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Trail Running Calendar near Chester 2026-2027

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Explore the top trail runs near Chester for 2026-2027! We've gathered 69 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Team based run in Oswestry where groups of two to four collect seven clues, plan a route in thirty minutes and run a course from about 10 km with refreshments and prizes.
Night trail running at Delamere Forest with 10K, half marathon and a free 1K kids race; mandatory head torch and a fully signed course.
November 2026
Five mile trail race in Sankey Valley Park near St Helens with marshals, limited parking, finishers' goody bags and prizes; minimum age 15.
Trail races near Moel Famau on 1 November 2026 offering 17 km and 10 km routes with mandatory kit, checkpoint snacks and a sustainability focus.
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 5 mile marked trail race across Greater Manchester, West Lancashire and Merseyside featuring woodland trails, climbs including Sheep Hill, marshals and post race refreshments.
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 36 mile circular ultra around the Wirral Peninsula, mixed road and trail terrain with GPX and GPS tracking, five aid stations and a 12 hour cut off.
A 40 mile circular multi terrain trail around Warrington starting and finishing in Lymm, open to solo runners, pairs and four person relays with three checkpoints and finish support.
Match Two of the Manchester Area Cross Country League takes place at Sherdley Park on 14 November 2026, forming part of the 2026/2027 MACCL season.
Chip timed 1.5 km, 5 km, 10 km and half marathon runs at Croxteth Park supporting Movember and men's health fundraising.
Trail races of 10K, 21K and 42K through Delamere Forest with marked routes, GPX files, aid stations for longer distances, chip timing and finisher medals.
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.
Community running event at Alderley Park on 28 November 2026 with 5k, 10k and half marathon options, mixed road and trail routes, and post-race music and food.
Liverpool Cross Challenge at Sefton Park on 28 November 2026 combines cross-country races from 1.6 km to 8 km with European selection trials and specified prize amounts.
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 trail races at Alyn Waters offering fully marked 5k and 10k courses with chip timing, medals for finishers and a free 1km children's dash.
A 10K trail race through Tatton Park with mixed terrain and a final 1 km on closed roads, organised by Run North West in support of Move charity.
Trail races from Prestatyn seafront along Offa's Dyke offering half, full and a 55.5 km ultra finishing at Horseshoe Pass.
A winter trail challenge in Appley Bridge on December 6 2026, just over 20 miles with 2345 ft ascent, self-navigation, a 12 mile water stop, and compulsory kit.
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