Trail Running calendar near Chesterfield 2025-2026

We have found 408 Trailruns within 80 miles of Chesterfield. See below where and when you can find the races.

The Irchester Spooktacular is a Halloween-themed night-time running event held at Irchester Country Park. It features two distances: a 5k race and a 2k Family Fun Run, both set on fully marked woodland trails and tracks. Participants are encouraged to wear fancy dress, with prizes awarded for the be..

November 2025

The November Nightmare is an exciting running event taking place over eight days in Telford, Shropshire, celebrating its 10th year. Participants can choose from various distances each day, including 8 miles, a half marathon (approximately 16 miles), or a full marathon. Runners can opt to compete in..

The Shepherds Skyline Fell Race, organized by Todmorden Harriers, is a popular fell running event held near Todmorden in the South Pennines. The race covers approximately 10 kilometers with 350 meters of ascent, featuring a fast yet muddy course. A notable challenge includes a steep descent from Sto..

The White Rose Ultra is a challenging ultra-marathon held in Yorkshire, featuring a scenic 30-mile route around the Calder Valley. This event allows participants to immerse themselves in the stunning countryside while testing their endurance. The course includes a variety of terrains, such as rugged..

The Delamere Forest 21k and 42k trail races, organized by RunThrough UK, take place in the scenic Delamere Forest near Northwich, Cheshire, on November 2, 2025. The event offers a half marathon and a full marathon, with the marathon consisting of two laps of the half marathon course. Runners experie..

UTMB Index

The Soyland Moor Fell Race is a challenging 13.5-mile fell running event held in Calderdale, West Yorkshire, starting and finishing at the Hinchliffe Arms in Cragg Vale. Featuring 1,300 feet of ascent, the course includes a steep tarmac climb from the pub, traverses the boggy Sunderland Pasture, and..

The Sherwood Trail Half Marathon is a scenic off-road running event held on private forestry land, offering participants a challenging yet beautiful course through undulating terrain. Taking place in early November, this half marathon provides runners with an opportunity to enjoy the tranquility and..

The Shepshed 7 is a scenic 7-mile running event held annually in Shepshed, Leicestershire, starting from Iveshead School. The race features a two-lap, traffic-free course through the private grounds of Garendon Park, offering an undulating, multi-terrain route. Fully marshalled and chip-timed, the e..

The Gunpowder Plod 2025 is a multi-distance running event held at York Knavesmire, featuring a 5k loop course mostly on paved service tracks with about 1k on grass. Runners can choose to complete 1, 2, or 3 loops on the day, with no time cut-offs, making it suitable for all levels. A family fun run..

Old Mother Shipton's Soft Shoe Shuffle is a trail running event held in Knaresborough, North Yorkshire. The race features a scenic 6.5-mile loop course that gently climbs through parkland and follows an old railway track between Knaresborough and Harrogate, showcasing beautiful countryside and a cha..

The Swinsty & Fewston Reservoir Autumn Day 1 event, organized by It's Grim Up North Running, offers a scenic 6.6-mile loop around the picturesque Fewston and Swinsty reservoirs near Otley, Yorkshire. The mainly off-road course features undulating terrain on good trails, showcasing beautiful autumnal..

Tunnel Vision in Market Harborough is a unique 5-mile out-and-back running event featuring both a Night Run and a Dawn Run. The course includes a memorable passage through the 422-meter-long Oxendon Tunnel, an old railway tunnel that is pitch black but mood-lit for the race, requiring runners to use..

The Swinsty & Fewston Reservoir Autumn Day 2 is a scenic trail running event organized by It's Grim Up North Running, located at Swinsty & Fewston Reservoir Car Park in Otley, Yorkshire. The main course is a 6.6-mile undulating loop around both reservoirs, featuring good trail terrain and stunning a..

The Brigantia Hogsheads Challenge 2025 is a 6-hour timed running event held at York Sports Village on a flat 1km cycle circuit. Open to runners aged 9 and above, participants can run any distance they choose within the 6-hour window, from a single lap to the full duration. The event celebrates Celti..

The Poole Half Marathon MoRun is a vibrant running event held at Upton Country Park, Poole. It offers multiple distances including a 1.5k Mini MoRun for kids, 5k, 10k, and a half marathon, catering to all ages and abilities. The course is mostly off-road with a mix of trails and paths, featuring und..

Moonlight Meander is a unique night trail running event held at Swinsty & Fewston Reservoir near Otley, Yorkshire. Participants can choose between a 4-mile or 8-mile looped course through wooded terrain, illuminated by head-torches, fairy lights, and lanterns. The course features undulating elevatio..

Grim Reservoir Dogs is a charming trail running event held around the scenic Swinsty and Fewston Reservoirs in North Yorkshire. Participants can choose between a 3.3-mile or 6.6-mile looped course, both designed to be enjoyed alongside your dog. The route showcases the beautiful reservoir landscapes..

The Warrington Way is a 40-mile ultramarathon trail race starting and finishing in the Cheshire village of Lymm. The course circumnavigates Warrington in an anticlockwise direction, primarily on trails, footpaths, field crossings, and country lanes. The route is waymarked, but runners must carry map..

The Seagrave Wolds Challenge is an annual cross-country running and walking event held in Seagrave, Leicestershire. Covering approximately 16 miles of varied, hilly terrain through the scenic Leicestershire Wolds, the route changes each year and includes footpaths and private land. The event emphasi..

The Linacre Infini Trail Race is a timed endurance trail running event held in the scenic Linacre Valley near Derbyshire, on the eastern edge of the Peak District. Participants aim to complete as many 5km laps as possible within a 6-hour limit on a fully marked and marshaled course that follows well..