Trail Running calendar near Pickering 2026-2027

A multi-distance trail event around Hathersage on 18 and 19 September 2026 offering routes from 25 km to 100 miles for running or trekking. Entries include GPS tracking, checkpoint support and a post-event hot meal.

A trail ultra across the Yorkshire Three Peaks with a **70 km** route and optional 30 km extension to 100 km, supported by Ranger Safety Team, on-course aid, GPX files and indoor resting at HQ; entries limited and a compulsory kit list appl..

A 50 km trail ultra around Pen Y Ghent starting and finishing at Hawes Market House, using limestone trails and the Cam Road. The event includes on course support, navigation files, hot food at HQ and finishers eco coaster medals.

A flat, chip-timed canal race in Rodley, Leeds offering distances from 5K to ultra. The route follows the Leeds & Liverpool Canal with feed stations every 3 miles and bespoke medals for finishers.

A 63 miles coastal trail race along the Cleveland Way from Guisborough to Filey, with 18 hours to complete, mandatory kit checks, supplied trackers and manned checkpoints offering water and food at selected points.

Test your endurance at West Shields Farm by completing a 4.1 mile loop every hour until only one runner remains. This backyard ultra features trail and woodland tracks with team and solo categories.

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.

Teams of four combine two road legs and two fell legs around Uppermill on Saddleworth Moor. Entries run 28 January to 18 September 2026 via SiEntries and the entry fee is £20 per team.

Trail runs through Raby Castle parkland with 5km, 10km and half marathon options, mixed surfaces and chances to see deer. Live chip timing, finish medals, a T shirt option and free on site parking are provided.

A 13.1 miles trail race through Bronte Country near Haworth, organised in support of Sue Ryder, with a hilly one lap course, limited entries, and a pie and peas meal plus a race memento for finishers.

Weekend running in Knaresborough featuring 10K and Half Marathon routes through scenic Yorkshire countryside. Organized by Its Grim Up North Running on 20 September 2026 with flexible entry options and finisher rewards.

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.

Trail 10K and Half Marathon through Hamsterley Forest on 20 September 2026, with undulating, well marked routes among pines and clearings. Chip timing, a themed medal, free photos and a serviced event village are provided.

Test your navigation and fell running skills in the Peak District with this 3 hour score event where you choose your own route through moors and dales. Compete solo or in pairs in a strategic race to collect control points.

Peak Raid Mountain Marathon on Sun 20 Sep 2026 is a three hour score event in the Dark Peak, Peak District. Competitors run solo or in pairs; pre-entry only, minimum age 14 with under 18s accompanied by an adult over 21.

A trail event near Otley that passes seven reservoirs and offers three distances from 13 to 32 miles. The route features forest and crag scenery, staffed checkpoints, mandatory kit requirements and trackers for long-distance entrants.

An inflatable 5 km obstacle course event comes to York on Saturday 26 September 2026; a past participant praised the organisation, onsite support and the event atmosphere.

Orton Fell Race is a 10 km fell race with 258 m of climb at Orton C of E Primary School on 26 September 2026. The event includes senior and two junior races and accepts teams of three, with junior on the day entries.

Thieveley Pike Fell Race is an AS-category 4.3 mile fell race near Cliviger with about 400 m of ascent, a flagged and marshaled moorland route, specified kit requirements and prizes across senior and veteran categories.

A waymarked trail event at Hope Village on 26 September 2026 offering two routes: a **21K** over Win Hill and riverside trails, and a **52K** across reservoir edges and moorland. Entries include chip timing, free photos and a themed medal.