Trail Running calendar near Pickering 2026-2027

We have found 528 Trailruns within 80 miles of Pickering. See below where and when you can find the races.

Night-time 5 km and 10 km runs at St Ives Estate, Bingley on 21 December 2026 with chip timing and a virtual option that includes a mailed medal. Reduced accompanied entry is available for 6-17 year olds.

A Boxing Day fell race around Blacka Moor and Totley Moor near Totley. The 7.8 km course climbs 270 m, costs £8 and supports S6 foodbank and Edale Mountain Rescue with mandatory FRA best practice kit required.

Take on a scenic 8.8 km fell race from Guisborough Rugby Club through the North York Moors, with 376 m of climb to test your legs. Junior races and team categories make it a festive late December outing with on the day entries and post race..

A stripped-back navigation challenge in Skipton where participants are blindfolded, dropped at an unknown location and must find their way back to the event centre on foot. Options include 6, 10 and 15 mile challenges and optional live trac..

Bracing winter fell race around Bilberry Fields in Todmorden, offering scenic South West Pennine views and a testing 4.6 mile route with plenty of climb. Friendly club atmosphere with cheap pre entry and on the day entry available.

Celebrate New Year's Eve with the Wormstones fell race in the Peak District, an energetic 8 km with about 400 m of climb. Join at The Beehive in Glossop on 31 Dec 2026 for tough trails, great company and curry after the run.

Ring in the New Year with this scenic, hilly 10.8 km trail around Penistone Hill Country Park near Haworth on 31 December 2026. Entries are limited, chip timing is new for 2026, and every finisher receives a bottle of Daleside beer plus cof..

January 2027

A circular trail race of about 17.5 miles from Robin Hoods Bay with 1700 ft ascent and an 8 hour limit. Checkpoints supply food and drink and a list of mandatory safety kit must be carried.

A winter trail event of about 30 miles on the Cleveland Way and Cinder Track from Robin Hood's Bay toward Scarborough, with roughly 3,400 ft of ascent, staffed checkpoints, mandatory winter safety kit and an 11-hour limit.

Trail races at Harewood House in Leeds run through over 1,000 acres of grounds with 5 km, 10 km and a half marathon distances; canicross is allowed and finishers receive a medal and merchandise.

A 10 km trail run in Ashington on 10 January 2027 through community woods and QEII Country Park. The event is canicross friendly and includes chip timing, marshals and a finisher medal.

A non stop *268 mile* winter race along the Pennine Way from Edale to Kirk Yetholm, with a 156 hour limit and over 10,700 metres of ascent. The route passes Peak District, Yorkshire Dales, Hadrian's Wall and the Cheviots.

Two races from Kirkstall Bridge Inn: an approximately 16 km trail along canal and riverside paths including Calverley Cutting, and a fast, flat 10 km out-and-back on the Leeds Liverpool Canal, with marked routes and limited entry.

A head torch trail run on Dalby Forest's secluded single tracks. Get ready for a dirty, nocturnal adventure with awards for the top five men and women and a finisher's medal for all. Entry is limited and closes online.

A 10km race in Sowerby Bridge that starts on muddy trails and returns on tarmac. The course is one way, entries are limited to 100 runners, and an official hoodie can be pre ordered as the event memento.

February 2027

A winter ultra on the Pendle Way from Barley offering approx. 45 miles or a 30 mile option for runners and walkers, waymarked across moorland and villages with required winter kit and navigation.

Test your endurance at the Wadsworth Trog fell race in the South and West Pennines. This 31 km event features over 1100 meters of climbing and requires navigation skills for participants traversing the Hebden Bridge landscape.

A winter trail race at Saltburn offering three mapped distances from 7.5 to 28 miles, mandatory safety kit and time limits for each course. Entries are limited and prizes are awarded across age categories.

A circular 14 mile trail half marathon across the Yorkshire Wolds on undulating, non technical terrain with GPX and marked junctions. Plantable wildflower medal, charity donations from entry fees, and a five hour overall cut off.

A trail half marathon on 21 February 2027 from Levisham Village Hall across North York Moors terrain and through the Hole of Horcum. The circa 13.1 mile route includes two checkpoints, a 5 hour limit, mandatory kit and limited places.

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