live tracking, aid stations and a finisher meal.

Rip n Run XL returns to Hebden Bridge on 17 to 18 October 2026 with 40 mile and 80 mile loop options through scenic Pennine hills. Enjoy staffed checkpoints, hot food at HQ and indoor shelter on later legs for a proper ultrarunning challeng..