Trail Running calendar near Guisborough 2025-2026
We have found 515 Trailruns within 80 miles of Guisborough. See below where and when you can find the races.
We have found 515 Trailruns within 80 miles of Guisborough. See below where and when you can find the races.
Tackle the classic Simonside Cairns fell race near Rothbury on Sun 14 Dec 2025: 11 miles with 540 m of ascent and counting toward the North East Fell Running Championships. Entry on the day £10 includes soup and a roll; teams welcome.
Run into the night on an unmarked rough route to Chapelfell Top in the Silent Night Race. This 6.6 km out and back with 370 m of climb requires navigation, strict kit and pre entry, making it a real test for experienced fell runners.
Join PieAthlon 2025, a fun 6 km trail from The Dusty Miller Pub with three pie tasting stations and scenic Longwood views. Expect muddy off road terrain, fancy dress, medals and prizes while supporting the local Scout Group.
Join the Cragg Vale Christmas Score Event on 20 December 2025 at Cragg Vale Church for a fun 90 minute orienteering challenge. Visit controls to collect points, enjoy a bacon or vegan bap, and support Cragg Church refurbishments.
Join Wharfedale Harriers on 21 December for The Stoop, an 8 km fell race at Penistone Hill Country Park with about 250 m ascent. Expect a festive vibe with a free Santa hat, post race tea and a Curly Wurly, and team entries welcome.
Take on Orrest Sun Up in Windermere on Sun 21 Dec 2025, a bracing one mile climb to Orrest Head with stunning Lake District views. Entry on the day from The Phoenix Centre is £5 with donations supporting local community charities.
Celebrate Boxing Day with the Chevin Chase, a hilly 7 mile road and trail loop around scenic Otley Chevin near Guiseley. Chip timed and supporting local causes, finishers choose a technical shirt or a tree planted in their name.
Celebrate Boxing Day with the Whinberry Naze fell race in Rawtenstall, a punchy 4 mile course with 229 m climb across Pennine fells. Enter on the day for a festive atmosphere, fancy dress prizes and a friendly post race vibe.
Take on the classic Wansfell fell race in Ambleside on 27 December 2025, a scenic out and back to the rocky summit. Expect steep stone steps, open fell running and a warm finish at Force Cafe, with pre entry and mandatory kit required.
Run a moonlit 15 km through Kielder Forest, climbing to the summit of Deadwater Fell before returning along forest tracks and mountain bike trails. This night race opens the Shadowlands Race Series with night prizes and series points.
Tackle the Booze Run in Arkengarthdale on 28 December, a scenic 9 km fell race through wintry dales. Enjoy mince pies and a warming drink at the Booze checkpoint and celebrate back at The Red Lion pub.