Trail Running calendar near Pickering 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.

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.

Tackle the classic Famous Grouse Fell Race in the Peak District on Sunday 30 November 2025, a sharp 8.4 km route with 335 m of climb around Birch Vale. Entry on the day, limited field for a proper fell race atmosphere.

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.

Tackle the classic Gravy Pud fell race in the Peak District Sun 7 Dec 2025, an 8 km / 5 miles route with 305 m climb that visits rugged moorland and finishes at the Bulls Head in Tintwistle. A lively community event for experienced runners.

Tackle a scenic 3 hour mountain marathon across the Peak District moors, solo or in pairs with junior entries available. Pre entry only for this natural terrain challenge, with waterproof maps and post race hot drinks and flapjack.

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 the Winter Tolkien Trail at Stonyhurst College, a magical 11 km route through ancient woodlands, rivers and Mount Doom. Enjoy a fully marshalled course, event village, themed mementos and fun prizes in a festive winter setting.

Celebrate the season at Sherwood Pines with sprint and standard duathlons, new 5 km and 10 km trail runs and a family mile for kids. Finishers receive event T shirts, medals and festive treats in a dog friendly woodland.