Trail Running calendar near Whitby 2026-2027

Moors The Merrier 21 is a scenic yet testing fell race of 21 miles across the South West Pennines from Hebden Bridge Golf Club. Expect moorland vistas, festive fun with a Santa hat and small gift tradition, plus post race hot meal.

Take on the Simonside Cairns fell race in Rothbury, Northumberland, a rugged 11 mile route over moorland and cairns that rewards grit and scenery. Entry on the day from Jubilee Hall is £10 and teams of three are welcome.

Silent Night on Fri 18 Dec 2026 is a bold night fell race in Weardale that sends runners up Chapelfell Top under head torch light. Expect rough, pathless terrain, strict navigation and kit checks, and pre entry only for experienced adults.

Run Fellrunner at Stoop at Penistone Hill near Haworth, an 8 km fell race with 250 m climb across the Pennine hills. Festive extras include a free Santa hat, Christmas prizes, a Curly Wurly for finishers and post race coffee.

Join the Chopwell Woods Christmas Trail Races on 20 December 2026 for festive trail fun across a Santa Mile, 4 Mile and 8 Mile routes suitable for kids and adults. Enjoy seasonal scenery and family friendly racing with entries open now.

Take on a scenic 8.8 km fell race from Guisborough Rugby Club through the North York Moors, with 376 m of climb to test your legs. Junior races and team categories make it a festive late December outing with on the day entries and post race..

Join The Drop UK in Skipton for a daring navigation challenge: blindfolded and dropped at an undisclosed location you must find your way back without maps or devices. Choose 6, 10 or 15 mile options and hand in electronics at registration.

Ring in the New Year with this scenic, hilly 10.8 km trail around Penistone Hill Country Park near Haworth on 31 December 2026. Entries are limited, chip timing is new for 2026, and every finisher receives a bottle of Daleside beer plus cof..

Take on the Pendle Way In A Day winter trail challenge from Barley with 45 miles or 30 miles routes across South Pennines moorland and up Pendle Hill. Expect big climbs, navigation tests and mandatory winter kit.

Explore the Yorkshire Dales on a guided weekend taking on the 24 mile Yorkshire Three Peaks route with bunkhouse nights in Horton in Ribblesdale. Enjoy a relaxed 10 km loop on Sunday plus coaching, a training plan and event photos.