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.

Traverse 81 miles of the scenic Wolds Way National Trail from Hessle to Filey. This ultramarathon features historic villages and chalk landscapes with solo and relay options for a 24 hour finish.

Join the Padfield Plum Fair Scamper on Sun 22 Nov 2026 for an 8.8 km fell race around Padfield in the Peak District, featuring 320 m of climb and stunning views. Open to runners aged 16+, with pre and on the day entries and limited parking.

Experience a unique multi-terrain half marathon at Haven Thorpe Park Holiday Park. This small-scale event features a flat four-lap course with a bespoke medal and goody bag for all forty finishers.

Experience a festive multi terrain race through the historic trails of Sherwood Pines. Join the 10k, 5k, or Junior Run to support Shelter while enjoying an undulating forest course and holiday celebrations.

Chip-timed runs at Heaton Park raise funds for Movember, with 1.5k, 5k, 10k and half marathon options, finisher medals, headbands, refreshments and instant results.

The Black Night Scar fell race lights up the South West Pennines on 24 Nov 2026 from Todmorden, a punchy 5.8 km course with 315 m of climb under headtorches. Entries available pre entry or on the day with teams of three welcome.

Tackle the Baslow Bolt, a scenic yet testing 13 km Peak District fell race with 400 m of climb. On 28 Nov 2026 at St Anne's Church, this community fundraiser finishes with cake and refreshments.

A timed multi-lap run along the River Mersey at Chorlton Water Park featuring 5.3 km laps, a 7 hour limit, a bespoke finisher's medal and a handmade knitted bee, with £2 from each entry donated to Ray's of Sunshine Children's Charity.

Experience a winter trail run through the vast woodlands of Dalby Forest on the edge of the North York Moors. Choose between 10km, half marathon, or full marathon distances on scenic forest fire roads.

Experience a classic 8.4 km Peak District fell race in Birch Vale with 335 meters of climbing. Join a limited field of 125 runners for this traditional Derbyshire event starting and finishing near the Sycamore Inn.

Gather a team of four for a 10.7 km relay race through the Lee Mill Quarry site in Lancashire. Tackle a flagged course requiring full safety kit and teamwork in this established November event.

December 2026

Join the Really Wild Boar, a classic fell race in the York Dales on Saturday 5 December 2026. Tackle 9 km with 450 m of climb, enjoy hearty post race soup and a roll at the Fat Lamb Inn and soak up wild moorland views.

A flagged Pennine fell race of about 6 miles with 500 m of climb across fields, moorland and rough tracks. Entry requires FRA mandatory kit and a minimum age of 18.

A 20 km fell race on Gisborough Moors in the North York Moors on Sun 6 Dec 2026, with 850 m of climb. Entry is available by pre-entry and on the day; teams are allowed and the race forms part of the North East Fell Running Champs.

Experience the beauty of the Dales this winter with distances ranging from 12 to 32 miles. This self-navigated trail event features a mass start, tracker support, and festive refreshments at the Otley finish line.

UTMB Index

Join a festive trail run along the River Wear in Durham with 2.5km and 5km options. Enjoy cathedral views, holiday themed medals, and a fully stocked aid station at this inclusive family event.

Moors The Merrier 21 is a scenic yet testing fell race of 21 miles across the South West Pennines from Hebden Bridge Golf Club. Expect moorland vistas, festive fun with a Santa hat and small gift tradition, plus post race hot meal.

Celebrate the season with festive trail runs through 3,300 acres of Nottinghamshire woodland. Choose from 10km, 5km, or 1 mile distances in a forest setting that welcomes both individual runners and canicross participants.

Take part in a flexible 7 hour time challenge along the scenic River Wear in Durham. Run as many trail laps as you choose to earn a themed medal, goody bag, and a seasonal bobble hat.

Join this flexible seven hour time challenge along the River Wear in Durham. Run or walk any distance from 3km to an ultra marathon to earn a themed medal and a bobble hat.