Trail Running calendar near Chesterfield 2025-2026

Take on winter trails through Dalby Forest with 10km, half marathon and marathon options that wind through towering trees and moorland. Canicross friendly, with a bespoke medal, post race snacks and a welcoming atmosphere.

Run 26.3 miles over five laps around the scenic Colworth Estate near Sharnbrook on 30 Nov 2025. Open to solo runners and teams, this intimate trail and road loop has drink stations but is cup free so bring a bottle.

Tackle the Croome Capability Canter, a single lap 6.5 mile off road course around parkland with a big hill at the start and finish. Limited to 350 spots, this autumn race awards finishers medals and goodie bags.

Run a scenic 5 mile winter trail around Bromsgrove, through woodland valleys and quiet lanes, starting and finishing at the Park Gate Inn. Expect undulating, muddy terrain, friendly marshals and a finisher medal.

Lee Mill Relays is a rugged team relay in Lee Mill Quarry, Rossendale on 30th November 2025, with four runners each tackling a flagged 10.7 km course. Expect tough wintry underfoot conditions and strict kit checks, so come prepared and read..

Join the Marton Mile on Sunday 30 November 2025 for a relaxed one mile walk jog or run along the flat traffic free Lias Line Greenway near Marton. This family and dog friendly community fundraiser supports Shelter and welcomes all paces wit..

The Alyn Waters Winter Trails offer 5k and 10k fully marked and marshalled trail running courses set in the scenic Alyn Waters country park. Designed for all abilities, the event encourages participants to race or enjoy a leisurely run with..

Telford T50 Trail Run is a winter 50 miles route through Ironbridge, the Wrekin and industrial heritage sites, with four checkpoints serving food and cake. Tackle rugged trails and claim the organiser's biggest ever finisher medal.

Join the Cannock Chase Forest Christmas trail runs on 6 December for 5k, 10k and a junior run through undulating forest trails. Wear seasonal fancy dress for a chance to win best dressed, and enjoy a bespoke medal, free photos and prizes.

Run scenic, undulating trails around Carsington Water in a choice of a half marathon or 10K, with kilometre markers and friendly course support. Entries include chip timing, free photos and a finisher medal to celebrate your effort.

Rudolph's Romp is a 25 miles winter route from Brantingham across the Yorkshire Wolds, with woodland trails, rolling hills and views of the Vale of York and the Humber. LDWA East Yorkshire event with checkpoints, food and a post run meal.

Join the Chasewater Christmas Pudding Dash on 7 December for scenic 5k and 10k trail laps around Chasewater Reservoir, plus a junior run. Enjoy festive fun with a bespoke medal, free photos and prizes including best dressed costume.

Join Northwich Running Club for the Marbury Festive Fun Run on 7 Dec at Marbury Country Park, a flat 3 km loop for running or walking. Fancy dress is encouraged, Santa's Helpers will cheer you in and finishers get a Christmas medal and trea..

Push your limits at ZigZag Bauble Bimble, a 4 or 6 hour timed multi lap running challenge at Ferry Meadows. Tackle a scenic mixed terrain loop for distances from 5 km up to marathon and ultra, with aid at base camp and a finisher medal.

Run a scenic 10 mile trail around Grafham Water, weaving through woodland, Dragonfly Pond and Sanctuary Bay before a final mile along the dam wall. Canicross runs in a separate wave so you can bring your dog on a lead.

Take on a scenic 14.5 km fell race with 793 m of ascent around Cardington, organised by Telford Athletic Club. Entries are pre registration only and limited, so come prepared for wet underfoot and bring good grip and required FRA kit.

Take on the Beacon Bash, a charity challenge supporting Appley Bridge Scouts and The Brick Wigan, across just over 20 miles of scenic but testing footpaths and 2345 ft of ascent. The marked route is self navigated with a mid route water sto..

The Mytholmroyd Fell Race will take place in Mytholmroyd on Sunday 7 December 2025. You can run 6 miles.

Explore a magical 11.1 km winter trail around Stonyhurst College on the Tolkien Trail, through ancient woodlands, riverside views and historic bridges. Enjoy chip timing, medal, event village and prizes for top finishers and best fancy dres..

Moors the Merrier 21 is a festive 21 mile circular run around the moors of Hebden Bridge with challenging climbs and stunning winter views. Fully supported and featuring Santa hats and a bran tub tradition, entries are limited and a waiting..