Trail Running calendar near Guisborough 2026-2027

We have found 507 Trailruns within 80 miles of Guisborough. See below where and when you can find the races.

Take on the Thieveley Pike Fell Race, a 4.3 mile Category AS course with about 400 m of ascent across moorland and technical descents near Burnley. Flagged and marshalled, it promises tough underfoot sections and great upland views.

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..

Waddington Fell Race on Sunday 27 September 2026 is a thrilling 11.3 km (7 miles) fell run with 415 m of ascent across classic Lancashire hills. Expect a challenging route, a welcoming village club vibe and on the day entry available.

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.

Castle C’alf in Hebden Bridge is a scenic 12 km fell race on Sun 4 Oct 2026 with about 490 m of climb across flagged moorland and private estate terrain. Pre entry opens mid September, places are limited and FRA mandatory kit is required.

Join the Harkerside Hustle half marathon on 4 October 2026, starting and finishing at The Dales Bike Centre in Reeth. Enjoy sweeping Swaledale moors, varied trails and hearty aid stations with vegan options for a rewarding countryside run.

Tackle the scenic DalesRunner 40 on 4 October 2026 from The Dales Bike Centre in Reeth, a 40 mile route across Swaledale moorland and historic sites. Fully marked course with trackers, stocked aid stations and a hot post race soup and roll.

Run under torchlight around Swinsty and Fewston reservoirs with 5 km, 10 km or half marathon options, rewarding climbs and a medal for every finisher. Friendly small field with on site water, toilets and a cozy autumn vibe.

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 a scenic trail half from Housesteads Roman Fort along historic Hadrian's Wall to Hexham, finishing by the River Tyne. Enjoy stunning views plus a finisher T shirt, medal and snack, with shuttle bus options to the start.

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.

Tackle a scenic but testing 50k across the Yorkshire Dales on 17 October 2026 from Grassington, passing Malham Tarn and Buckden Pike with 1260 m of ascent. Self navigated trails reward map skills and include remote aid, live tracking and a..

Rip n Run XL near Hebden Bridge offers 40 mile and 80 mile loop options across Ripponden moorland with testing climbs and scenic views. Expect rugged terrain, checkpoints, hot food and spirited support from She Strides Events.

Enjoy scenic Yorkshire weekend routes around Brighouse with a relaxed, welcoming atmosphere at the Yorkshire Weekend Saunter in October 2026. Choose 5K, 10K or half marathon, then celebrate with a jumble medal, hot food and a beer or soft d..

Join Old Mother Shipton's Soft Shoe Shuffle in Knaresborough on 18 October 2026, offering looped options from 10k to ultra for every level. Enjoy scenic parkland and disused railway views, with marshals, feed stations and a bespoke medal.