Trail Running calendar near Chesterfield 2026-2027

We have found 623 Trailruns within 80 miles of Chesterfield. See below where and when you can find the races.

Trail running event at Delamere Forest on 27 September 2026 offering a Half Marathon and a 10K. Routes are signposted and chip timed and a canicross option is available.

A looped trail race in Blackpool on 27 September 2026 offering 10K, half, marathon and ultra options on country-park paths, with on-course drinks and snacks and bespoke finishers' medals.

The Kingfisher Challenge is a flexible six-hour trail run at Coombe Abbey Park. Participants choose their distance by completing laps of a flat 5k course through woodlands and meadows. The event offers a unique tree token alternative to the..

October 2026

An uphill only 10 km race from Ruthin to the Jubilee Tower on Moel Famau, finishing above 550 m with varied trails and a steep final gulley. A return bus to Ruthin can be bought at the event; entry fees range from £0 to £21.50.

Join Rowbotham's Round Rotherham for challenging trail distances of 80 km and 50 miles across the rolling South Yorkshire Forest around Manvers Waterfront. Enjoy varied terrain, stage options and a friendly relay atmosphere in autumn.

A tenth anniversary five mile chip timed trail and Canicross across the Upper Wreake valley, with Hoby & District village hall as HQ and commemorative wooden medals for all finishers.

Join the East Coast Chuffer on 4 October 2026 in Scarborough for trail running along the historic Cinder Track with coastal views and woodland sections. Choose distances from 5K to marathon and earn a Grim Bling finisher medal.

A club organised 12 km fell race with about 490 m of ascent around Old Town, Hebden Bridge, including a flagged section through the private Castle Carr estate. Pre-entry is required and strict FRA kit rules apply.

A long established 4 3/4 mile cross country race around Thorpe in the Derbyshire Peak District, featuring field paths and a river crossing at the Stepping Stones. A separate 1 1/4 mile Mini Dash is held for children.

A headtorch trail event on 6 October 2026 at Swinsty Moor Car Park offering Half Marathon, 10 km and 5 km routes around Swinsty and Fewston Reservoirs with water stations and medals for finishers.

Take on the Curvy Cuerden Challenge, a six hour timed trail at Cuerden Valley on a scenic undulating 5 km loop. Run as many laps as you like and earn a bespoke finisher medal with marshals and an aid station on course.

Tideswell Terminator is a Peak District fell race on 10 October 2026, covering 9.1 km with 283 m of climb across scenic hills. Pre entry only, age 18 plus, this short course is a bracing test for fell runners.

Run the Sheffield TenTenTen at Endcliffe Park, a lively mixed terrain 10k through grass, paths and woodland that welcomes all abilities. A 2.5k fun run invites kids and families for a friendly, accessible day of outdoor running.

A trail running festival at Cannock Chase Forest on 11 October 2026 offering half marathon, 10K, 5K and a junior race, with chip timing, a themed medal, race photos and an event village with food and partner goodies.

Take on the Withins Skyline, a scenic 10.1 km fell race near Haworth in the South West Pennines with roughly 300 m of climb. Friendly entries, series options and a Cadbury Curly Wurly plus free coffee await at the finish.

Join the 20th Andrew Heywood Memorial Windgather on 11 Oct 2026 in the Peak District, a 21.7 km trail with 762 m ascent starting at the Burbage Institute, Buxton. Pre entry is advised and pre entries receive a commemorative memento.

Join the Grafham Water Trail Races on 11 October 2026 with 10k and half marathon routes from Marlow Park around the reservoir on fully marked trails. Enjoy scenic water views, marshalled support and a finishers medal for all.

A half marathon and 10k around Carsington Water on undulating trail paths, with marked kilometres, marshals and GPX route files. Entry includes a themed medal, water and post race goodies.

A trail running event in Amber Valley, Derbyshire, offering a 31 mile Amberaid route and a 20 mile Petit Raid northern loop. Courses start from Ashover Village Hall and include checkpoints, route notes and GPX files.

Ultra Tour Yorkshire Dales is a self navigated trail series in Grassington on 17 October 2026, with GPX routes and support services. Distances include 25k and 50k, with live tracking, aid stations and a finisher meal.