Trail Running calendar near Whitby 2026-2027

The Darlington Trail Night Run will take place in Darlington on Wednesday 7 October 2026.

A 10k evening trail race set entirely within the Kiplin Hall estate, with a marked course through formal gardens, woodland, grassland and lakeside paths. Finishers receive a hot drink and cake and there are trophies for top finishers.

A 13.5 mile trail half marathon from Housesteads Roman Fort to Tyne Green Country Park in Hexham. The A B route features shuttle transport, staggered group starts, live chip timing and onsite bag drop, and supports a local children's charit..

A 7 hour Time Challenge on the River Wear in Durham with distances from 3 km to ultra, Scare Bear themed medals and distance pins, signed trail laps and aid tables offering drinks and snacks including vegan options.

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.

A 6.2 mile fell race around Penistone Hill and Top Withins, part of the Woodentops Race Series with chip timing. Junior races include a Curly Wurly goody bag and Halloween fancy dress prizes, while senior entries include online pre entry or..

Junior races on short quarry and moorland circuits at Penistone Hill, with new 2026 age groups and distances from 600 m to 2,900 m. Minimum age 6, entry £2, goody bags and prizes for top three in each category.

A 7 hour timed trail event along the River Wear in Durham on 11 October 2026 with lap-based distances from a 3 km minimum up to marathon, 50 km and ultra options. Medals, goody bags and aid stations are provided; headphones allowed.

A self navigated 50 km event from Grassington with 1260 m ascent, passing Malham Tarn and Buckden Pike. The largely unmarked route uses trails and moorland and requires navigation skills and fell experience.

Rip n Run XL in Wadsworth offers a 40 mile route with 5,800 ft elevation and an 80 mile double option with 28 hours to finish. Four checkpoints, indoor facilities at two stops, and hot food at HQ support runners.

Part of the 2026 Weekend Saunter Series in Brighouse, offering 5K, 10K and half marathon routes through scenic Yorkshire countryside with finish tokens and pay on the day entry noted as available.

Multi-distance running event in Knaresborough with 10k (ish), half, 20-mile, marathon and ultra options on a 6.5-mile loop through parkland and a converted rail track. Feed stations, finisher medal and post-race refreshments are provided.

Two trail races from Shotley Bridge, County Durham, with a **25 km** course and a **53 km** ultra that passes reservoirs, moorland and woods. The 53 km route has three feed stations, mandatory safety kit and live chip timing.

A 9 km fell race with 250 m of climb in the North York Moors, starting and finishing at Sutton Bank Visitor Centre. The course is partially marked, requires navigation without GPS, and requires full FRA mandatory kit.

Two trail races at Danby Lodge on 18 October 2026, offering 10 km and 5 km loops with a 150 runner limit. Entries close 1 October or when full and fees differ for affiliated and unaffiliated runners.

A Halloween-themed fun run at Thorpe Farm Centre on 18th October with adult and child distances, a costume contest and finish-line refreshments. A £2 entry fee on the door supports the Upper Teesdale Agricultural Suport Service.

A multi-distance trail event along the Nidderdale Way visiting Ripley Castle, Brimham Rocks, Scar House Reservoir and How Stean Gorge. Distances range from 13 to 55 miles, trackers are supplied and a mandatory kit list is enforced.

A trail running event at Ravenscar on 24 October 2026 offering 10K, half marathon, marathon and ultra distances within the National Park. Routes run on moorland and grassland with marked courses and electronic timing.

The Nidderdale Way Ultramarathon will take place in Pateley Bridge on Saturday 24 October 2026.

Run the Bronte Way fell race through the South/West Pennines, a scenic 12 km point to point with 351 m of climb. Pre entry only with limited bus support and a warming soup and roll at the finish make this a classic autumn challenge.