Trail Running calendar near Pickering 2026-2027

We have found 508 Trailruns within 80 miles of Pickering. See below where and when you can find the races.

Challenge yourself on the Pilgrims Cross Fell Race across the West Pennine Moors, a scenic but tough 10.7 km with 390 m of climb. Entry is on the day only with a small fee, and the race features in the Rossendale midweek series.

Join a summer pop up trail run in Bingley with 5k and 10k options for a relaxed evening race. All finishers receive a medal plus hot food, a drink and a sweetie bag for a tasty post race celebration.

INFERNO in Edale is a raw and beautiful trail race around Ringing Roger featuring sheep tracks, rocky descents and a climb up a waterfall. Distances from 10 to 41 miles are self navigated with GPX files and downloadable maps.

Take on the Gateshead Trail 10 km through Derwent Walk Country Park on 22 Aug 2026. Enjoy mostly gentle trails and a social double loop. Finish in a lively village with food, music and coffee and grab a designer medal bottle opener.

Enjoy the Summer Extravaganza on the Leeds Liverpool Canal towpath in Kirkstall, with distances from 10k to marathon. Finishers receive bespoke medals and postrace treats and organisers donate £1 to Hollybush charity per runner.

Take on the Trunce 8, a classic Peak District fell race starting and finishing at Oxspring Playing Field. The 6.2 km route climbs 190 m and entry is on the day for £3, with a junior 3 km race for over 10s at £1.

Tackle Roseberry Topping on Wed 26 Aug 2026 in this classic short fell race hosted from Newton under Roseberry. Expect a punchy 2.3 km course with big climb and great views, junior entries welcome and on the day entry available.

Take on the Fellrunner Golf Ball in Rossendale for a gritty 8.8 km fell race with 244 m of climbing across classic Bowland terrain. Teams are welcome and post race food and drink ensure a warm community finish.

Take on the classic Holcombe Two Towers fell race on Wednesday 26 August 2026 in the South West Pennines, a challenging 4 mile course with 400 m of climb through rugged moorland. Expect steep trails, great views and a lively community atmos..

Kirkstall Rock up n' Run brings a fun pop up Summer Series vibe to the Leeds canal on 27 August 2026 with 5k and 10k routes for runners 16 and over. Register on the night and enjoy a Jumble medal, a drink and hot food.

Punk Panther Dales Dazzler is a scenic trail run from Skipton through classic Dales villages with route options from 13 to 50 miles, plenty of climbing and stunning views. Entries are capped at 200 and finishers get a medal and event T shir..

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Take on the Weardale Agricultural Show Fell Race on 29 August 2026 in St John's Chapel. A lively 4 km fell run with 120 m of climb across classic upland terrain, plus fun junior showground races and easy entry on the day.

Tackle a classic Pennines fell race in Pendleton on 29 August 2026. The 8 km course packs 457 m of ascent across rough terrain, with on the day entries and homemade cakes and a cosy village pub to reward you.

Tackle the Tripsdale Trot on 29 August 2026 at the Bilsdale Show in Chop Gate. This 5.5 mile fell race through the North York Moors climbs 1437 ft and has a junior fun race alongside. Entry is on the day.

The Dales Dazzler will take place in Skipton on Saturday 29 August 2026.

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Join a seven hour timed event on a scenic trail along the River Wear with glorious views of Durham Cathedral; run or walk as many laps as you like from 3 km up to ultra distances. Limited to 300 entries with a friendly festival vibe.

Challenge yourself on the wild North York Moors at Hardmoors 26.2 Roseberry, with marathon, half marathon and 10k routes over exposed, unsigned moorland that reward strong navigation and climbing. Expect stunning views, a gritty atmosphere..

GNR & Time Turner Time Challenge in Durham invites runners to choose any distance or tackle a seven hour time challenge on a scenic River Wear loop with views of Durham Cathedral. Finish 3 km for a medal and collect pins for longer distance..

Tackle the Hebden Fell Race on Monday 31 August 2026 at Powder House Field for a sharp 1.5 mile challenge with roughly 400 feet of climb. Expect a steep ascent, topside running and a testing uphill finish through walls and streams.

A short, steep fell race at the Reeth Show, taking runners across fields up to Fremington Edge and back through quarry workings to finish on the showfield. Competitive and family friendly with junior and senior categories for all ages.