Trail Running calendar near Chesterfield 2026-2027

We have found 711 Trailruns within 80 miles of Chesterfield. See below where and when you can find the races.

The 59th annual Race You to the Summit is a Halloween-themed fell race on October 31, 2026. This 7 km course near Littleborough features 260 meters of climb, with optional fancy dress and junior races from 10 AM.

Tackle the Monsal Mash in the Peak District, a challenging 9.5 km fell race with 500 m of climb over technical and fast rough terrain. Advance entry and full kit required, teams of three welcome.

Join this flexible charity run along the River Mersey in Manchester. Complete as many 5.3km laps as you like in seven hours on a flat riverside course to support Save The Rhino.

Looped full and half marathons around Gargrave with a multi-terrain route to the Broughton Stone Circle, three refreshment stations per loop and sustainable finisher medals; volunteer-led and raising funds for attendance at the World Scout..

Experience a spooky Halloween trail run through Delamere Forest by head torch. Choose between 10km and Half Marathon distances on a reflected course featuring a festive fancy dress theme and glow in the dark medals.

An evening Halloween 5k at Herons Reach, Blackpool on 31 October 2026 featuring a multi-terrain park route with themed sections, compulsory head torch, glow-in-the-dark finisher medals and age-category awards. Pre-booking is required and fe..

November 2026

A trail running event at Sankey Visitors Centre in St Helens on 1 November 2026, organised by St Helens Striders. Places are limited to 250, entries open 1 December 2025 and require a SiEntries account; minimum age 15.

A timed six hour lapped trail at Linacre Reservoirs near Chesterfield where participants complete 5 km laps on marked trails. Profits on the day go to Ashgate Hospice and every finisher receives an Ashgate medal.

Run the November Nightmare in Telford from 1 to 8 November 2026 a unique eight day challenge where you can enter any single day or tackle them all. Daily courses of 8, 16 or 26.2 miles pass through Ironbridge and earn a medal each day.

Experience trail running in the Peak District at this responsible event in Hartington. Enjoy local cheese and crackers at the finish while supporting nature regeneration and trail repair projects in the Derbyshire hills.

A community canicross event at Mere Sands Wood on 1 November 2026, featuring a timed one mile run or walk and an optional 2.5 km social run. The route uses mostly flat woodland trails and onsite facilities include a visitor centre and cafe.

Shepshed 7 is a measured two-lap 7 mile race through the private grounds of Garendon Park on Sunday 1 November 2026. The event is chip timed and fully marshalled, with commemorative t-shirts, category prizes and a separate fun run.

Experience a unique 5 mile out and back run through the 422 meter Oxendon Tunnel. Choose between a Thursday night or Friday morning session and enjoy an atmospheric route that requires a head torch to navigate the darkness.

A nighttime trail run near Otley with looped woodland courses of about 3.3 or 6.7 miles on undulating, well-marked trails. Feed stations, on-course marshals and a bespoke finisher medal; parking and public toilets at the car park.

A TRA-licensed trail event around Fewston and Swinsty reservoirs featuring an undulating 6.7-mile loop and multiple race distances. The course is waymarked and marshalled, with aid stations, on-site facilities, and a bespoke finisher medal.

A Category BS fell race of 10 km with about 350 m of ascent in Todmorden on 7 November 2026. The course is fast and muddy with a steep descent off Stoodley Pike, on the day entry is £5 and the minimum age is 16.

An annual November off road run of 11k around Burley Moor starting and finishing at Scalebor Park. The marked route climbs to the high point near the Great Skirtful of Stones and often includes muddy, steep sections.

A dog friendly trail event at Swinsty and Fewston reservoirs on 7 November 2026 offering looped 3.3 and 6.7 mile routes on mainly off-road trails with refreshments, marshals, and finisher medals.

Experience a 16 mile multi terrain personal challenge through the beautiful Leicestershire Wolds. This inclusive event welcomes runners walkers and dogs with legendary home made crumbles waiting at the finish line.

An annual November trail race organised by Billinge Running Club on a mapped, marshalled **5-mile** route over varied, sometimes muddy terrain. Registration and bag drop are at The Delph Tavern with parking at Up Holland High School.

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