Trail Running calendar near Whitby 2025-2026

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.

Join the Urban Night Series Winter in Halifax for four lively evening orienteering events from Dukes Bar, where solo runners or pairs race the clock to collect checkpoints. One hour, app scoring and weekly Strava crowns make each night a so..

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.

Take on the Mytholmroyd Fell Race on 7 December near Hebden Bridge, a winter Pennine challenge of about 6 miles with stiff climbs, mixed terrain and deep bogs. Pre entry is required and every finisher receives a can of local beer.

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 a 75 minute all abilities coached run through Derwent Walk Country Park, blending interval drills and hill efforts over 5 to 7 miles. Coaches provide practical tips to build fitness and confidence in lovely surroundings.

Join the Punk Panther Christmas Cracker in Otley on 13 December 2025 for a festive trail challenge over 12, 19 or 32 miles on a surprise course that changes each year. Expect rugged country trails, a lively finish and medals and event tees..

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.

Join the SATURN A Christmas Carol Bobble Hat Run North, a friendly 7 hour timed challenge on a flat trail beside the River Wear with beautiful Durham Cathedral views. Bobble hat entries are sold out but entries from Nov 6 include a running..

Tackle a lively PECO Cross Country League race at Pontefract Park on 14 December 2025, featuring an undulating two lap course of about 4.5 to 5.0 miles. Expect competitive club racing and a buzzing winter XC atmosphere.

Join the festive Fell Em Doon 5 km in Ashington on 14 December 2025, a flat traffic free two lap trail ideal for a brisk winter run. Enjoy a well marshalled course, on site first aid and a warm finishers pack with a mug and medal.

Explore Coatham Woods near Eaglescliffe in CLOK's regional orienteering event at Birk Brow and Skelton Warren on Sunday 14 Dec. Routes from beginner white to challenging brown suit all abilities, dogs welcome and limited entries on the day.

Celebrate the season with a festive 7 hour time challenge along the River Wear, enjoying scenic cathedral views as you choose how far to run or walk. Finish at least 5 km to claim a themed medal and a running buff.