Trail Running calendar near Guisborough 2025-2026

The Hardwolds 80 is an 80 mile trail along the Wolds Way from Hessle to Filey, passing chalk valleys, wildlife areas and quaint villages. Tackle the course in 24 hours for a scenic, spirited test and a finisher medal and T shirt.

Experience the Kendal Skyline Ultra 50 km route with 900 m ascent through limestone escarpments, castles and river trails, finishing at Kendal Mountain Festival Basecamp. The 2025 edition is sold out.

Join the adidas TERREX Kendal Trail Run in Kendal on 22 November 2025 for a scenic 10 km with 250 m of climbing, cobbled descents and sweeping views over Morecambe Bay. This community focused not for profit event supports Kendal Mountain Re..

A scenic but challenging 9 km fell race around reservoirs and hills of the South West Pennines from Marsden Cricket Club. Expect boggy ground, 313 m of climb, a flagged marshalled route, minimum kit and hot food at the finish.

Run scenic looped trails around historic Kirkstall Abbey, following riverside paths, woodlands and towpaths with distances from 8.8 miles up to an ultra. Expect varied terrain, friendly marshals, feed stations and a bespoke finisher medal.

Join Leeds MoRunning at Roundhay Park on 23 November 2025 with distances from 1.5k to half marathon on a scenic but hilly park and trail course. Chip timing, finisher medal and headband plus fun extras like spot prizes make it great fun.

Tackle the Black Night Scar fell race in Todmorden, a challenging evening run of 5.8 km with 315 m ascent under head torch light. Finish at the Hare and Hounds pub for refreshments and prize giving; pre and on day entry welcome.

Take on the Stanza Stones Winter Edition, a rugged 50 mile, 24 hour challenge from Marsden to Ilkley that visits six carved poems by Simon Armitage and climbs Ilkley Moor over 6600 ft of ascent. Live tracking, staffed checkpoints and a fini..

A rugged 50 mile ultra across the South Pennines from Marsden to Ilkley, climbing over 6,800 ft and visiting six Stanza Stones carved with water poems. Tackle moorland, historic Haworth and Ilkley Moor in summer or winter editions.

Enjoy an autumn 5k trail at Kiplin Hall, winding through gardens, woods and grassland on a compact, spectator friendly course. Warm up with a hot drink and spiced flapjack at the finish.

Enjoy the Winter Trail Runs at Dalby Forest on 30 November 2025 with scenic forest trails and North York Moors views. Choose 10k, half or full marathon with live chip timing and a finisher medal. Well controlled dogs on a lead are welcome.

Lee Mill Relays on 30 November 2025 in Rossendale is a tough team relay for four around the rugged Lee Mill Quarry, each leg a flagged wintry 10.7 km loop. Expect climbs, kit checks and a true fell running challenge.

The Drop Kendal drops solo runners or teams at an unknown location blindfolded and challenges them to find their way back to base in Kendal. Choose 10 or 15 mile routes for a map free test of navigation and stamina.

Take on a tough winter ultra through the wild Cheviot hills on a roughly 55 mile loop that challenges experienced runners with changeable conditions and a 24 hour cutoff. All finishers receive a GPS tracker, t shirt and medal.

Take on Rudolph's Romp, a scenic 25 mile route across the Yorkshire Wolds with sweeping views of the Vale of York and the Humber. Organised by LDWA East Yorkshire on 6 December 2025.

Take on the Really Wild Boar fell race on Sat 6 Dec 2025 in the York Dales, a 9 km challenge with 450 m of climb through classic fell terrain. On the day entry is £10 and includes soup and a roll. Register at the Fat Lamb Country Inn.

The Mytholmroyd Fell Race on Sunday 7 December 2025 offers a tough 6 mile route with 500 m ascent across classic Pennine terrain near Hebden Bridge. Pre entry and full FRA kit are required.

Join the WILD DEER running session at Land of Oak & Iron on 7 December 2025 for a 75 minute coached workout suitable for all abilities. Expect interval work, hill efforts and varied running over 5 to 7 miles with a friendly group vibe.

Explore Greenhead Park and nearby streets in a fun urban orienteering using the MapRun app, with courses from short family routes to longer challenges. Meet in the Community Room beside Greenhead Park Café for maps and registration.

Enjoy colour coded orienteering at Beverley Westwood with courses for novices through experienced navigators. Explore runnable common land, small woods and contour features while grazing cows and a nearby golf course add local charm.