Trail Running calendar near Pickering 2025-2026

Montane Winter Spine is a non stop 268 mile winter ultra along the Pennine Way from Edale to Kirk Yetholm with a 168 hour cutoff. Limited to 150 runners, it demands serious fitness and winter mountain experience.

Run the Skipton Sweetie Skedaddle on 11 January 2026 in North Yorkshire along flat canal towpaths, with distances from 5K to ultra so every runner can join. Finishers get a bespoke medal and sweet post race treats.

Tackle a classic Peak District fell race on 11 January 2026, crossing Black Hill, Bleaklow and Kinder with seven checkpoints and two trig points. Organised by Woodhead Mountain Rescue this 1650 m climb requires self sufficiency and full FRA..

A classic winter fell race in Commondale, North York Moors, featuring 8.3 km and 220 m of climb starting from the village hall. Entry on the day and a friendly winter series vibe make it ideal for adventurous runners.

Join the Ashington 10K Trail Run on Sunday 11 January 2026 for a scenic 10 km through Ashington Community Woods and QEII Country Park. Enjoy flat woodland trails, lakeside paths and a canicross friendly vibe with medals at the finish.

Take on The Lamb's Longer Leg in Hayfield, Peak District on Sunday 11 Jan 2026, a scenic but testing 5 km course with 305 m of climb. Entry is by pre entry only and parking is limited; teams are welcome.

Punk Panther Green Gateways is a scenic trail race around Leeds and Meanwood Valley on 17 Jan 2026 with 14, 20 and 34 mile routes. Courses are off road through green spaces with checkpoints, trackers, UTMB qualifier and a finisher medal.

Guided recce of about 25 miles of the Hardmoors 55 from Osmotherley to Helmsley on 17 January 2026, with big climbs and moorland views. This supported non race is led by experienced run leaders with sweepers, checkpoints and refreshments.

Tackle Hebden 2026, a winter long distance walk and run from Mytholmroyd offering 22 mile or 15 mile routes across steep Pennine terrain, not suited to beginners. Entries limited to 500 include refreshments en route and a finish meal.

Green Gateways is a trail run around Leeds on the Greenway and Meanwood Valley Trail, threading near city parks and green spaces. Pick 14, 20 or 34 mile routes with checkpoints and trackers for a rewarding urban trail adventure.

Join the Rise From The Ashes Run, a 7 hour timed trail along the River Wear with stunning Cathedral views, offering distances from a short 3 km up to marathon and ultra options. Finishers get a themed medal and goody bag with vegan choices.

Start 2026 with the Sherwood New Year 10k, 5k & Junior Run on 18 January at Sherwood Pines, tackling scenic, undulating forest trails. Enjoy bespoke medals, free photos, parking and a welcoming atmosphere for all.

Stanbury Splash is a lively 12 km fell race across Penistone Hill and Stanbury Moor with about 400 m of climb, stream crossings and muddy trails. Part of the Woodentops series, it offers chip timing and classic Yorkshire moorland views.

Join the Rise From The Ashes Run in Durham for a scenic trail Time Challenge along the River Wear with cathedral views; walkers welcome. Pick laps in a 7 hour window from 3km to 50km, with aid stations, vegan options and themed medals.

Pick 10 km or 16 kilometres along the scenic Leeds Liverpool Canal and River Aire on mixed towpath and trail. Marshalled and marked, the cupless winter race has refill stations and extras so bring your own bottle and warm waterproofs.

Light up Dalby Forest under the stars in this 5 mile head torch race across quiet single tracks and hidden woodland trails. An atmospheric winter night challenge perfect for trail runners seeking fun and fresh adventure.

Tackle The Half & Half 10K on 25 January 2026: rugged muddy trails for the first half then a fast tarmac return to the finish in Sowerby Bridge. Limited to 100 runners, this compact event suits adventurous runners after a friendly race day.

Tigger Tor is a classic winter fell race from Fox House on 25 January 2026, taking runners across Houndkirk, Burbage and Hathersage Moors in a 14.2 km course with 490 m of climb. Navigation and mandatory kit make it a true fell challenge.

Tackle a scenic but testing 9.5 km fell race with 429 m of climb around The Leaps near Kirkland in the Lake District. Junior races from U9 to U19 add family fun and entries are limited to 120 so pre entry is recommended.

Join the Hoofstones Fell Race, a challenging 12.9 km fell run with about 425 m of climbing and navigational sections, finishing back at the Staff of Life pub in Todmorden for refreshments and prizes. Open to runners 18 and over.