Trail Running calendar near Whitby 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.

Run the Maravan Half at Haven Thorpe Park, a flat four lap multi terrain around the holiday park. Limited places and bespoke medal plus goody bag make this intimate race ideal for fast times or a scenic autumn run.

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.

Join the Maravan Half on 23 November at Thorpe Park Holiday Park for a flat, multi terrain half marathon run over four tidy laps. With just 40 places, expect a bespoke finisher medal and a friendly small field vibe.

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..

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.

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.

Join the Wycoller Wander on Sun 7 Dec 2025 for a scenic 6 mile trail with 850 ft of climb across the South West Pennines. Fancy dress is encouraged with a Heroes and Villains theme and proceeds support the BemoreLaura foundation.

Join Punk Panther Christmas Cracker in Otley for 32 miles, 19 miles or 12 miles of scenic trail on a mystery route with hearty climbs. Finish amid festive camaraderie and collect a medal and event T shirt to celebrate your run.

Take on Moors The Merrier 21, a 21 mile circular fell race around Hebden Bridge on 13 December 2025 that tests navigation and rewards moorland views. Limited to 275 pre entry places, and yes a Santa hat and a present are required.

Tackle up to three looped routes through moorland and towns around Holmfirth at the 20th Regular Irregular on 13 December 2025. Walk or run, enjoy snacks and a finish meal, and choose the distance that suits you.

Join the Valhalla Winter Run, a timed six hour trail on a 2.2 mile undulating out and back loop at York University. Run a lap, a marathon distance or keep going for six hours and enjoy a bespoke medal, goody bag and festive treats.

Run to the Rising Sun is a 10 km traffic free trail through Rising Sun Country Park, featuring woodland climbs and a mainly downhill finish. Eco friendly event with a memento and a well marked, marshalled course.