Trail Running calendar near Helmsley 2026-2027

We have found 677 Trailruns within 80 miles of Helmsley. See below where and when you can find the races.

Experience a festive out and back fell race in the dark climbing 370m to the summit of Chapelfell Top. This 6.6km pathless challenge requires navigation skills and extensive fell racing experience.

The NAV4 Tour de Helvellyn is an unmarked 38 mile winter mountain ultramarathon around the Lake District. This self reliant event requires advanced navigation skills and experience in tough mountain conditions.

Run Fellrunner at Stoop at Penistone Hill near Haworth, an 8 km fell race with 250 m climb across the Pennine hills. Festive extras include a free Santa hat, Christmas prizes, a Curly Wurly for finishers and post race coffee.

Join the Chopwell Woods Christmas Trail Races on 20 December 2026 for festive trail fun across a Santa Mile, 4 Mile and 8 Mile routes suitable for kids and adults. Enjoy seasonal scenery and family friendly racing with entries open now.

Get into the festive spirit at the Horwich Santa Dash, a 4-mile fancy dress run. Prizes are on offer for the best costumes as you tour the local roads of this historic town. It's a friendly, community-focused event organized by a family-run..

Experience fast and furious junior fell racing through the old quarries of Penistone Hill. These short circuit races offer exciting scrambles for young runners from age six and up.

Night-time 5 km and 10 km runs at St Ives Estate, Bingley on 21 December 2026 with chip timing and a virtual option that includes a mailed medal. Reduced accompanied entry is available for 6-17 year olds.

A Boxing Day 7.8 km fell race from Totley AC with 270 m ascent, partially waymarked across Blacka and Totley Moor. Full FRA best-practice kit is required and proceeds support S6 foodbank and Edale Mountain Rescue.

Take on a scenic 8.8 km fell race from Guisborough Rugby Club through the North York Moors, with 376 m of climb to test your legs. Junior races and team categories make it a festive late December outing with on the day entries and post race..

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.

Timed laps along the River Mersey in Chorlton Water Park on a 5.3 km out and back course, with a seven hour limit and a vegetarian aid station. All finishers receive a bespoke medal and the event supports Destitute Animals Shelter, Bolton.

Bracing winter fell race around Bilberry Fields in Todmorden, offering scenic South West Pennine views and a testing 4.6 mile route with plenty of climb. Friendly club atmosphere with cheap pre entry and on the day entry available.

Celebrate New Year's Eve with the Wormstones fell race in the Peak District, an energetic 8 km with about 400 m of climb. Join at The Beehive in Glossop on 31 Dec 2026 for tough trails, great company and curry after the run.

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..

Ring in the New Year with a 7-mile fell race, starting with a live bagpiper. After the run, celebrate with a pint, pie, and live music at The Crown Pub for a private post-race party.

January 2027

Celebrate the New Year with a choice of 10, 13, or 21 mile circular routes through West Yorkshire. Open to both walkers and runners, this event includes snacks and a finishers certificate.

Experience an 17.5 mile circular trail race starting and ending at Robin Hoods Bay. This winter event features 1700 feet of ascent and takes runners through the scenic North York Moors with a medal for all finishers.

Experience a 31 mile winter ultramarathon along the Cleveland Way cliff tops and Cinder Track. Starting from Robin Hoods Bay, this circular route offers 3400 feet of ascent with a 11 hour time limit.

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.