Winster
Trail Running Calendar near Winster 2026-2027
Explore the top trail runs near Winster for 2026-2027! We've gathered 195 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2027
A Peak District fell race on 6 September 2027 at Oxspring Playing Field with a senior 6.2 km course and a junior 3 km race.
A multi-distance trekking challenge in the Peak District finishing in Hathersage, organised by Wilderness Development with team and solo entry options.
A backyard ultra at Hardwick Hall Estate on 11 September 2027: run a repeated 4.161 mile loop each hour until only one runner remains.
Family-friendly inflatable obstacle run at Bakewell Showground on 11 September 2027 with distances from 2.5k to 15k, music zones, hydration and finisher medals.
A 20 miles off‑road challenge across moorland and gritstone edges from Fairholmes to the Robin Hood Inn with map and compass navigation and stocked checkpoints.
A 13.1 mile loop from Tegg’s Nose Country Park that visits Cheshire’s three highest peaks, with 847 m ascent and a 4 hour cut off.
Trail ultramarathon in the Peak District on 18 to 19 September 2027, offering distances from 12 km to 110 km and camping options.
A half marathon along the traffic free Tissington Trail from Parsley Hay to Ashbourne, held on two race days with a slight downhill route and route maps including GPX files.
A 40 mile ultramarathon around the Peak District starting and ending in Buxton, with a route through Goyt Valley, Mam Tor, Monsal Trail and other local landmarks.
October 2027
A long established 4 3/4 mile cross country race around Thorpe with a short children's dash and proceeds supporting local charities and the village hall.
A 9.1 km Peak District trail race with 283 m of climb through Peters Stone, Cressbrook Dale and Litton Woods, starting and finishing in Tideswell with 110 places.
A trail half marathon and 10k at Carsington Water on 16 October 2027 with marked routes, GPX files, water stations and an event village.
November 2027
Six hour lapped trail at Linacre Reservoirs near Chesterfield where runners aim to complete as many 4.6 km laps as possible with checkpoints, medals and prizes.
December 2027
A December trail event at Carsington Water offering chip timed half marathon and 10k routes, GPX files, marked course, free photos and finish-line goodies.