Winster
Trail Running Calendar near Winster 2026-2027
Explore the top trail runs near Winster for 2026-2027! We've gathered 161 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
February 2027
A themed event at Shipley Country Park on 15 February 2026 celebrating the Chalkhill Blue Butterfly as part of the Butterfly Effect series, with tickets at £41.50.
March 2027
A muddy weekend trail event at Rosliston Forest in Derbyshire featuring twisty, rooty forest terrain and swampy sections; entry is listed at £41.50.
A mostly off-road nine mile hill race from Congleton to Bosley Cloud and back, run under FRA rules with mandatory waterproof kit and a 60 minute cut off.
A 13.98 km fell race in Hayfield, Peak District, with 451 m of climb, held at Hayfield Primary School. Pre-entry and on-the-day entry are available; funds support the school and donations are made to Kinder Mountain Rescue.
A 21 mile annual March challenge through the Peak District hills for runners and walkers with staggered starts and entries via SIEntries.
Trail marathon and 20 mile routes around North Wingfield on an anti clockwise circular course with checkpoints, GPX navigation files and on course medic cover.
Forest trail races at Sherwood Pines on 14 March 2027 offering 20 mile, half marathon, 10k and a junior run. Multi terrain undulating routes with route maps and GPX files, bespoke medals, free photos and prizes.
A six hour trail challenge on roughly 5.45 km laps around Holme Pierrepont Country Park with muddy sections and two route options, entry £41.50.
A 50 km, one day trail run around Hayfield using the Pennine Bridleway, Pennine Way and Limestone Way, with a flexible start, self-navigation, GPX support and Ranger Ultras safety presence. Total ascent 1840 metres.
The Pennine Bridleway PB18km Trail Run covers 18 km from Hayfield to Rushup Edge and back with 806 m of ascent. It uses waymarked paths, offers flexible starts and on course support, and is self navigated under TRA and England Athletics rules.
A last-person-standing backyard ultra at Sherwood Pines on 27 March 2027 with hourly 4+ mile loops on forest trails, onsite aid, live timing and live streaming.
Peak Rail 7 pits runners against a steam hauled heritage train on the route from Rowsley South to Matlock Riverside and back. The course uses shared trails with marshals, on site parking, and post race photos and results published online.
April 2027
Weekend races on the Monsal Trail near Bakewell offering a half marathon and a 10K across scenic, traffic free sections with tunnels and a viaduct.
A spring trail event at Carsington Water in Derbyshire on 10 April 2027 offering Half Marathon and 10k routes around the reservoir. Routes are marked and GPX is provided; entries include a themed medal and chip-timed results.
A looped 6.03 km course around Hardwick Hall in Derbyshire, Day Two runs the lap in reverse; runners may complete as many laps as possible in six hours or finish one for a bespoke medal.
A Peak District fell race on 14 April 2027 covering 4.8 km with 340 m of ascent. Pre-entry and on-the-day entry are available and juniors aged 14 and over run in the main race.
An inflatable obstacle course at Donington Park Derbyshire on 17 April 2027 with 2.5k to 15k options, music zones, 30 obstacles on the 5k and finisher medals.
Ladies only 13.1 mile out and back trail near Sutton Scarsdale with 200 m ascent, a turnaround aid station, marshal and medic cover, and post race cake and hot drinks.
A six hour looped running challenge in Sherwood Pines where participants run as many laps as they wish or complete one lap and receive a bespoke finisher medal.