Trail Running calendar near Chesterfield 2025-2026

We have found 409 Trailruns within 80 miles of Chesterfield. See below where and when you can find the races.

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..

Post Hill Challenge is a 5.6 km off-road race held on the trail paths of Post Hill, featuring two ascents of the famous Post Hill motor bike hill climb. The route is muddy in parts and slippery on the hill, with fell shoes recommended. Open to ages 16 to 80+, the event takes place at Troydale Social..

How Hard Can It Be Events presents The November Nightmare, a multi-day endurance challenge in Telford, Shropshire. The eight-day event runs Sunday to Sunday (2–9 November) with daily options of 8 miles, a half marathon (about 16 miles) or a full marathon, and participants can enter individual days o..

RunThrough Trails presents Delamere Forest 21k and 42k in November 2025, set around Delamere Forest near Northwich, Cheshire. The courses wind through shaded forest sections, around Blakemere Moss, along the Sandstone Trail, and up Old Pale Hill for panoramic views of the Cheshire countryside. The 4..

UTMB Index

Shepshed 7 2025 is a 7-mile running event organized by Shepshed Running Club, held at Iveshead School, Shepshed, LE12 9DA. The main race uses a two-lap, scenic, traffic-free countryside course through the private Garendon Park grounds by kind permission of Persimmon Homes. The route is multi-terrain..

Sherwood Trail Half Marathon 2025 is a completely off-road trail race held on private land within undulating forestry. The event, organized by MacTuff Events, covers the half-marathon distance (about 21.1 km). Runners experience a serene, scenic atmosphere as they traverse forest paths and rolling t..

The Gunpowder Plod 2025 is a multi-distance running event held at York Knavesmire, offering participants the choice to complete one, two, or three laps of a mostly paved 5k loop with about 1k on grass per lap. Suitable for runners aged nine and above, the event welcomes both experienced and new runn..

The Sphinx AC Coombe 8 – 2025 event is held at Coombe Abbey on the outskirts of Coventry, with the race HQ outside the main visitor centre. The main 8-mile race is a tough, multi-terrain course that combines wooded trails and undulating farmland across the historic site, with an optional 8 km (5 mil..

Old Mother Shipton's Soft Shoe Shuffle is a scenic trail running event held in Knaresborough, North Yorkshire. Participants can choose from various distances including approximately 10k, half marathon, 20 miler, marathon, and ultra marathon, all based on laps of a 6.5-mile trail course. The route ge..

Soyland Moor Fell Race is a 13.5-mile fell running event in Calderdale, starting and finishing near the Hinchliffe Arms in Cragg Vale. It features about 1300 feet of ascent and a tough, scenic route that traverses bogs and moorland, including a climb to Stoodley Pike and a stretch along the Pennine..

The TFG Cheese & Crackers Trail takes place in Hartington, Peak District. Choose between 8.4km (135m ascent) or 16.4km (290m ascent) on fully waymarked routes through Beresford, Wolfscote and Biggin Dale, with the long course climbing to the Tissington Trail for wider views. The atmosphere is welcom..

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 is the Everyone Active Night and Dawn Runs in Market Harborough. The out-and-back 5-mile race features the Oxendon Tunnel, 422m long, lit with mood lighting but still requiring a headtorch. The hard-packed track can be run in road or trail shoes, though the tunnel surface has ruts and..

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..

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..

Linacre Infini Trail Race is a 6-hour, lapped trail endurance event held at Linacre Reservoirs in a wooded valley near Cutthorpe, Chesterfield, Derbyshire. Organized by First Light Adventure, the course uses well-maintained trails and footpaths, with a marked 5 km lap that runners complete multiple..

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..