Trail Running calendar near Pickering 2026-2027

Experience a 20 mile trail run or hike through six historic villages in Bury. This supported journey features woodland paths and open meadows with aid stations and guides available throughout the route.

A 55 mile ultramarathon through the North York Moors and Cleveland Hills featuring over 2700 meters of ascent. This point to point race follows the scenic Cleveland Way from Guisborough to Helmsley in challenging winter conditions.

A 14 kilometre Category BM fell race in Otley featuring 650 metres of elevation. Runners navigate a hilly single lap course through Chevin Forest Park and Poolscar Wood with post race refreshments at a local pub.

Explore the scenic trails and valleys of eastern Derbyshire on a circular marathon or 20 mile route. Enjoy a mix of woodland and fields with a finisher medal and full checkpoint support along the way.

Test your endurance at this 10 km fell race in Otley featuring 390 metres of elevation gain. Navigate through Chevin Forest Park and Poolscar Wood before enjoying post race refreshments at a local pub.

Test your endurance at this 10.9 km fell race near Portsmouth Village. Navigate steep climbs and rough descents with 610 meters of elevation in this classic flagged course. High level kit is required for all participants.

Experience a ten mile run or weighted TAB through hilly moorland and tracks starting from Delph Cricket Club. This memorial event supports the Royal Marines and Firefighters charities with a challenging route and post race celebration.

Experience a flat and fast run along the historic Rochdale Canal with distances ranging from 10km to 100km. Enjoy scenic towpaths and fully supported point to point courses through Yorkshire and Lancashire.

Experience 25 kilometres of diverse Pennine terrain including wooded valleys and wild moorland. This non profit community race starts on historic cobbled streets and features a unique post race celebration.

The Arant Haw fell race in March 2026 is a 7.5 km challenge with 400 m of climb. The event features senior and junior races, starting from Sedbergh. It requires mandatory kit for seniors and concludes with a Winter League presentation.

Experience a weekday evening trail run around the Swinsty and Fewston Reservoirs. Runners choose between three distances and navigate the scenic landscape by headtorch to earn a finisher medal.

Experience an evening run up Pendle Hill and through Ogden Clough on this 9.2 km marshalled course. Support the local mountain rescue team while navigating stream crossings and technical terrain in the dark.

Experience an 11 km trail run through the scenic Swaledale landscape featuring technical terrain and steep climbs. Participants enjoy a marked route starting in Reeth with fully stocked aid stations and post race treats.

The DalesRunner 20 is an 18.3 km hilly trail run near Reeth, featuring steep climbs and technical descents on single-track paths. Mandatory kit is required for this fully marked course, which includes post race refreshments. The event is li..

Participate in a 24 mile orienteering event through the North York Moors to support the Cleveland Mountain Rescue Team. Navigate between checkpoints as an individual or group and enjoy a hot meal at the finish.

A medium length 11 km fell race in Weardale featuring 380 m of ascent over rough terrain. Navigate to the summits of Bollihope Carrs and Catterick in this classic unmarked fell running event.

The Pendle Fell Races feature a classic AS category fell run of 4.5 miles with 1500 ft of ascent from Barley Village Hall. On-the-day entry is available, with prizes of sports vouchers for top finishers. Separate junior races are also held..

Cross the north of England through three National Parks on this spectacular coast to coast journey. Choose from four distances ranging from 55km to a full 300km traverse through iconic mountains and moors.

Follow Wainwrights famous coast to coast route on this 55km ultra through the North Pennines and Yorkshire Dales. Experience a self sufficient journey from Kirkby Stephen to the historic Richmond Castle.

Experience an 80km ultra marathon following Wainwright’s iconic coast to coast route through the North York Moors National Park. This adventurous self-sufficient journey finishes at the stunning Robin Hood’s Bay.