Trail Running calendar near Pickering 2025-2026

Moors the Merrier 21 is a festive 21 mile circular run around the moors of Hebden Bridge with challenging climbs and stunning winter views. Fully supported and featuring Santa hats and a bran tub tradition, entries are limited and a waiting..

Take on Valhalla Winter Run 2025, a festive six hour timed trail at the University of York with 2.2 mile undulating laps so you can stop after any lap or carry on. Enjoy a bespoke medal, goody bag, cake and mulled wine.

Join the Punk Panther Christmas Cracker in Otley on 13 December for a festive mystery course with 12, 19 and 32 mile options. Checkpoints, trackers and a strict kit list keep the small field safe while final route details are emailed.

Join the 20th Regular Irregular on 13 Dec 2025 for a scenic walk or run around Holmfirth from Brockholes Village Hall. Pick up to three loops of 11.6, 7.2 or 4.2 miles over moorland and town, with snacks and a finish meal.

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..

Run the PECO Cross Country League at scenic Pontefract Park on an undulating two lap course of about 4.5 to 5 miles. Club rivalry and a lively winter race atmosphere make this a must for cross country runners.

Celebrate the season with duathlons and trail runs through atmospheric Sherwood Pines on 14 December 2025. Races range from a family mile to full duathlon, with medals, festive treats and dog friendly 5 km and 10 km options.

Join the Fell Em Doon Festive 5 km in Ashington on 14 December 2025 for a flat two lap trail run on traffic free paths. Every finisher gets a mug and medal and you can enjoy festive stalls and a lively post race atmosphere.

Join Run to the Rising Sun 10k at Rising Sun Country Park on 14 December for a scenic, marshalled trail with one summit and mainly downhill running. Finish with snacks, a memento and wild flower seeds; bring a drink container.

Silent Night is a challenging night fell race to Chapelfell Top across rough pathless ground, run entirely in the dark and demanding strong navigation skills. Strict kit and proven navigation experience are required, making it a true winter..

Beyond the Lune Winter Editions at The Royal Barn in Kirkby Lonsdale offers scenic 5, 10 and 20 km trail runs from a venue with brewery and coffee roastery. Finish with a hot drink and mince pie plus an adult finisher beer.

Take on NAV4 Tour de Helvellyn, a winter mountain ultra of about 38 miles with roughly 2000 m of ascent across unmarked Lakeland terrain. Limited to experienced runners, this low support event demands solid navigation and winter kit.

Join PieAthlon on 20 December for a lively 6 km trail run from The Dusty Miller in Huddersfield with three pie tasting stations and Longwood views. Fancy dress is encouraged; medals for all and prizes for top finishers and best costume.

Beyond the Lune Skyline Winter Ultra: tackle a 65 km trail loop around Kirkby Lonsdale with 2000 m of ascent on 20 December 2025, navigating mainly footpaths and bridleways. Two checkpoints offer hot feeds and the finish serves pizza, crumb..

Celebrate the season with the Chopwell Woods Christmas Trail Races on 21 December 2025, a festive run through scenic woodland near Gateshead. Family and canicross friendly with one controlled dog per runner, finishers get medals, mince pies..

The Stoop is a short festive fell race on Penistone Hill near Haworth, part of the Woodentops series and chip timed for seniors. Tackle about 8 km with climbs, bring full kit if required, and enjoy a Santa hat and Curly Wurly at the finish.

Take on the Chevin Chase on Boxing Day: a challenging, hilly mixed terrain 7 mile circuit around Otley Chevin. Now in its 46th year, this festive race raises funds for local charities.

Wormstones Fell Race takes place in Glossop, with the start and finish at The Beehive on Hague Street (SK13 8NR). The page positions the event as a fell race with a route that leads "to the top," though distance details aren’t listed. The r..

Kick off the new year with the 19th Hangover Hike in Dewsbury, choosing 10, 17 or 21 mile circular routes you can shorten or lengthen at a central checkpoint. Walk or run with friendly support, checkpoints, snacks and a finisher certificate..

Start your New Year with the Clowbridge 5k, a friendly two lap trail around the reservoir with scenic views, marshals and prizes. A great way to support local causes while getting an energising run to kick off 2026.