Trail Running calendar near Pickering 2025-2026

We have found 327 Trailruns within 80 miles of Pickering. See below where and when you can find the races.

Too Cool for Pule is a scenic 5.8 Mile trail race in Marsden on 22 November 2025, passing reservoirs, Pennine Way and testing climbs over boggy terrain. Starts and finishes at Marsden Cricket Club with bar, food and prize giving.

Ranger Ultras Peak District South & North is a two day trail ultra around Edale on 22 and 23 November 2025, with White Peak and Dark Peak stages across trails, moorland and gritstone edges. Options are 50 km, 43 km or the 93 km.

Join the Maravan Half at Thorpe Park Holiday Park for a flat, varied terrain four lap half marathon with a limited field of just 40 entrants. Finishers receive a bespoke Vigilantes medal and goody bag so enter early.

Tackle the Hardwolds 80, an 80 mile challenge along the Wolds Way from Hessle to Filey with 24 hours to finish. Enjoy chalk ridges, ancient villages and a seaside finish with trackers for safety plus a finisher medal and T shirt.

Nice Work Race Management presents the Sherwood Christmas 10k & 5k at Sherwood Pines, Edwinstowe, Mansfield, Nottinghamshire. The multi-terrain, undulating course runs through the ancient Sherwood Forest and also includes a Junior Run. The..

Run scenic looped trails around historic Kirkstall Abbey, following riverside paths, woodlands and towpaths with distances from 8.8 miles up to an ultra. Expect varied terrain, friendly marshals, feed stations and a bespoke finisher medal.

Support Movember at Leeds MoRun in Roundhay Park while running 1.5k, 5k, 10k or a half marathon on a scenic hilly course. Enjoy a friendly atmosphere, a MoRun medal and finisher headband as you raise funds for men’s health.

Join a small field for a flat, multi terrain Half Marathon at Haven Thorpe Park Holiday Park on 23 November 2025, run over four scenic laps. Limited to 40 entrants, all finishers receive a Vigilantes medal and a goody bag.

Take on classic Peak District terrain at the Padfield Plum Fair fell race on 23 November 2025, starting and finishing at Windy Harbour Farm Hotel in Glossop. A friendly community event with affordable entry and classic fell running.

Black Night Scar is a night fell race in Todmorden: a sharp 5.8 km route with 315 m of ascent run by headtorch. Warm up and prize giving at the Hare and Hounds pub.

Take on the Stanza Stones 50 mile Ultra across the South Pennines from Marsden to Ilkley, passing six poetic Stanza Stones and Haworth. Rugged moorland, good support and live tracking make it a memorable fell challenge.

Run the Baslow Bolt across Peak District trails and limestone edges in a lively winter fell race. About 13.2 km and 400 m of climb, finishing at the village school to benefit local charities.

Take on a 50 miles winter route from Marsden to Ilkley following six Stanza Stones adorned with Simon Armitage poems. Timed with a 24 hour limit, this scenic moorland challenge passes Haworth for a poetic, rugged adventure.

Join the Don't Stop Be Leafin' 5k Dash at Kiplin Hall for a crisp autumn trail through formal gardens, woodland and grassy paths. Spectator friendly, it wraps up with a hot drink and spiced flapjack for finishers and plenty of cheering spot..

Take on winter trails through Dalby Forest with 10km, half marathon and marathon options that wind through towering trees and moorland. Canicross friendly, with a bespoke medal, post race snacks and a welcoming atmosphere.

Lee Mill Relays is a rugged team relay in Lee Mill Quarry, Rossendale on 30th November 2025, with four runners each tackling a flagged 10.7 km course. Expect tough wintry underfoot conditions and strict kit checks, so come prepared and read..

December 2025

Rudolph's Romp is a 25 miles winter route from Brantingham across the Yorkshire Wolds, with woodland trails, rolling hills and views of the Vale of York and the Humber. LDWA East Yorkshire event with checkpoints, food and a post run meal.

Join a friendly all abilities group run on 7 December 2025 at Land of Oak and Iron, Derwent Walk with qualified coaches. Interval training with hill efforts covers roughly 5 to 7 miles in about 75 minutes for fitness and fun.

The Mytholmroyd Fell Race will take place in Mytholmroyd on Sunday 7 December 2025. You can run 6 miles.

Explore a magical 11.1 km winter trail around Stonyhurst College on the Tolkien Trail, through ancient woodlands, riverside views and historic bridges. Enjoy chip timing, medal, event village and prizes for top finishers and best fancy dres..