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.

Pendle Cloughs fell race on Saturday 9 May 2026 in Downham near Clitheroe is a tough 14 mile route with 1250 m of ascent across classic Lancashire fells. Entry capped at 400 with limited on the day places so book early via SIEntries.

Take on the classic Fairfield Horseshoe fell race in the Lake District on 9 May 2026, starting and finishing at Rydal Hall. This scenic but demanding 14.5 km course climbs 914 m, offering epic views and a tough fell running challenge.

Take on Hardmoors 26.2 White Horse at Sutton Bank Visitor Centre for scenic rugged trail running across the North Yorkshire moors. Choose marathon, half or 10k on circular, self navigated courses with a small field and cupless format.

Tough, scenic fell race in Bilsdale, North York Moors on Sun 10 May 2026. About 11.3 miles with 950 m of climb across classic moorland terrain. Enter on the day; expect limited parking so please car share.

Trunce 3 at Oxspring Playing Field on Mon 11 May 2026 offers a scenic but hilly 6.2 km senior race with 190 m of climb in the Peak District. Entry on the day is £3 with a 3 km over 10 junior race included, part of an eight race series.

Run or walk scenic trails at Constable Burton Hall, choosing 5 km or 10 km routes through pasture, woodland and a lively stream crossing. Limited to 200 entrants, this friendly estate event offers post race food and a charity donation.

Run the Rodley Rock up n' Run, a pop up Summer Series 5k and 10k along the Leeds and Liverpool Canal, with on the day or online entry. All finishers get a jumble medal and hot food plus a beer or soft drink.

Experience stunning Dales trails at the Punk Panther Skipton Skedaddle on 16 May 2026, with distances from a half to a 50 mile ultra that visit Malham Tarn and Gordale Scar. Expect big climbs, epic views and a festival finish with medal and..

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Take on the Sedbergh Fell Race on 16 May 2026 for a stiff climb up Winder and a thrilling descent back to The Showfield. Senior and junior races welcome with entries available on the day.

Take on the Oswiu's Revenge half marathon on 17 May 2026, a scenic trail loop around Black Hambleton and Silton Woods near Osmotherley. Limited to 50 runners, this technical course rewards finishers with a bespoke medal and certificate.

Join the Derwent Reservoir 5k and 10k trail runs on 17 May 2026 for scenic routes around the reservoir with grassy paths and woodland trails. Canicross friendly with medals, snacks and live chip timing for a fun, fast day out.

Enjoy a scenic trail 10K around Golden Acre Park and Pauls Pond, featuring woods, a grassy hill and lakeside views. Friendly community vibe, souvenir CC10K t shirt and on course support make it ideal for spring runners.

Join the Calderdale Way Relay on Sun 17 May 2026 for a scenic but savage 80.5 km team challenge across the South West Pennines with 3660 m of climb. Teams of 12, pre entry only, runners run in pairs and strict kit rules apply.

Tackle the classic Mearley Clough Fell Race near Clitheroe, a short but sharp 5.6 km climb across scenic South Pennine fell. Entry on the day and a warming pasta supper make this a friendly, bite sized challenge.

Tackle a classic Pennine fell on Wed 20 May 2026 in Kildwick, starting at the White Lion. This punchy 6 km course with 245 m climb delivers steep ups, junior races and a friendly crowd; pre entry is available and parking is limited.

Run as far as you like along the scenic River Wear in the Dun Holm Challenge, a seven hour time event at Durham. Enter single days or all five for a commemorative t shirt and enjoy signed trails, aid stations and vegan options.

The Hardmoors 200 is a 200 mile single stage ultramarathon across the Yorkshire Wolds and Cleveland coast to Helmsley. Limited to 50 runners and held every two years, it is a rugged, epic trail test.

Join Day 2 of the Dun Holm Challenge, a 7 hour timed run around the River Wear with flat laps and Cathedral views. Choose from a 3 km finisher up to ultras and 50 km, with aid stations, toilets and vegan options.

Panopticons Ultra is a scenic point to point 32 mile trail race around East Lancashire that links four striking Panopticons across Pennine foothills. Expect 4,700 ft of climb, varied terrain and a memorable finish in Trawden.

Take on the Hardmoors 110, a 110 mile ultramarathon along the scenic Cleveland Way through the North York Moors and coastal towns. Start in Filey and finish in Helmsley with 36 hours to conquer moors, cliffs and ever changing trails.