Trail Running calendar near North Wingfield 2026-2027

Take on the Curvy Cuerden Challenge, a six hour timed trail at Cuerden Valley on a scenic undulating 5 km loop. Run as many laps as you like and earn a bespoke finisher medal with marshals and an aid station on course.

Tideswell Terminator is a Peak District fell race on 10 October 2026, covering 9.1 km with 283 m of climb across scenic hills. Pre entry only, age 18 plus, this short course is a bracing test for fell runners.

Run the Sheffield TenTenTen at Endcliffe Park, a lively mixed terrain 10k through grass, paths and woodland that welcomes all abilities. A 2.5k fun run invites kids and families for a friendly, accessible day of outdoor running.

A trail running festival at Cannock Chase Forest on 11 October 2026 offering half marathon, 10K, 5K and a junior race, with chip timing, a themed medal, race photos and an event village with food and partner goodies.

Take on the Withins Skyline, a scenic 10.1 km fell race near Haworth in the South West Pennines with roughly 300 m of climb. Friendly entries, series options and a Cadbury Curly Wurly plus free coffee await at the finish.

Join the 20th Andrew Heywood Memorial Windgather on 11 Oct 2026 in the Peak District, a 21.7 km trail with 762 m ascent starting at the Burbage Institute, Buxton. Pre entry is advised and pre entries receive a commemorative memento.

Join the Grafham Water Trail Races on 11 October 2026 with 10k and half marathon routes from Marlow Park around the reservoir on fully marked trails. Enjoy scenic water views, marshalled support and a finishers medal for all.

Scenic, undulating trail runs around Carsington Water with half marathon and 10k options on 17 October 2026. Entries include a themed medal, water and post race refreshments, with marshals and kilometre markers to guide you.

A 31 mile figure of eight trail run from Ashover Village Hall with a 20 mile northern loop option. The route is largely unmarked, GPX files and checkpoints are provided, and there is a nine hour time limit.

Self-navigated trail routes around Grassington in the Yorkshire Dales on 17 October 2026. GPX files, live tracking, aid stations and a finisher meal are provided across 25k and 50k options.

Rip n Run XL is an overnight ultra near Ripponden offering a **40 mile** route with 5,800 ft ascent or an **80 mile** double loop to finish within 28 hours; base is Wadsworth Community Centre with multiple checkpoints and indoor facilities.

Enjoy autumn trails at Loggerheads Country Park on 17 October 2026 with fully marked, marshalled loops and quiet early starts. Choose 6 km, 12 km, or a 6 km canicross for a relaxed and scenic trail morning.

Enjoy scenic Yorkshire weekend routes around Brighouse with a relaxed, welcoming atmosphere at the Yorkshire Weekend Saunter in October 2026. Choose 5K, 10K or half marathon, then celebrate with a jumble medal, hot food and a beer or soft d..

Join Old Mother Shipton's Soft Shoe Shuffle in Knaresborough on 18 October 2026, offering looped options from 10k to ultra for every level. Enjoy scenic parkland and disused railway views, with marshals, feed stations and a bespoke medal.

Join the Gormire Gamble on Sunday 18 October 2026 at Sutton Bank in the North York Moors. This 9.1 km fell race with 250 m of climbing offers sweeping views and a lively autumn challenge for seasoned runners.

Multiple distance trail event on 24 October 2026 along the Nidderdale Way in North Yorkshire, passing Ripley Castle, Brimham Rocks and Scar House Reservoir. Trackers are supplied, checkpoints offer food options, and a mandatory kit list app..

Run the scenic Monsal Trail through tunnels and over the Monsal viaduct in a traffic free half marathon or 10k from Bakewell Station. Enjoy bespoke medals, free photos and stunning Derbyshire views.

The Nidderdale Way Ultramarathon will take place in Pateley Bridge on Saturday 24 October 2026.

Join Zig Zag Running at Ferry Meadows for Pumpkin Plod, a 4 or 6 hour timed loop to log road or ultra distances on a scenic 5.3 km mixed terrain lap. Water each lap, a finisher medal and virtual entry make this a flexible autumn challenge.

Run the Bronte Way fell race through the South/West Pennines, a scenic 12 km point to point with 351 m of climb. Pre entry only with limited bus support and a warming soup and roll at the finish make this a classic autumn challenge.