Trail Running calendar near Grindleford 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.

Enjoy an autumn run through the woodlands of Cannock Chase with 5K, 10K, half marathon and junior options on scenic forest trails. Expect friendly marshals, an event village, a themed medal, free photos and post race goodies.

Tackle the Viking Chase, a 12 km fell race across the North York Moors on 11 Oct 2026, featuring 572 m of climb and sweeping moorland views. Entry on the day, adults only, with proceeds to Cleveland Mountain Rescue.

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.

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.

Run Amberaid on 17 October 2026 from Ashover Village Hall, choosing 31 mile or 20 mile figure of eight routes through the Amber Valley by the Peak District. Undulating unmarked trails with GPX route notes, checkpoints and finisher medals.

Tackle a scenic but testing 50k across the Yorkshire Dales on 17 October 2026 from Grassington, passing Malham Tarn and Buckden Pike with 1260 m of ascent. Self navigated trails reward map skills and include remote aid, live tracking and a..

Rip n Run XL near Hebden Bridge offers 40 mile and 80 mile loop options across Ripponden moorland with testing climbs and scenic views. Expect rugged terrain, checkpoints, hot food and spirited support from She Strides Events.

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..

Take on the Brenig Way 50k, a scenic 50 km trail from Corwen to the dam at Llyn Brenig that winds through the Dee Valley, crosses into Conwy and climbs into Clocaenog Forest. Expect rugged climbs, technical descents and sweeping upland view..

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.

On 24 Oct 2026 Punk Panther Nidderdale Way offers scenic trail runs along the Nidderdale Way through Ripley Castle, Brimham Rocks and Scar House Reservoir. Distances from 13 to 55 miles with UTMB qualification, live trackers and hot food.

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.