Trail Running calendar near Whitby 2026-2027

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.

Experience a challenging 14 km fell race through the scenic Chevin Forest Park in Otley. This hilly single lap course features 650 meters of ascent including climbs at Danefield and Miller Lane.

Experience a technical 10 km fell race in Otley featuring 390 metres of climbing through Chevin Forest Park. This single lap course offers steep ascents and wooded loops for up to 200 participants.

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 a 25 kilometre fell race through the wild South Pennines featuring wooded valleys and pathless moorland. This community event starts on historic cobbles and supports local groups through a not for profit tradition.

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 trail run around Swinsty and Fewston Reservoirs under the stars. Choose from 5km, 10km, or half marathon distances with every finisher receiving a medal.

Experience an 11 km trail run through the spectacular scenery of Swaledale and Fremington Edge. This marked course features technical trails and mining hushes with a scenic finish along Arkle Beck.

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..

Test your navigation skills on a 24 mile orienteering course through the North York Moors. Open to runners and walkers, this event features manned checkpoints and support from the Cleveland Mountain Rescue Team.

Experience a traditional 11 km fell race through the rough terrain of Bollihope Carrs in Co. Durham. Navigate a 380m climb to two summits using map and compass skills in this limited entry event.

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.

The Normanby Hall Adventure Race returns for its 11th year in 2026. Tackle a 5 km or 10 km course over a cross-country horse track featuring water, mud, and jumps. All finishers get a medal and cake, with profits supporting local charities.

Enjoy a flexible 7 hour time challenge along the River Wear with distances ranging from 3km to ultra marathon. This inclusive trail run features a scenic lap course, comprehensive aid stations, and commemorative themed medals.

Experience a 8.3 km fell race through the North York Moors starting from Commondale Village Hall. This event features 220 meters of ascent and offers team categories for both men and women.

Take on Trunce 1 on Mon 30 Mar 2026 at Oxspring Playing Field in the Peak District, a testing 6.2 km fell course with 190 m climb. Entry is £3 on the day and juniors can join a 3 km race for £1.

Embark on a 109 mile trekking adventure along the scenic Cleveland Way with options for single or multi day challenges. Choose your level of self sufficiency and enjoy supported camping as you journey from Helmsley to Filey Beach.

Join a meaningful trail run or walk at Guisborough Rugby Club to support Teesside Samaritans. Choose between 10km and 21km routes along the official Samaritans Way while contributing to vital emotional support services.

Experience a scenic 10 km trail race across the North Yorkshire Moors starting from the Yorkshire Cycle Hub. This event supports mental health awareness and features a well marked circular route with 1100 feet of ascent.