Trail Running calendar near Guisborough 2026-2027

We have found 510 Trailruns within 80 miles of Guisborough. See below where and when you can find the races.

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.

Explore the estate trails at Constable Burton Hall on 14 May 2026 with 5km run or walk and a 10km option, all through scenic parkland, woodland and farm tracks. Expect varied terrain and muddy patches for a proper countryside trail experien..

Join Rodley Rock up n' Run for a friendly pop up summer race along the Leeds and Liverpool Canal behind the Rodley Barge Pub. Pick a 5k or 10k and celebrate with hot food, a beer and a jumble medal in relaxed village company.

Experience Dales scenery around Malham Tarn, Gordale Scar and Pen y Ghent at the Punk Panther Skipton Skedaddle on 16 May 2026. Distances from 13 miles to 50 miles suit every trail runner, with checkpoints, tracking, medals and event T shir..

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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.

A trail half marathon of about 13.2 miles around Black Hambleton and Silton Woods near Osmotherley, featuring varied terrain, navigation aids, a 3.5 hour limit and a 50 runner field with mandatory safety kit.

Enjoy scenic 5 km and 10 km trail runs around Derwent Reservoir, across firm trails, grass and woodland. Canicross friendly with live chip timing and finisher medal, merch and a postrun snack.

Enjoy a scenic 10km trail around Paul’s Pond and Golden Acre Park in Cookridge, Leeds, with varied underfoot surfaces and a midrace hill to keep it interesting. Friendly local event with limited entries and finish at the scout hut.

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 the Dun Holm Challenge in Durham on scenic trails along the River Wear with stunning cathedral views. Choose distances from a 3 km minimum to ultras or take the multi day Time Challenge, earn themed medals and enjoy lap aid stations.

A 200-mile single-stage ultramarathon from Kingston upon Hull along the Wolds Way and Cleveland Way to Helmsley, with 24,300 ft ascent, a 60-hour overall cutoff and mandatory motorised support; limited entries and relay options.

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.

A 32-mile point-to-point trail ultramarathon in East Lancashire that links four Panopticons art installations across South Pennines trails, with map and GPX support, notable climb, and specific kit and navigation requirements.

A 110 mile single stage trail ultramarathon along the Cleveland Way from Filey to Helmsley with a 36 hour time limit, passing coastal towns and the North York Moors. Entries open July 2025 and are managed via SiEntries.

WEEKEND 9 is a waymarked 25.5 km route in the Howgill Fells with about 1500 m of ascent. It offers loaded and unloaded categories with safety teams on course and concludes with a finisher patch and an end of race pint.

Take on scenic Hutton Roof Crags Fell Race near Kirkby Lonsdale, an 11 km challenge with about 400 m of climb over crags and Farleton Knott. Navigation is required so bring map and compass and advance entry is required.

A flat, friendly trail run from Pelican Park into East Hull countryside via the TransPennine and Hornsea Rail Trails, with distances from 5k to marathon. Marshalled course, regular aid stations and a bespoke finisher medal.

A series of measured races through Hulne Park beside Alnwick Castle on 24 May 2026, from a Junior 2K to a Half Marathon. Traffic-free multi-terrain routes, chip timing, finisher medals and race-day facilities at Race HQ in Hulne Park.