Trail Running calendar near Whitby 2026-2027

Experience a unique navigation challenge where you are blindfolded, dropped at an unknown location, and tasked with finding your way back to Skipton without maps or GPS.

Ring in the New Year with this scenic, hilly 10.8 km trail around Penistone Hill Country Park near Haworth on 31 December 2026. Entries are limited, chip timing is new for 2026, and every finisher receives a bottle of Daleside beer plus cof..

Experience an 18 mile circular winter route starting in Robin Hoods Bay. This event follows the scenic Cinder Track and Cleveland Way with an eight hour time limit for runners and walkers.

Experience a circular 30 mile winter ultra marathon traversing the scenic cliff tops of the Cleveland Way and the Cinder Track near Robin Hoods Bay.

Experience the historic grounds of Harewood House with 5 km, 10 km, and Half Marathon trail runs. Enjoy scenic routes through 1,000 acres of woodlands and gardens with chip-timed results and canicross-friendly options.

Experience a scenic 10K trail run through woodands and the QEII Country Park in Ashington. This relatively flat course is chip timed and welcomes both solo runners and participants running with dogs.

Two races from Kirkstall Bridge Inn in Leeds: a roughly 16 km trail route along the canal and River Aire including the Calverley Cutting, and a fast flat 10 km out and back on the canal towpath with a turnaround water station.

Experience a scenic beach and trail run along the beautiful Northumberland Coast with flat courses across Druridge Bay Country Park. Choose between 10 km or half marathon distances at this dog friendly coastal event.

Experience a unique 10k race that transitions from rugged muddy trails to a smooth road return. This limited entry event in Sowerby Bridge offers two distinct terrains in a single marked course.

Test your endurance on the waymarked trails and moorlands of the South Pennines. This winter ultra challenge offers 45 and 30 mile routes through the scenic landscapes of East Lancashire for both runners and walkers.

Experience a unique 10 mile nighttime trail run through the fabled Simonside Hills of Northumberland. Navigate rocky trails and steep climbs under the stars in this atmospheric winter event.

Test your endurance at the Wadsworth Trog fell race in the South and West Pennines. This 31 km event features over 1100 meters of climbing and requires navigation skills for participants traversing the Hebden Bridge landscape.

Run a scenic 10 mile point to point trail along the Northumbrian coastline from Druridge Bay to Newbiggin by the Sea. This dog friendly event features cliff paths, sandy beaches, and chip timing for all participants.

Experience a trail half marathon through the North York Moors National Park and the historic Hole of Horcum. This limited entry event features ancient pathways, moorland trails, and a bespoke finishers medal.

Experience a trail run through the historic Fountains Abbey and Studley Royal Water Garden. Choose from 5km, 10km, or Half Marathon routes in this Canicross friendly event at a World Heritage Site.

Experience a scenic 7.4 mile trail run along the North East coast and the Cleveland Way. This hilly course from Skinningrove offers stunning cliffside views and is open to both runners and walkers.

Experience a scenic 14.35 mile trail run along the north east coast from Redcar to Staithes. This coastal event features 1591 feet of elevation and a generous five hour cutoff time for runners and walkers.

Experience a scenic trail marathon along the north east coast from Redcar to Whitby. This inclusive 26.5 mile event features coastal views and rugged cliff paths with a generous 10 hour cutoff for runners and walkers.

Experience a historic off-road route through scenic moorlands and woodland trails on the Calderdale Way Ultra. Choose between 50 and 30 mile distances passing through traditional Yorkshire towns and villages.

A 50 mile ultramarathon licensed by the Trail Running Association and held under UK Athletics Rules. This event requires participants to be over 20 years old and have prior experience in organized marathon distance races.