Trail Running calendar near Pickering 2025-2026

Classic fell race through the North York Moors on Sunday 3 May 2026, 15 km with about 605 m of climb from Fryup Gill near Whitby. Entry on the day makes it ideal for spontaneous runners and teams seeking a rugged challenge.

Race the TFG Castle & Cake Trail in the Peak District on scenic 13.1 km or 6.5 km waymarked routes starting below Peveril Castle. Finish in Castleton with complimentary baked goods and spectacular views of the Great Ridge and Mam Tor.

Coiners is an 11 km Calder Valley fell race across moorland around Stoodley Pike and Bell House Moor, climbing about 396 m and rewarding runners with sweeping views over Cragg Vale. The flagged route must be followed due to nesting birds, s..

Start the Jane Tomlinson Canal Race Series with a flat 5 km along the scenic Aire and Calder towpath in Methley, Leeds. Run to support the Jane Tomlinson Appeal with prizes and keepsake shirts for series entrants.

Take on the Cautley Horseshoe fell race near Sedbergh on 6 May 2026, a short but brutal 7.5 km with 805 m of ascent and spectacular upland views. Entry on the day is £5 and the Cross Keys Inn will be open for post race food and drink.

Enjoy a classic short fell challenge around Lothersdale with 5.4 km of rugged trails and 180 m of climb. Entry on the day from 18:30 at the Hare and Hounds makes this a perfect quick evening test for confident runners.

Join the pop up Kirkstall Rock up n' Run in Leeds on 7 May 2026 for a choice of 5k or 10k and a finisher medal. Enjoy hot food, a post race beer and relaxed same day entry beside the Leeds and Liverpool Canal.

Take on the classic Pinhaw fell race across the South West Pennines, 8 km (5 miles) with 213 m of climb and rewarding views. Entry is on the day via Earby Cricket Club for a modest fee and teams of three are welcome.

Tackle a scenic single loop through Sherwood Forest and historic estates with 30 or 40 mile options near Walesby on 9 May 2026. Fully vegan HOBO Pace event with waymarked trails, stocked aid stations and a friendly festival vibe.

Tackle a 33 mile trail at the Spire Ultra on 9 May 2026, winding across high moorland, ancient woodland and reservoirs. Celebrate the tenth anniversary with a special finisher memento and light refreshments at the community hub.

Take on the Marsden Moors Marathon or choose 23 or 18 mile circular routes across wild West Yorkshire moorland from Marsden Parochial Hall. Friendly LDWA event with checkpoints, snacks and a finish meal for walkers and runners.

Tackle an unmarked 18 mile fell trail around Castleshaw with about 3000 ft of ascent on Saturday 9 May 2026. Navigate checkpoints along footpaths including parts of the Pennine Way and enjoy manned feeds and hot soup at the finish.

Five Trigs is a scenic point to point fell and trail event across the South Pennines, visiting five trig points over about 19 miles and 900 m of ascent. Navigate yourself, enjoy manned checkpoints en route and finish with hot soup.

Take on The Tour of Bradwell The Other Half, a challenging fell race in the Peak District starting and finishing at Bradwell Sports Club. Expect a long high ground route with big climbs and a lively mass start atmosphere.

Pendle Cloughs fell race on Saturday 9 May 2026 in Downham near Clitheroe is a tough 14 mile route with 1250 m of ascent across classic Lancashire fells. Entry capped at 400 with limited on the day places so book early via SIEntries.

Run the Cressbrook Crawl in the Peak District on Sat 9 May 2026, a scenic fell race of 10.5 km with 400 m climb around Cressbrook. Pre entry only via Fabian 4 from The Cressbrook Club, open to runners aged 16 and over.

Tackle the Hardmoors 26.2 White Horse trails at Sutton Bank near Thirsk on 10 May 2026, choosing from marathon, half marathon or 10k courses across dramatic North Yorkshire moorland. Expect rugged climbs, self navigation and a finisher meda..

Tough, scenic fell race in Bilsdale, North York Moors on Sun 10 May 2026. About 11.3 miles with 950 m of climb across classic moorland terrain. Enter on the day; expect limited parking so please car share.

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.

Enjoy scenic trail running at Constable Burton Hall on 14 May 2026 with 5km and 10km options across pasture, tracks and woodland. Expect muddy sections, a stream crossing and a friendly post race hot dog to refuel.