Trail Running calendar near Helmsley 2025-2026

The Charm Bracelet is a scenic ultramarathon with 50 and 100 mile options finishing in Skinningrove. Enjoy moorland and coastal trails along the Pennine Way with checkpoint support, GPS tracking and a finisher medal.

Rowbotham's Round Rotherham is a classic autumn trail from Manvers Waterfront offering 80 km and 50 mile options in early October. Expect undulating terrain and varied underfoot from towpaths to muddy woodland, with relay teams welcome.

Event details The East Coast "Chuffer" is an off-road running event based at Peasholm Park, Scarborough (N Bay Promenade, YO12 7TR; What3Words ///unions.awards.lists). The route follows the old railway line known as the Cinder Tra..

Challenging 12 km trail with 490 m of climb around Old Town, Hebden Bridge, offering classic fell terrain and panoramic views. Pre entry opens mid September; places are limited, teams welcome and runners must be 18 years and over.

Enjoy a 7 hour timed trail on a generally flat loop along the River Wear with stunning Cathedral views in Durham. Choose distances from 3 km up to ultra and 50 km with aid stations, vegan options, medals and goody bags for finishers.

The Sheffield Tententen is a popular multi-terrain trail running event held annually in Endcliffe Park, Sheffield. Featuring a 10k race and a 2.5k fun run for children aged 4 to 14, it attracts over 1,000 participants each year. The course..

Tackle a scenic half marathon along Hadrian's Wall from Housesteads Roman Fort to Tyne Green Country Park in Hexham. Enjoy woodland and riverside trails, chip timing and a finisher's medal and event T shirt.

Join the Scare Bear Run, a seven hour time challenge along the River Wear with stunning Cathedral views. Run or walk from 3 km up to 50 km and earn a Scare Bear themed medal and goody bag.

Tackle the Viking Chase, a 12 km fell race across the North York Moors on 11 Oct 2026, featuring 572 m of climb and sweeping moorland views. Entry on the day, adults only, with proceeds to Cleveland Mountain Rescue.

Take on the Withins Skyline, a scenic 10.1 km fell race near Haworth in the South West Pennines with roughly 300 m of climb. Friendly entries, series options and a Cadbury Curly Wurly plus free coffee await at the finish.

Join the 20th Andrew Heywood Memorial Windgather on 11 Oct 2026 in the Peak District, a 21.7 km trail with 762 m ascent starting at the Burbage Institute, Buxton. Pre entry is advised and pre entries receive a commemorative memento.

Challenge yourself on the Amberaid 30 Trail and Petit Raid on 17 October 2026, a scenic 31 mile or 20 mile figure of eight through Amber Valley woodlands near the Peak District. Expect rugged trails, helpful checkpoints and a finisher medal..

Take on the Ultra Tour Yorkshire Dales 50k on 17 October 2026, a scenic but challenging self navigated trail through Malham Tarn, Buckden Pike and moorland. Expect rugged trails, live tracking, aid stations and a finisher meal.

Rip n Run XL is a tough endurance run on Ripponden moorland near Hebden Bridge with 40 and 80 mile options, serious climbs and supported checkpoints. Expect hot food at HQ and sweeping West Yorkshire views to reward the effort.

Join Its Grim Up North Running for the Yorkshire Weekend Saunter in Brighouse, a relaxed scenic series that celebrates Your Distance Your Pace Your Weekend. Choose 5K 10K or half marathon and enjoy a jumble medal hot food and a beer or soft..

Join Old Mother Shipton's Soft Shoe Shuffle in Knaresborough for a scenic multi lap running festival through parkland and along a converted railway path. Choose distances from 10k to ultra and enjoy feed stations, a bespoke medal and post r..

Run scenic reservoirs and woodland trails around Shotley Bridge with 25 km or 53 km circular options at the Four Reservoirs Ultra. Enjoy aid stations, live chip timing and a finishers top and medal.

Join the Gormire Gamble at Sutton Bank on Sun 18 Oct 2026 for a scenic 9.1 km fell challenge with about 250 m climb across the North York Moors. Part of the Esk Valley Fell Club Lets Run Dave Parry Winter Series, teams welcome.

Tackle a rugged 55 mile loop through Nidderdale past Ripley Castle, Brimham Rocks and Scar House Reservoir. Expect technical trails, dramatic scenery and mandatory kit and tracker support from Punk Panther for a classic autumn ultramarathon..

The Endurancelife | North York Moors will take place in Ravenscar on Saturday 24 October 2026.