Oswestry
Trail Running Calendar near Oswestry 2026-2027
Explore the top trail runs near Oswestry for 2026-2027! We've gathered 47 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Five-mile Mercia Handicap fell race at Plush Hill with a 500 m ascent, FRA-mandated kit checks, handicap starts by estimated time and a £10 payment on race day.
November 2026
Trail races around Moel Famau on 1 November 2026 with 17 km and 10 km options, mandatory waterproof and navigation kit, and reduced single use plastic.
An evening trail run in Llandegla Forest on 6 November 2026 covering 6.4 km with 229 m climb; partially marked course, compulsory headtorch and kit, £5 entry on the day.
A mountain fell race around Cilcain of 14.2 km with 910 m ascent, Category A with mandatory kit, limited Waterworks parking, and a staffed kit dump.
A winter fell race near Little Stretton covering 8.1 km with 762 m ascent, four steep valley climbs, WFRA registration and mandatory full kit.
A trail half marathon at Loggerheads Country Park with solo and teams of three relay options, varied terrain and feed stations each 7 km lap.
An annual time trial across Long Mynd and Stiperstones where runners and challenge walkers, solo or in pairs, aim for the fastest time between Little Stretton and Stiperstones; entry on the day only.
December 2026
A 6.4 km forest race at Llandegla with 229 m climb, compulsory headtorch and safety kit, and entry on the day only for a £5 fee.
Winter endurance on The Wrekin: cover 160 miles and 47,000 ft of ascent in 48 hours; entry requires prior 100 mile experience and places are limited.
A 14.5 km fell race in Cardington with 793 m ascent, a marked and marshalled route, mandatory FRA kit, and water available only at the finish.
An 8 km trail in Llangollen on 11 December 2026 with 244 m climb; the course is partially marked and a good head torch is essential.
A 24 hour out-and-back ultra from Llanbenwch campsite with solo or two to four person team entries and three distance options up to 98 km.
A festive trail race at Bwlch Penbarras with a mystery course of 6 to 12 kilometres, a canicross category, marshals and a mince pie at the finish.
Boxing Day fell event near Minsterley with a 4.8 km course climbing 244 m, open to runners and walkers; entry fees support Severn Hospice.
Boxing Day road race starting and finishing at Chester Racecourse, following a lap of the Roodee and an anticlockwise circuit of the city walls over approximately 6 km.
A downhill fell race from Moel Famau summit to Cilcain, about 4 km with a 350 m descent; date probable 27 December 2026 and the course is partially marked.
January 2027
A scenic multi terrain 5k from the Caravan Park & Cafe at Llanbenwch near Ruthin, with mixed road and trail, electronic timing, category prizes and a finisher medal.