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.

Explore Coatham Woods near Eaglescliffe in CLOK's regional orienteering event at Birk Brow and Skelton Warren on Sunday 14 Dec. Routes from beginner white to challenging brown suit all abilities, dogs welcome and limited entries on the day.

Celebrate the season with a festive 7 hour time challenge along the River Wear, enjoying scenic cathedral views as you choose how far to run or walk. Finish at least 5 km to claim a themed medal and a running buff.

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.

On 20 December take on the Beyond the Lune Skyline Winter Ultra, a 65 km loop from Kirkby Lonsdale climbing seven summits and finishing with beer or mulled wine and sourdough pizza. Tough, scenic and hugely satisfying.

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 Beyond the Lune Winter Editions for festive trail runs from The Royal Barn in Kirkby Lonsdale, with 5 km, 10 km and 20 km routes over rivers, footpaths and fells. Hot drinks, treats and a finisher beer add extra festive cheer.

Calverley Chaos is a Christmas edition 12 km trail race along the Calverley Millennium Way, taking in canal towpath and countryside views and based at The Railway Inn in Leeds. Entry is limited to 100 runners so book early.

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.

Experience night orienteering at historic Oakwell Hall, navigating woods, parkland and formal gardens by headtorch as the Elizabethan manor glows nearby. Choose from four courses 1.1 to 4.0 km with on site support and a cafe for hot drinks.

Celebrate the season at Chopwell Woods on 21 December 2025 with festive trail routes for family 1 mile, 4 mile and 8 mile runners through atmospheric woodland. Finishers get medals and mince pies and canicross is welcome.

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.

Orienteering at Oakwell Hall country park on Sunday 21 December offers mixed woods, parkland and varied terrain for runners of all abilities. Novice and family courses include navigation help and hireable timing dibbers, so newcomers are we..

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.

Run the Guisborough Woods Fell Race on 27 December 2025 in North Yorkshire, an 8.8 km three lap course with 376 m of climb over steep, technical forestry trails. Hosted by Esk Valley Fell Club, it welcomes juniors and teams and ends with pr..

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.