Trail Running calendar near Pickering 2026-2027

A South West Pennines fell race from Todmorden Cricket Club covering about 13.3 km with roughly 660 m of ascent. The event is FRA category AM, requires full FRA winter kit, and entry is by pre entry via SiEntries.

A 12.7 mile fell race around Glossop with about 1000 m of ascent, used as a counter in the 2026 English Fell Running Championships. The course uses packhorse routes and open moorland and finishes back at Hawkshead Mill with food and prizes.

Winter trail runs at Derwent Reservoir offer 5 mile and 10 mile routes around the reservoir. The 5 mile allows canicross with one controlled dog, while the 10 mile follows closed roads and firm trails with live chip timing and a 2.5 hour cu..

A self guided 7 miles trail race around the Moss Valley near Eckington and Marsh Lane, starting and finishing at Green Lawns Community Centre. The route passes woodland, farmland and bridleways, with written instructions and no marshals on..

Run the Stockport Trail Half Marathon along the scenic Middlewood Way and Macclesfield Canal near Marple. Chip timing and a relaxed non competitive wave make it perfect for racers and social runners alike.

A trail half marathon from Levisham Village Hall across the North York Moors, running through the Hole of Horcum. The field is limited to 50 places, a waiting list is open, and a 5 hour time limit applies.

Take on Mr Sparkle's Dark Un, an 8.1 km night fell race across moorland with stiff climbs, mud and a final descent on 27 Feb 2026. A headtorch and full body cover are required and places are limited, pre entry only.

Circular trail half marathon in the Yorkshire Wolds on 28 February 2026 with GPX navigation, one halfway checkpoint with vegan and gluten free options, chip timing and a plantable wildflower seed medal. The event is sold out.

A 24 mile route from Dovestone Sailing Club through the Dark Peak and South Pennine Moors, with about 3900 ft of ascent. The event includes four checkpoints with food and drink, is limited to 150 places, and is currently full.

A community fell race from Dufton Village Green to High Cup Nick and back, about 15 km with roughly 450 m of ascent. The event raises funds for Dufton Village Hall and includes post-race soup and a roll.

The Wingerworth Wobble is a scenic 4.66 mile trail race from Wingerworth across fields, hills and woodland with a runnable hill finish. All finishers receive a medal and refreshments and proceeds support the local school.

A nighttime 10K trail run around the Northumberlandia landform with hills, stone paths, soft trails and forest tracks. A water station is at mile 4 and all finishers receive a bespoke medal.

A community-led off road trail run at North Leverton Windmill on 1 March 2026, roughly 10 kilometres over undulating, muddy and firmer lanes. Organised by volunteers as a not-for-profit event; finishers get local flour, a medal and honey.

A short but demanding fell race on Ilkley Moor covering 8 km with 401 m of ascent, held under FRA rules. Pre-entry and limited on-day places are available, entry fees start at £8 and the event has a 400 runner limit.

A chip timed 10 kilometre multi terrain race in Ripon with a separate 1 kilometre fun run for all ages. Entry fees vary for affiliated and unaffiliated runners and places are limited.

Take on Saint Michael's Harrogate 10K or 5K on 1 March 2026, a scenic trail run supporting North Yorkshire Hospice Care. Family friendly 5K offers free child places with adult supervision and aid stations on course.

Take on the Eskdale Eureka fell race on Sun 1 Mar 2026 in the North York Moors, based at Castleton Cricket Club, a challenging 14.3 km course with about 470 m of climb across classic moorland. Entry on the day, with proceeds supporting Clev..

A fully flagged fell race at Cautley on 1 March 2026, about 6.5 km with 663 m of ascent. Pre-entry is available, mandatory waterproof kit is required and dogs are not permitted.

Three unmarked moorland courses around Saddleworth reservoirs on 7 March 2026, offering 26 km, 43 km and 62 km routes with mandatory navigation kit, checkpoints and live Open Tracking for runner safety.

A seven hour timed event on the flat canal towpath at Burton Waters near Lincoln, offering half, marathon and ultra options on a measured course. Limited to 50 entrants with transfers allowed given seven days notice.