Trail Running calendar near Chesterfield 2026-2027

Take on the Peak District Challenge, an overnight then Saturday walking and running event from Hathersage with routes from 25 km to 100 miles for teams or experienced solo runners. Follow GPX routes, enjoy checkpoints, Mountain Leaders and..

An unmarked ultra across the West Pennine Moors visiting Darwen, Rivington and Peel towers, offered over 39 or 55 miles with significant ascent, checkpoints, GPS tracking and mandatory protective kit.

An ultramarathon covering 40 miles around the Peak District that starts and ends in Buxton on 19 September 2026. The route passes Goyt Valley, Mam Tor and the Monsal Trail and entries are managed via SiEntries; minimum age 18.

Oktoberfest Running by Grim Up North hits the Leeds and Liverpool Canal at Rodley for chip timed races on a flat towpath, with distances from 5K to Ultra. Finishers get a medal and post race treats in a fun, friendly atmosphere.

Tissington Trail Half Marathon Weekend is a 13 mile traffic free run from Parsley Hay to Ashbourne held over two days in September. Coaches run from Ashbourne Leisure Centre to the start, and entries include a bespoke medal and free photos.

Classic fell race in Kettlewell, Yorkshire Dales: 4 mile route with 475 m climb over rugged upland terrain. Open to 16+ with pre entry or entry on the day, teams welcome and free parking for entrants.

Take on the scenic Bollington 3 Peaks fell race in the Peak District on Sat 19 Sep 2026, a 9 km course with 370 m climb. Pre entry only, entry includes food and a pint from Bolly Brewery.

Teams of four contest a mixed road and fell relay around Uppermill, combining two road laps and two fell laps across hilly circuits and Saddleworth Moor. The event is based at the Cross Keys Inn and includes several category classes.

A 13.1 miles trail half marathon in Bronte Country between Haworth and Hebden Bridge on 20 September 2026, organised by Sue Ryder. The hilly single lap finishes with pie and peas and a race memento.

Trail races around Clipston offer a half marathon and a 5 mile country run across bridleways, footpaths and minor roads. The course gains 237 m and all finishers receive a medal and homemade cake.

Enjoy scenic Yorkshire routes in Knaresborough at the Yorkshire Weekend Saunter Series on 20 September 2026, with a choice of 10K or half marathon. Finishers get a jumble medal, hot food and a beer or soft drink.

Run a scenic 10km through Cannock Chase Forest's woodland and heath with live chip timing and a finisher medal. Canicross friendly and offering a post race snack and drink, this event blends great trails with a welcoming vibe.

A three hour mountain marathon score event in the Dark Peak on 20 Sep 2026, run as solo or pairs with staggered starts. Pre entry is required, fees differ for members and non members, and juniors under 18 must be accompanied.

A waterside trail event near Otley on 26 September 2026 with routes that pass seven reservoirs and offer distances from a half marathon up to a 32 mile ultramarathon, tracked entries, checkpoint support and mandatory kit requirements.

Navigate 102 miles of historic canal towpaths in this ultramarathon. With 11 support checkpoints and a 30-hour cutoff, it's a test of endurance on a largely flat route. Finishers are rewarded with a commemorative belt buckle and the event a..

A flagged and marshaled AS fell race of about 4.3 miles with 400 m of ascent around Thieveley Pike, featuring moorland climbs, technical descents and a finish back in the start field. Registration is at St John’s Church Hall in Holme.

Trail running in Hope, Peak District with 21K and 52K routes featuring Win Hill, reservoir edges and moorland. Waymarked course, staffed aid stations, chip timing and a themed finisher medal.

A short relay event in Malham on Sunday 27 September 2026 with laps of about 1.1 km and roughly 75 m of climb. Mixed teams are formed on the day, entry is on the day with a £3 fee, and all proceeds go to charity.

A category BM fell race of 11.3 km with 415 m climb around Waddington on 27 September 2026. Entry on the day is £5, teams of three are allowed, the route is marshalled and a 45 minute cut off applies on the upper track.

A BM class fell race in Wirksworth covering 13.7 km with 457 m of ascent. The route starts in Stoney Wood and runs over quarries, the High Peak Trail, Carsington Pastures and Harborough Rocks with varied climbs and descents.