Trail Running calendar near Guisborough 2025-2026

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.

Run a scenic trail half marathon around Black Hambleton and Silton Woods near Osmotherley with views across the North Yorkshire Moors. Limited to 50 runners, the technical course and bespoke medals promise a memorable challenge.

Hit the scenic trails around Derwent Reservoir with 5 km and 10 km options on firm paths, grass and through woodland, plus medals and Wild Deer merch for finishers. Canicross friendly and chip timed, perfect for trail lovers and families.

Run a scenic flat 10K through Golden Acre Park and trails in Cookridge, a single lap route past Paul's Pond and woodland. Places are limited to 360 and proceeds support Cancer Research UK and local community groups.

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.

Take on Hardmoors 200, a rugged 200 mile ultramarathon along the Yorkshire coast and moors with massive ascent and a 60 hour cutoff. With only 50 solo spots every two years, it demands careful planning and solid crew support.

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.

Take on the Panopticons Ultra, a 32 mile point to point trail ultramarathon around East Lancashire and the South Pennines, linking four iconic art installations. Expect about 4,700 ft of climb and panoramic moorland views on May 23 2026.

Hardmoors 110 is an epic 110 mile coastal ultramarathon along the Cleveland Way from Filey to Helmsley with a 36 hour time limit. Run iconic coastline through Whitby, Robin Hoods Bay and Saltburn before crossing the North York Moors.

WEEKEND 9 on 23 May 2026 in the Howgill Fells is a waymarked fell challenge of 25 km with 1500 m ascent inspired by the 23 SAS final test. Be self sufficient; finishers get a patch and post race drinks at the pub.

Event overview Get the Hull out of Here is a trail running event based at Pelican Park Recreation Ground, Lambwath Road, Hull, HU8 0EE. The next race is scheduled for 24/05/2026. The course follows the TransPennine Trail and the Hornsea Rai..

Challenge yourself on the Austwick Amble, a scenic fell race in the Yorkshire Dales with a 13 km route and 365 m of climb on Monday 25 May 2026. Join runners and the village street market for a lively day at Austwick Village Green.

Take on the Stanhill Fell Race on Wed 27 May 2026 in Stanhill, Lancashire, a sharp 8 km fell challenge through the Bowland hills with roughly 250 m of climb. Finish at the Britannia Tap and Grill for friendly post race banter and local beer..

Explore Grasmere in the OMM Lite Trail Quest Team on 30 to 31 May 2026, racing solo or in teams to visit as many of 30 mapped checkpoints as you can before the time limit. Expect live tracking, bespoke maps, timing chips and a hot post race..

Join the Yorkshire Weekend Saunter Series at the Fisherman Inn in Bingley for scenic, relaxed runs where you can run, jog or walk at your own pace. Choose 5K 10K or half marathon and enjoy a jumble medal, hot food and a drink at the finish.

Tackle the stunning Grasmere Gallop, a fully way marked 42 km trail loop around Grasmere with dramatic climbs, tarns and lakeside views. Finishers receive a Langdale slate medal and homemade cake at the line.

Experience the Settle Saunter on 31 May 2026 in Settle with a scenic run or walk through the quieter Yorkshire Dales. Pick 23 mile, half marathon or 10k routes and support local charities and fell rescue at this friendly community event.