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 Trident Grantham Triathlon will take place in Grantham on Sunday 26 April 2026.

A Coventry Way Challenge is a 40-mile countryside route around Meriden, starting and finishing at the Heart of England Social Club. Participants may walk or run, solo or in a relay, for fun or charity. The event features five checkpoints offering cold drinks and a selection of food, plus meals at th..

The Tissington Trail Marathon and Half Marathon take place in Derbyshire, starting from Ashbourne Leisure Centre. The event features a multi-terrain, undulating course along the historic Tissington Trail, a former railway line running 13 miles from Parsley Hay to Ashbourne. The route offers stunning..

May 2026

Pennine Barrier Ultra 50 is GB Ultrans’ 50-mile mountain ultramarathon set in the Yorkshire Dales, starting at Malham. The route covers about 50 miles with roughly 2,593 metres of ascent, weaving Pennine Way and Yorkshire 3 Peaks trails together. Runners traverse iconic scenery including Malham Cove..

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The Malvern Hills Ultra (MHU) is Ultra Running Ltd’s four-distance ultramarathon held near the Malvern Hills in Worcestershire. The 47-mile option is an out-and-back course along the Worcestershire Way from Abberley Village Hall (start/finish), turning at Sally’s Place and British Camp, with a total..

The Rainow 5 is a popular 5-mile trail and fell race held annually in May around Rainow and Kerridge Ridge, organized by Macclesfield Harriers & Athletic Club. Attracting 250-300 runners, the race features a hilly course that includes scenic ridge paths and local nature reserves. Established in 1989..

The Sheinton Steeplchase is a 5.3 km cross-country race held near Sheinton Church by Cressage in the West Midlands. Featuring a total ascent of 100 meters, it offers a challenging yet accessible course that is not a traditional fell race but still highly regarded for its competitive and enjoyable na..

PFW Running's Brockholes Bimble is a trail event at Brockholes Nature Reserve, Preston. The 250-acre reserve, run by the Wildlife Trust and home to the UK’s first floating visitor centre, offers a scenic course along lakes, the River Ribble, and woodlands. Distances are 10K (1 lap + out-and-back), H..

The Run Rabbit Trail Festival is a multi-distance trail running event held at the scenic Deene Park Estate near Corby. Scheduled for May 2026, it offers three main challenges: the Trail Mix Challenge (25k), featuring five different 5km loops run hourly over five hours; the Headlight Hop (10k), an ea..

Spire Ultra is a 33-mile trail race set around Chesterfield, Derbyshire, returning for its 10th edition. The largely circular route follows the Chesterfield Round Walk, weaving through moorland, woodland, reservoirs and farmland, offering varied scenery. The event is run under permit from the Associ..

Marsden Moors and Marsden Moors Marathon, run by The Irregulars LDWA, starts and finishes at Marsden Parochial Hall near Huddersfield, West Yorkshire. It offers three circular routes—18 and 23 and 26 miles—through the Colne Valley moorlands around Marsden. The event now includes a full marathon rout..

Dukeries 30 / 40 is HOBO Pace’s annual trail race in Nottinghamshire, starting and finishing at Walesby Sports & Social Club in the heart of Sherwood Forest. The two-loop event offers about 30.8 miles (30) or 40.8 miles (40) on a single clockwise course, mostly along forest trails and footpaths. Run..

PFW Running - Cottam Canter is a multi-distance event at the UCLAN Sports Arena in Cottam, Preston, Lancashire. The route travels along the Lancaster Canal towpath to Haslam Park, looping back to the arena for the finish, offering an undulating mix of off-road and paved sections. Distances are offer..

Shires and Spires is a renowned multi-terrain running event held in Northamptonshire, UK, starting and finishing at Naseby Village Hall. The race offers five distances: 10K (road), half marathon, three-quarter marathon, marathon, and a challenging 35-mile ultra marathon. The course features a scenic..

Hardmoors 26.2: White Horse is part of the Hardmoors 26.2 Series, staged from Sutton Bank Visitor Centre near Thirsk, North Yorkshire. The event offers circular courses: a Trail Marathon (~28 miles), a Half Marathon (~17 miles), and a Trail 10k (~8 miles), with ascent figures of about 3400 ft, 1900..

PFW Running - Avenham Amble is a parkland-based running event in Preston, starting and finishing at the Avenham Park Café by the River Ribble. The course uses hard-surface paths through Avenham Park, Miller Park, and Upper Farm nature reserve & leisure park, with a river crossing before returning to..

The Jack Bloor Races are an annual FRA-affiliated fell running event held on Ilkley Moor in Yorkshire. The programme includes an evening senior fell race plus a series of junior races, emphasizing participation and community spirit against the iconic moor landscape. Proceeds from the races support J..

Punk Panther Skipton Skedaddle is an off-road ultramarathon event based in Skipton, starting from St. Andrew’s Church on Newmarket Street. The race offers four distances — 13, 20, 34 and 50 miles — with climbs from roughly 1,500 to 7,600 feet, set against the Dales’ dramatic scenery. The route takes..

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Trent Valley Ultra 2026 is a scenic 50k ultramarathon organized by Quadrio Events, held around Milestone Brewery & Tap on Great North Road in Cromwell, near Newark. The route showcases picturesque villages and uses a mix of footpaths, bridleways, tracks and minor roads, offering a brewery-to-brewery..

SilverBackTrails Oswiu’s Revenge is a trail half marathon around the Black Hambleton and Silton Woods, south of Osmotherley in North Yorkshire. The roughly 13.2-mile route uses forest tracks and ancient trods, with views over the North York Moors and the Vale of York. Described as friendly yet chall..