Trail Running calendar near Helmsley 2026-2027

We have found 635 Trailruns within 80 miles of Helmsley. See below where and when you can find the races.

Join the Malham Charity Relays in the Yorkshire Dales for a lively fell relay around Cawden Hill, featuring short steep climbs and fast fun team racing. All ages welcome in mixed teams and proceeds go to charity with on the day entry for a..

A category BM fell race of 11.3 km with 415 m climb around Waddington on 27 September 2026. Entry on the day is £5, teams of three are allowed, the route is marshalled and a 45 minute cut off applies on the upper track.

Run a scenic 10 km through Rising Sun Country Park across grassland, woodland and a nature reserve with muddy patches and climbs. Canicross friendly, timed and finishing with medals and event photos.

October 2026

Run the Charm Bracelet Trail Events with an epic 104 miles or a bold 50 miles along the Pennine Way, finishing at Skinningrove on the coast. October weekend with GPS live tracking, checkpoints, hot food and relay teams for the 104 miles.

Join Rowbotham's Round Rotherham for challenging trail distances of 80 km and 50 miles across the rolling South Yorkshire Forest around Manvers Waterfront. Enjoy varied terrain, stage options and a friendly relay atmosphere in autumn.

Join the East Coast Chuffer on 4 October 2026 in Scarborough for trail running along the historic Cinder Track with coastal views and woodland sections. Choose distances from 5K to marathon and earn a Grim Bling finisher medal.

A club organised 12 km fell race with about 490 m of ascent around Old Town, Hebden Bridge, including a flagged section through the private Castle Carr estate. Pre-entry is required and strict FRA kit rules apply.

A half marathon trail finishing at the Dales Bike Centre in Reeth on a fully marked route across moorland trods, tracks and grassy paths. Aid stations, GPX and an included post-race soup and roll are provided.

A final race in the series on 4 October 2026, DalesRunner 40 is a moorland and trail route starting and finishing at The Dales Bike Centre, Reeth, with GPX support, aid stations including vegan options, and a post-race hot meal.

A headtorch trail event on 6 October 2026 at Swinsty Moor Car Park offering Half Marathon, 10 km and 5 km routes around Swinsty and Fewston Reservoirs with water stations and medals for finishers.

Take on the Curvy Cuerden Challenge, a six hour timed trail at Cuerden Valley on a scenic undulating 5 km loop. Run as many laps as you like and earn a bespoke finisher medal with marshals and an aid station on course.

Tideswell Terminator is a Peak District fell race on 10 October 2026, covering 9.1 km with 283 m of climb across scenic hills. Pre entry only, age 18 plus, this short course is a bracing test for fell runners.

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.

Run the Sheffield TenTenTen at Endcliffe Park, a lively mixed terrain 10k through grass, paths and woodland that welcomes all abilities. A 2.5k fun run invites kids and families for a friendly, accessible day of outdoor running.

A trail half marathon along Hadrian's Wall from Housesteads Roman Fort to Tyne Green Country Park in Hexham, covering 13.5 miles. The event features staggered group starts, required shuttle transport to the start, bag drop and live chip tim..

Join the Scare Bear Run 2026 in Durham for a scenic river trail challenge with cathedral views. Pick your distance in a 7 hour time challenge and lap as many times as you like.

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.

A 31 mile figure of eight trail run from Ashover Village Hall with a 20 mile northern loop option. The route is largely unmarked, GPX files and checkpoints are provided, and there is a nine hour time limit.