Trail Running calendar near Pickering 2025-2026

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.

Start the new year on trails with the Wolf Moon Trail Half Marathon near Sutton Scarsdale, Chesterfield on 3 January 2026. Scenic woodland routes, a campfire finish with cake and hot drinks, and a finisher's Wolf Moon medal await.

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.

Enjoy the Farm Loop Wolds Edition, a six hour looped trail near South Elkington with rugged 5.45 km laps through mud, roots and puddles. Run as many laps as you like and earn a finisher medal and goody bag.

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.

Run the Bowland Trail Half on 10 January 2026 from Slaidburn, a rugged 13 mile mixed surface route with memorable moorland scenery. Unmarked but supported with GPX and mandatory kit, finish with a meal while supporting local foodbanks.

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.

Bowland Ultra 2026 is a 42 mile ultramarathon from Slaidburn across the rugged Bowland fells. Prepare for winter terrain, on course aid and GPS tracking, and a warm finish while supporting local foodbanks.

Take on the Round Sheffield Run: Winter, a multi stage trail enduro in Endcliffe Park with 11 timed stages and a mix of runnable trails and walking links. Enter solo or as a pair and enjoy post race food, Thornbridge beer and a finisher med..

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..

Tackle the Montane Winter Spine, a nonstop 268 mile trail along the Pennine Way from Edale to Kirk Yetholm through wild winter moorland and mountain terrain. Expect long days, big climbs and checkpoints with hot food and shelter.

Take on the Trigger Fell Race, a 24 mile route over Black Hill, Bleaklow and Kinder with 1650 m climb, requiring navigation and self sufficient kit. Starts in Marsden, finishes in Edale and benefits Woodhead Mountain Rescue.

Join a guided recce of the Hardmoors 55 route from Osmotherley to Helmsley, about 25 miles across classic North Yorkshire moorland. Small supported groups, checkpoints and hot drinks on arrival make this a great winter training day.

Punk Panther Green Gateways offers scenic off road trails around Leeds, starting and finishing in Otley, with distances from 14 miles to a 34.1 mile ultra. Limited to 200 runners, the event features checkpoint support, vegan options and ITR..

Tackle the Hebden, a challenging winter trail around Mytholmroyd in the South Pennines with 15 or 22 mile routes and over 4,000 feet of ascent on the long course. Run by Halifax Sea Scouts, it includes en route refreshments and a finish mea..

Kick off the year at Sherwood Pines with the Sherwood New Year 10k, 5k and Junior Run through the scenic, multi terrain trails of Sherwood Forest on 18 January 2026. Entries include a bespoke medal, free photos and prizes for top finishers.