Trail Running calendar near Chepstow 2025-2026

Maverick Dark and Maverick Original in Henley on Thames offer scenic off road trail races with multiple distances for all abilities. Expect muddy singletrack, rolling hills and a lively festival atmosphere for a fun day of trail running.

The Wallop is a scenic 21k timed trail race through Farleigh Wallop Estate, winding along narrow woodland paths, wide gravel tracks and open fields. Enjoy marshalled support, a bespoke finisher medal and post race mulled wine and mince pies..

The Medal Mix Challenge Day 2, organized by Running Events Devon, takes place near Capel Lane, Littleham, Exmouth on Sunday, 30th November 2025. This 7-hour timed event features an accurately measured 5.3 km out-and-back course on a scenic,..

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.

Explore Afan Forest on hand picked trails with 5K and 10K options at the RTT Afan Forest run. Fully marked and marshalled courses, chip timing and a finisher medal make this a rewarding, well organised trail day for all abilities.

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..

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.

Celebrate the season on rugged Black Mountains trails at the Secret Santa Festive Trail Series. Three scenic but technical distances, bespoke medals, mulled wine and full on course support make for a memorable winter run.

Take on the Salisbury Plain Winter Edition on 6 December for a scenic, fully marked trail challenge over Half or Marathon distances. Enjoy well stocked aid stations, marshals and finisher medals as you tackle crisp winter terrain.

Take on the Jurassic Coast from Swanage on 6 Dec 2025 with distances from a coastal 10K to a full marathon or ultra. Rugged trails, big climbs and fully marked timed courses promise a scenic and satisfying challenge.

Pick 14 km, 10 miles or a half marathon from Cwmdu across the Black Mountains with rocky single track, boggy moorland and stunning views. Well marked with checkpoints and medical cover, this scenic but testing trail welcomes dogs on leads.

Join the Otterton Reindeer Run for a festive 3 km fun run or a scenic 10 km multi terrain route through Otter Valley. A village event that raises funds for local projects with fancy dress prizes and post race treats.

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.

The Allsorts Tinkley Gate Santa Dash is a festive, family-friendly running event held at the scenic National Trust Tinkley Gate site in Woodchester, Gloucestershire. Participants can choose between a 5km off-road trail or a shorter 2.5km ro..

Join the New Forest Xmas Trails on 7 December at Holmesly Campsite for fully marked off road laps through heathland and woodland, with distances from 15K to a 50K ultra. Enjoy a festive trail vibe and the option to plant a tree instead of t..

Explore the sand dunes and complex contours of Braunton Burrows at a colour coded orienteering on Sunday 7 December 2025, part of the Devon League. Courses for all abilities and car sharing available.

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.

Part of the 12 Days of Christmas, Partridge in a Pear Tree on 7 December 2025 offers offroad laps at Pengethley Manor through vineyards and a cheeky hill. Choose 5k to ultra, walkers and runners welcome with a unique finisher medal.

Join the 2 Turtle Doves at Pengethley Manor on 8 December 2025 and choose distances from 5k to ultra with a 7 hour limit. Off road 2.5 km laps wind through vineyards and include a hill each lap for a scenic challenge.