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.

Hardmoors 60 is a rugged 63 mile ultramarathon along the Cleveland Way, tracing dramatic Yorkshire coast scenery from Guisborough to Filey. Limited entries for solo runners and relay teams, with an 18 hour time limit and tracker for safety.

Classic fell race in Kettlewell, Yorkshire Dales: 4 mile route with 475 m climb over rugged upland terrain. Open to 16+ with pre entry or entry on the day, teams welcome and free parking for entrants.

Join the Cross Keys Road and Fell Relay in Uppermill for a spirited team race across road and fell in the South West Pennines. Teams of four run two road and two fell legs from the Cross Keys Inn, with pre entry and on site entries welcome.

Enjoy scenic trail running at Raby Castle on 20 September 2026 with 5km, 10km and Half Marathon options, all chip timed and finished with a medal. Run through parkland and woodland with lakes and wild deer for a memorable day out.

Run a scenic trail half marathon through Bronte Country between Haworth and Hebden Bridge, a challenging single lap 13.1 mile route with stunning moorland views. Support Sue Ryder and enjoy a pie and peas with a finisher memento at the fini..

Join the Yorkshire Weekend Saunter in Knaresborough for scenic countryside 10K and half marathon morning runs. Friendly weekend events with pay on the day entry, jumble medals, hot food and a beer or soft drink for finishers.

Tackle the Fryup Frazzler in the North York Moors, a scenic 5.8 mile fell run from the Cycle Hub cafe with roughly 475 m of climb. Part of the Esk Valley summer fell series, it mixes tough slopes with rewarding views.

Explore stunning reservoir trails around Otley with 13, 20 or 32 mile options passing seven reservoirs, Stainburn Forest and Almscliffe Crag. Finishers earn a medal and event shirt while ultrarunners get trackers and supported checkpoints.

UTMB Index

Join the Orton Fell Race in the Lake District for a scenic yet testing 10 km fell run with about 258 m of climb. Friendly club atmosphere, junior races and on the day entries make it a great community weekend event.

Join BOFRA's Malham Charity Relays in Malham on Sunday 27 September 2026 for a fun fell relay that mixes all ages into teams on the day. Pay on the day, tackle a short punchy climb to Cawden Hill and help raise money for charity.

Take on the Waddington Fell Race in Lancashire on Sunday 27 September 2026, a challenging 11.3 km course with 415 m climb across well marshalled upland terrain. Entry on the day at the Village Club with proceeds supporting Mountain Rescue.

Tackle a scenic 10K trail through grassland, woodland and a nature reserve at Rising Sun Country Park, with steep climbs, mud and wildlife to keep you on your toes. Canicross friendly, finish with a medal and post race treats.

October 2026

Run iconic northern England trails with Charm Bracelet Trail Events offering 104 mile and 50 mile trail ultras. Tough climbs, checkpoints, GPS tracking and finisher swag, plus solo and relay options for the long race.

Rowbotham's Round Rotherham is a classic autumn trail from Manvers Waterfront offering 80 km and 50 mile options in early October. Expect undulating terrain and varied underfoot from towpaths to muddy woodland, with relay teams welcome.

Event details The East Coast "Chuffer" is an off-road running event based at Peasholm Park, Scarborough (N Bay Promenade, YO12 7TR; What3Words ///unions.awards.lists). The route follows the old railway line known as the Cinder Tra..

Challenging 12 km trail with 490 m of climb around Old Town, Hebden Bridge, offering classic fell terrain and panoramic views. Pre entry opens mid September; places are limited, teams welcome and runners must be 18 years and over.

Harkerside Hustle on 4 October 2026 wraps up DalesRunner's short course trail series with a scenic half marathon across Swaledale moors and village paths. Expect rugged tracks, great views, aid stations and a warm finishers feed.

Tackle the Punk Panther Autumn Headtorch Half around Swinsty and Fewston reservoirs, two scenic laps with about 800 ft of climbing. Bring a head torch and phone for this night friendly run and earn a finisher medal.

Enjoy a 7 hour timed trail on a generally flat loop along the River Wear with stunning Cathedral views in Durham. Choose distances from 3 km up to ultra and 50 km with aid stations, vegan options, medals and goody bags for finishers.

The Sheffield Tententen is a popular multi-terrain trail running event held annually in Endcliffe Park, Sheffield. Featuring a 10k race and a 2.5k fun run for children aged 4 to 14, it attracts over 1,000 participants each year. The course..