Trail Running calendar near Whitby 2025-2026

Join the Christmas Carol Bobble Hat Run, a 7 hour timed trail along the River Wear with cathedral views and a flat, well signed course. Pick distances from short laps to marathon and ultra and finish with a themed medal, bobble hat and good..

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.

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..

Calverley Chaos is a festive, muddy 7.5 mile trail run along the Calverley Millennium Way with roughly 200 m of ascent. Starting and finishing at The Railway Inn and capped at 100 entrants, it offers a friendly local challenge for trail lov..

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.

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.

Join festive trail runs through Chopwell Woods on 21 December with 1 mile family, 4 mile and 8 mile options welcoming all ages. Canicross friendly, with medals and mince pies for finishers for a merry post run celebration.

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.

Start the year with the 19th Hangover Hike, a friendly social walk and run from The Leggers Inn in Dewsbury on 1 January 2026. Circular 10, 17 or 21 mile routes share a main refreshment checkpoint and welcome walkers, runners and dogs.

Test your winter trail legs on the Hardmoors 30, a scenic 30 mile coastal route from Robin Hood's Bay with about 3,400 ft of ascent and an 11 hour limit. Limited to 200 runners, it mixes rugged coastal paths and staffed aid stations.

Join the Hardmoors 15 on 3 January 2026 for a scenic 17.5 mile circular trail from Robin Hood's Bay along the Cinder Track and Cleveland Way. Limited to 150 runners, this winter coastal challenge rewards finishers with a medal and tech tee.

Kick off the year with the Deepdale Dash, a lively 5 mile trail run around Barnard Castle supporting St Teresa's Hospice. Tackle muddy tracks, woodland trails and a stream crossing while enjoying on route aid, photos and a keepsake.

Take on a 12 kilometre multi terrain trail around Whitley Bay, starting on the beach and finishing on the running track with stunning coastal and clifftop views. Limited places make this scenic January run one to book early.

Join Race 3 of the PECO Cross Country League on 4 January 2026 at West Park and Beckett Park, Leeds. Tackle a lively single lap of roughly 4.5 to 5 miles over undulating terrain and soak up the club competition atmosphere.

Run across the stunning 1,000 acre Harewood House estate on 10 January 2026 with 5km, 10km and half marathon options. Canicross friendly with medals, snacks and lively chip timing for a memorable winter trail experience.

Scarborough Rock offers scenic 26 and 16 mile coastal and moorland routes from Scalby Parish Hall, passing Oliver's Mount. Popular LDWA event with checkpoints, food and a finishers meal; currently full with a waiting list.

Tackle winter trails through 4,900 acres of Hamsterley Forest with half marathon and 10k options on Saturday 10 January 2026. Expect undulating woodland paths, stunning valley views and marshaled aid stations to keep you going.

Its Grim Up North Running presents the Skipton Sweetie Skedaddle in Skipton, starting near Aireville Park and finishing in town. The flat, towpath course runs along the Leeds and Liverpool Canal and offers distances from 5k to Ultra. Depend..