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 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.

Take on iconic Roseberry Topping in the North York Moors on a short, steep fell race with a 2.3 km route and 217 m of climb, offering stunning views. Entry is on the day and juniors are welcome with parental consent.

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..

Join Its Grim Up North Running for a relaxed pop up summer run in Kirkstall, Leeds on 27 August 2026. Choose 5k or 10k, register on the night and enjoy hot food, a jumble medal and a beer or soft drink after the finish.

Explore the Punk Panther Dales Dazzler on 29 August 2026 from Skipton, choosing 13, 20, 34 or 50 miles through iconic Yorkshire Dales scenery. Expect big climbs, strong trail support and a memorable finish with medal and shirt.

UTMB Index

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.

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.

Experience rugged moorland at Hardmoors 26.2 Roseberry with a 30 km trail marathon plus 14.5 km and 9 km options that climb into the high North York Moors. Self navigation, compulsory kit and cupless aid stations make this a true backcountr..

Take on the GNR Time Turner 7 hour challenge in Durham and run as many laps as you like on a scenic riverside loop with views of the Cathedral. Walkers welcome and finishers receive themed medals, goody bags and vegan options.

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.

September 2026

Join the Eyam Fell Race in the Peak District for a challenging 10 km loop from Eyam over Sir William Hill and Abney Moor, finishing with a steep wooded descent. Enjoy prizes from the Barrel Inn and a post race BBQ and bar in the courtyard.

Kilnsey Crag Fell Race at the Kilnsey Show in the York Dales is a short, steep blast up iconic Kilnsey Crag that tests speed and nerve. The senior race is pre entry only while free junior races make it a lively family event.

Challenge yourself on the classic Muker Show Fell Race in the Yorkshire fells on Wednesday 2 September 2026. A short but brutal route plunges through the river then climbs to Fremington Edge for a thrilling, punchy finish.

Enjoy a classic evening fell race around Whitworth, Lancashire with 5 miles and 360 m of ascent across Brown Wardle, Middle Hill and Hades Hill. Expect a steep opening climb, mandatory kit and a lively community atmosphere.

Challenge yourself on the Great Longstone Chase, a classic fell race in the Peak District with 4.8 miles of rugged trail and 290 m of climb. Limited to 200 pre entered runners, the event also offers junior races and post race refreshments.

Run the Malham 10k on 5 September, part of the Due North Trail Trilogy, for a scenic route through Malham Cove and Tarn with a climb to Weets Top and a rewarding descent. Finish with a post race meal, beer and event goodies.