Trail Running calendar near Chesterfield 2025-2026

We have found 447 Trailruns within 80 miles of Chesterfield. See below where and when you can find the races.

The Maravan Half is a unique running event scheduled for Sunday, 23 November 2025, at Haven Thorpe Park Holiday Park in Humberston. This half marathon features four slightly shorter laps, providing a flat and multi-terrain experience for participants. With a limited capacity of just 40 entrants, the..

DirtRun In The Dark is an exciting 10km off-road running event set in the scenic Wyre Forest at the Callow Hill Visitor Centre. Participants will navigate a two-lap course through tracks and trails under the cover of darkness, making headlamps or torches a mandatory requirement. Open to runners aged..

The Winter Trail Runs at Dalby Forest is an exciting running event set in the stunning surroundings of North Yorkshire's Dalby Forest, part of the North York Moors National Park. Participants can choose from three distances: a Marathon (26.2 miles), a Half Marathon (13.1 miles), and a 10km run (6.2..

December 2025

The Alyn Waters Winter Trails event offers a fantastic opportunity for trail running enthusiasts of all abilities to participate in 5k and 10k courses in a scenic country park. The courses are fully marked and marshalled, ensuring a safe and enjoyable experience for all participants. With no time li..

The Mytholmroyd Fell Race is a classic fell running event organized by Calder Valley Fell Runners, featuring a challenging 6-mile (9.7 km) course with an elevation gain of 1640 feet (500 m). The race is designed to accommodate both experienced runners and newcomers, with a flagged route that include..

The Cardington Cracker is a popular fell running event organized by Telford Athletic Club, taking place in Cardington, Shropshire. The race covers a distance of 14.5 km with a total ascent of 793 meters, making it a challenging course, especially in December's wet conditions. Participants must pre-r..

The Bauble Bimble is a festive running event taking place at Ferry Meadows, Peterborough, known for its scenic landscapes. Participants can choose between a 6-hour or 4-hour timed event, running laps of a 5.3k multi-terrain course. This event is suitable for runners of all levels, from beginners to..

The ATW Grafham Water - Trail & Canicross event invites participants to enjoy a scenic 10-mile trail run around the picturesque Grafham Water reservoir in Cambridgeshire. The route begins on the iconic dam and features fast-running trails through a Woodland Nature Reserve, past Dragonfly Pond, and a..

The Valhalla Winter Run 2025 is a unique 6-hour lapped running event set in the scenic grounds of York University. Participants can choose their challenge, running anywhere from a single lap to multiple laps, with options for half marathon and marathon distances. The course features a 2.2-mile out-a..

The Punk Panther Christmas Cracker is an exciting running event set for December 13, 2025, featuring a unique mystery route that changes each year. Participants can choose from three distances: 12 miles, 19 miles, or 32 miles, with starting positions determined by their average pace in previous Punk..

UTMB Index

The Moors The Merrier is a festive running and walking event held in Hebden Bridge, featuring a scenic 21-mile circular route. Participants traverse various moors, including Midgley and Wadsworth, starting and finishing at Hebden Bridge Golf Club. Essential gear includes a Santa hat and a small gift..

The Sherwood Pines Festive Trail Runs, hosted in the scenic Sherwood Pines near Mansfield, offer a variety of running events suitable for all ages and abilities. Participants can choose from a 10km trail run, a family-friendly 1-mile event, and duathlons. The picturesque setting, rich in Robin Hood..

The Moel Famau Festive 'Piece of String' Race is a unique running event held on the last Saturday before Christmas, offering participants a chance to enjoy a scenic run on one of the region's most popular hills. The race features a Canicross segment and has an unpredictable distance, ranging between..

The Wormstones Fell Race will take place in Glossop on Wednesday 31 December 2025.

January 2026

The Punk Panther Green Gateways will take place in Otley on Thursday 1 January 2026. You can run between 13 and 34 miles.

The Montane Winter Spine is a challenging non-stop endurance race covering 268 miles along the Pennine Way, starting from Edale in Derbyshire and finishing in Kirk Yetholm, Scottish Borders. Known as Britain's most brutal endurance race, participants have 168 hours to complete the course, which incl..

The Skipton Sweetie Skedaddle is a scenic running event held along the Leeds and Liverpool Canal, offering a range of distances from 5K to Ultra. This out-and-back race is designed for runners of all abilities, featuring a flat and even towpath. Participants can enjoy well-stocked feed stations and..

The Kirkstall Calverley Cutter and Kirkstall Bridge 10km, organized by Great Owl Running, features a 16km trail race and a 10km canal run, showcasing the scenic Leeds Liverpool Canal and River Aire. The event is designed for runners of all levels, with a fully marked course and marshals at key point..

February 2026

Pendle Way In A Day is a challenging winter ultra event taking place in East Lancashire, featuring a scenic route of approximately 45 miles with a 6,100 ft ascent, alongside a shorter 30-mile option. Participants can choose to walk or run, starting from Barley at the foot of Pendle Hill. The event s..

March 2026

The Pennine Bridleway PB18km Trail Running event is an 18km trail running adventure designed for participants of all skill levels, from beginners to elite athletes. Set against the stunning backdrop of the Peak District, the course features a mix of fast trails and challenging ascents, with a total..