Trail Running calendar near Guisborough 2026-2027

We have found 501 Trailruns within 80 miles of Guisborough. See below where and when you can find the races.

Run the Sledmere Sunset Trail 10K on 5 June 2026, winding through chalk valleys and secluded woodland to finish on the lawns of Sledmere House. Chip timing and a finisher medal add a rewarding touch to this scenic evening race.

Take on the North Leeds Skyline on 6 June 2026, a scenic off road challenge from Otley with 16 km, 25 km and 51 km trail options plus a 50 km relay for teams of four. Expect rugged footpaths, panoramic views and well supported checkpoints.

Join Great Langdale 21 on 6 June 2026 for a scenic yet challenging 21 km trail through the dramatic Lake District fells. Steep technical climbs, river crossings and big views await, with marshalled checkpoints, a quirky medal and lively Sca..

Run a scenic loop from Kendal through the Southern Lake District, passing Garburn Pass, Ambleside and Lake Windermere. Options range from a 10 km Ambleside loop to a full 100 km challenge with support and finisher rewards.

UTMB Index

Run the Samaritans Way Ultra on 6 June 2026 in Guisborough with scenic off road 40 km and 60 km options plus a 60 km relay. Race for charity as profits support Teesside Samaritans and enjoy a medal, tee and aid stations.

Run a 24 hour, 50 mile route across South Pennines moorland from Marsden to Ilkley while visiting six Simon Armitage Stanza Stones. Enjoy sweeping scenery, indoor checkpoints, live tracking and a hearty finishers meal.

Run the stunning Northumberland coast from Bamburgh Castle to Tynemouth Priory in this 100 km ultra, passing castles, harbours and beaches. Fully waymarked and supported with feed stations, tracking and a 24 hour cut off for finishers.

Join the iconic Pen Y Ghent Fell Race on 6 Jun 2026 in the Yorkshire Dales, a classic 12.2 km route with rewarding climbs and stunning views. Open to runners aged 18 plus with pre entry or race day entry and team competition available.

Take on the Wharfedale Trail Half Marathon in the Yorkshire Dales, starting and finishing at Wharfedale Rugby Club in Threshfield. Enjoy 13.2 miles of flagged trails, big climbs and sweeping views while supporting your local rugby club.

Take on the North Star Ultra a 170 mile multi leg trail ultra starting from Kielder Castle over a weekend in June. Choose solo or team entries and tackle five scenic legs with live tracking and on route support.

Tackle the Stanza Stones Ultra, a 50 mile trail across the South Pennines from Marsden to Ilkley that links six carved stones and climbs around 6800 ft. Enjoy wild moors, valley drops, indoor checkpoints and a welcoming finish in Ilkley.

Join the BOFRA championship in Kettlewell, Upper Wharfedale on 7 June 2026 for a classic fell race. Tackle a sharp climb to the skyline cairn before a fast descent over a short scree section, with entries available on the day.

Classic Lake District fell race from Howtown Bobbin Mill, testing runners over 13.3 miles with about 1400 m of climb across rugged terrain. Entry is on the day for £8 and limited to 100 starters so arrive early.

Join the Crackpots Trail Run in Kirkby Malzeard for a scenic 11 km loop through Nidderdale AONB with moorland, trails and river crossings. Finish to a handmade pottery medal and enjoy a free cup of tea and a pie.

Tackle the Coppice fell race in Accrington on Tue 9 Jun 2026, a spirited 6.6 km course with 310 m of climb starting from the Whitakers Arms. Day entry only means it is ideal for last minute plans and teams are welcome.

Enjoy scenic trail running through the historic Wentworth Castle Gardens with 5 km and 10 km options. Canicross friendly, this midweek event offers live chip timing, a medal and post race snack to celebrate your run.

Run along Ullswater in the Lake District at Pooley Bridge Wild Trail Runs on 13 June 2026, with 10 km and half marathon options. Dog friendly with live chip timing, bespoke finisher medals and event merchandise.

Enjoy a scenic out and back on the Six Dales Trail between Otley and Pateley Bridge on 13 June, passing Swinsty, Fewston and Thruscross reservoirs. Choose 13, 20 or 32 miles with checkpoints, trackers and a warm finish at The Bridge Church.

Join the Manorlands PaintRush 5K in Silsden on 14 June 2026 to support Sue Ryder Manorlands Hospice. Expect seven colourful paint stations, fun obstacles and a festival vibe with music, food and a bar at Jacksons Field.

Roche Abbey Ramble has 6.7 mile, half, 20 mile and marathon options on a scenic lapped trail from the Travellers Rest in Sheffield. Enjoy undulating woodland, marshalled stepping stones, midcourse feeds and a finishers cake and chip butty.