Trail Running calendar near Pickering 2025-2026

We have found 325 Trailruns within 80 miles of Pickering. See below where and when you can find the races.

SilverBackTrails Oswiu’s Revenge Half Marathon is a scenic trail around Black Hambleton and Silton Woods near Osmotherley on 17 May 2026. With only 50 places, it promises a small friendly field and spectacular moorland views.

Hit the scenic trails around Derwent Reservoir with 5 km and 10 km options on firm paths, grass and through woodland, plus medals and Wild Deer merch for finishers. Canicross friendly and chip timed, perfect for trail lovers and families.

Run a scenic flat 10K through Golden Acre Park and trails in Cookridge, a single lap route past Paul's Pond and woodland. Places are limited to 360 and proceeds support Cancer Research UK and local community groups.

The Saturn 7 Hour Time Challenge in Durham, part of the Dun Holm Challenge series, is a trail running event held along the scenic River Wear with views of Durham Cathedral. Hosted at the Durham Amateur Rowing Club, the course features a fla..

An epic 200 mile single stage ultramarathon from Hull to Helmsley across the Yorkshire Wolds and Cleveland coast, with dramatic coastal and moorland scenery. Enter solo or relay with a 60 hour finish limit and compulsory motorised support t..

Panopticons Ultra is a point to point trail ultra in East Lancashire on 23 May 2026, covering about 32 miles and visiting four iconic Panopticons art installations. Expect big climbs, rugged Pennine trails and dramatic views for experienced..

Tackle the epic Hardmoors 110, a 110 mile trail run along the Cleveland Way from Filey to Helmsley, across dramatic coastline and heather moorland. A 36 hour time limit makes this a true endurance challenge.

Tough 25 km fell race with 1500 m ascent in the Howgill Fells on 23 May 2026, offering load carrying and runner or walker categories. Finishers get a patch and a pub pint to toast your effort.

Take on Gods Own Backyard Ultra Spring 2026 in Leeds, an hourly loop challenge across towpath, woodland and farmland where runners keep going until one remains. Camping, marshals and a Yorkshire goodie bag add local charm.

Event overview Get the Hull out of Here is a trail running event based at Pelican Park Recreation Ground, Lambwath Road, Hull, HU8 0EE. The next race is scheduled for 24/05/2026. The course follows the TransPennine Trail and the Hornsea Rai..

Join the Yorkshire Weekend Saunter Series at the Fisherman Inn in Bingley for scenic, relaxed runs where you can run, jog or walk at your own pace. Choose 5K 10K or half marathon and enjoy a jumble medal, hot food and a drink at the finish.

A scenic 5.5 mile memorial fun run from Worksop College through Clumber Park, with marshals and a finisher medal. Organised by Worksop Harriers, the event supports Cancer Research and welcomes runners aged 16 and over.

Settle Saunter in the Yorkshire Dales on 31 May 2026 offers 10k, half marathon and 23 mile routes across scenic footpaths and bridleways. Run by the Rotary Club to raise funds for local and global charities, with a cafe on site.

June 2026

Join Race 2 of the Jane Tomlinson Canal Race Series on 2 June 2026 in Methley for a fast 5 km on the flat Aire and Calder towpath. Enjoy a friendly marshaled event with prizes and proceeds supporting the Jane Tomlinson Appeal.

Take on a 24 hour 50 mile traverse from Marsden to Ilkley across South Pennine moors, visiting six poetic Stanza Stones and the historic village of Haworth. Expect rugged climbs, live tracking and hearty checkpoints to keep you moving.

The Samaritans Way Ultra is a trail running event held at Guisborough Rugby Club, featuring two race distances: a 40km marathon and a 60km ultra marathon. The course follows the Official Samaritans Way, a trail created by Teesside Samaritan..

Tackle the North Leeds Skyline for scenic but testing off road trails around Otley, with distances from a 50 km ultra to shorter 16 km and relay options. Expect marked routes, checkpoints and friendly race support.

Join this lively BOFRA championship fell race in Kettlewell, featuring a fast start up to a skyline ridge, a cairn turnaround and a quick scree descent. Short but sharp course welcomes juniors and seniors for a thrilling local challenge.

Race through the parkland and woodland of Wentworth Castle Gardens on scenic 5 km or 10 km courses amid historic landmarks. Chip timing, medals, snacks and a canicross friendly welcome make this a great summer midweek run for all abilities.

On 13 June 2026 tackle the Punk Panther 6 Dales Trail from Otley to Pateley Bridge and back, passing Swinsty, Fewston and Thruscross reservoirs. Choose 13, 20 or 32 miles and enjoy tough, scenic trail running with finisher medal and tee.