Trail Running calendar near Pickering 2025-2026

We have found 525 Trailruns within 80 miles of Pickering. See below where and when you can find the races.

Take on a relaxed 5k or 10k at Cromwell Bottom Nature Reserve on 23 July in the Rock up n' Run summer pop up series. Turn up on the night or book ahead and enjoy a jumble medal, hot food and a drink after your run.

Run the Yorkshire Wolds Ultra on 25 July 2026, a 54 km circular trail through rolling countryside and quaint villages with 4,100 ft of climb and live GPS tracking. Limited to 200 runners, with indoor checkpoints, vegan friendly aid and eco..

Alderman's Ascent's tenth running on Saturday 25 July 2026 is an 8.5 km fell race from Greenfield with 400 m of climb. Technical climbs to Shaw Rocks, a fast descent and a tough finish make it perfect for experienced fell runners and champi..

Tackle classic Lake District terrain at the High Wether Howe fell race on Sat 25 Jul 2026, a 14 km route with 485 m of climb starting and finishing at Stepps Hall. Entry on the day is welcome and proceeds support the Shap community fund.

Enjoy a flat, fast riverside trail in Leeds on 26 July 2026 with a 43 to 45 km ultra or a 22 km half. Scenic footpaths pass St Aiden's and Fairburn Ings, and every finisher earns a local medal and a pint from Piglove Brewery.

Test your endurance on Holme Moss Fell Race, a rugged 28.5 km route across exposed Pennine moorland with steep climbs, rocky ground and river crossings. Expect navigation challenges, big ascent and spectacular views on Sunday 26 July 2026.

Tackle the Hameldon Quarry Race on 28 July 2026 in Hapton, Burnley, a lively 6.5 km trail with about 400 m of climb through Bowland terrain. Day entry only, low fees and team categories make it ideal for a spontaneous challenge.

Tackle the Fellrunner at Lee Mill Quarry, a 10km fell race with 332 m climb, offering steep scenic trails and a tough workout. Entry on the day and teams welcome make this a lively opener for the Rossendale mid week series.

Join the Skipton Rock up n' Run pop up Summer Series along the scenic Leeds and Liverpool Canal in Rodley, with 5k and 10k distances for all abilities. Finishers get a jumble medal and can enjoy hot food plus a beer or soft drink.

August 2026

She Strides is a women only 50K ultramarathon around Hebden Bridge, taking runners through woodland, moorland and picturesque villages with about 1,400 m of climbing. Vegan friendly aid stations, medals for all finishers and hot food await.

Run a 37 mile loop through the North Pennines AONB and UNESCO Global Geopark from Allendale. Go solo or in a three person relay, self navigate waymarked trails with checkpoints, photos and a keepsake mug.

Run the Esk Valley Way ultra from Castleton to Whitby Harbour beneath the Abbey ruins. This 36 mile point to point route combines moors and coast, limited to 100 runners and offering live tracking for a memorable, demanding challenge.

Join the Round Hill fell race for a challenging 14.1 km course with sweeping York Dales views, starting and finishing in charming Timble village. Entry is on the day for a small fee and part of the proceeds support brain tumour research.

Tackle the Trunce 7 fell race in the Peak District, a punchy 3.9 mile course with about 190 m of climb and great views. Entry on the day keeps it friendly and there is a junior over 10 race, ideal for families and club runners.

Crow Hill Reverse fell race in the South West Pennines on 4 Aug 2026 offers a steep 8 km route with 305 m of climb from Dusty Miller pub in Mytholmroyd. No pre entry required; join on the day for £5 and tackle a classic Pennine fell.

A new 4 mile route around Bradwell in the Peak District on Tue 4 Aug 2026 climbs 276 m for a rewarding hill challenge. Teams welcome and pre entry opens in May with on the day entries available at Bradwell Sports Pavilion.

Tackle the scenic Cracken Edge fell race in the Peak District on Wed 5 Aug 2026, a challenging 11.3 km route with 442 m of climb. Join runners raising funds for Kinder Mountain Rescue Team; teams welcome and entries available on the day.

Join the Rodley Rock up n' Run at the Rodley Barge Pub for a flat canal 5k or 10k in a friendly pop up Summer Series. Enjoy a jumble medal, hot food and a post race beer in a relaxed village atmosphere.

Tackle the classic Eshton Moor fell race from Old Hall Farm, Gargrave: 8.3 km with 172 m ascent across rolling York Dales terrain. Entry on the day only, with junior races and a friendly club atmosphere.

Join the Cordwell Colossus on 8 August for a scenic summer trail run near the Peak District. Tackle just over 20 miles with 840 m ascent through valleys and woodland, earn a finisher medal and compete for top male and female prizes.