Trail Running calendar near Chedworth 2025-2026

Take on 50 miles of winter trails around Telford and Shropshire, taking in Ironbridge and the Wrekin at the Telford T50 Trail Run. Clear waymarking, well stocked aid stations and friendly marshals make for a rewarding endurance day.

Join a magical evening run through parkland past the illuminated Cowdray Ruins at the Cowdray Winter Night Run. Head torches are mandatory and there are 5 km and 10 km distances plus dog friendly canicross and kids races.

Brave the winter trails of Salisbury Plain with undulating terrain, steep climbs and compact tracks across historic military land. Half and marathon options come with marked routes, aid stations and finisher medals, so bring trail shoes.

Explore the New Forest with Wessex Orienteering from Bolderwood Car Park, tackling technical woodland courses from a challenging Blue to a 60 minute Score challenge. Entry and parking are limited so book early and car share if you can.

Experience a magical night trail run through the atmospheric Cowdray Estate, passing the iconic ruins under the stars. Choose kids and adult distances from 3 km to 10 km for a fun evening in the Run the Seasons Winter series.

Support Hospice of St Francis at the Wild Christmas Charity Run, a guided 8km trail or 4km family walk from Church Farm Cafe. Enjoy a mince pie with entry, optional fancy dress and limited places so book early.

Take on the Hurtwood 50k through the Surrey Hills on 7 December 2025, a fully signed trail ultra with checkpoints and a 10 hour time limit. Entries open 12 December 2024 and the event welcomes fast walkers and first time ultra runners.

Take on a scenic 10 mile trail around Grafham Water, starting on the dam and winding past woodlands, ponds and Sanctuary Bay. Choose the 10 mile run or canicross with your dog and enjoy a friendly, fast course and postrace treats.

Tackle the Cardington Cracker on 7 December, a classic Shropshire fell race across 14.5 km with big climbs and stunning views. Rugged trails and village camaraderie make this a memorable winter challenge but places are limited so pre entry..

Join the New Forest Xmas Trails on 7 December 2025 for a festive run through heath and woodland in the New Forest. Fully marked single lap courses from 15km to 50km start at Holmesly Campsite and you can plant a tree instead of a medal.

Celebrate the season at the Chasewater Christmas Pudding Dash at Chasewater Country Park, a festive 10k, 5k and junior race around the reservoir on mostly flat trails. Enjoy medals, photos and fancy dress prizes while supporting Shelter.

Join the inaugural Allsorts Tinkley Gate Santa Dash for a festive family friendly 5 km trail run at Woodchester, with costumes and a post race cafe. Dress as Santa or an elf to support local charity Allsorts; dogs on short leashes welcome.

Join Partridge in a Pear Tree at Pengethley Manor on 7 December 2025, part of the festive 12 Days of Christmas series with distances from 5k to Ultra and a unique medal. Run or walk a scenic offroad loop through manor grounds, vineyards and..

Join the Christmas Cracker at Newlands Corner on 7 December for pantomime themed family score orienteering and colour coded Orange Green and Blue courses. Guildford Orienteers will provide festive refreshments and friendly guidance.

Take on the 2 Turtle Doves Run at Pengethley Manor on 8 December 2025, choosing distances from 5k to ultra with a 7 hour limit. Offroad laps wind through vineyards and a testing hill, walkers and runners both welcome.

Join a lively 60 minute street and park orienteering score event around the Yachtsman pub, with SI timing and instant splits. Visit as many controls as you can to score points and test your map and pace skills.

Join the 3 French Hens Run on 9 December at Pengethley Manor in Ross on Wye, part of the 12 Days of Christmas series. Pick distances from 5k to ultra and tackle a scenic off road loop through vineyards and rolling hills, walkers welcome.

Take on 200 miles across five iconic South of England trails in the Winter Downs 200, a continuous loop with 96 hours to finish. Expect rugged countryside, three major aid stations with food and rest, and an exclusive field of 100 starters.

Join the festive 5 Golden Rings Run at Pengethley Manor on 11 December as part of a 12 Days of Christmas series. Choose from 5k to ultra and tackle offroad laps with a hill through vineyards, walkers and runners welcome.

Run the 6 Geese a laying event on 12 December at Pengethley Manor, an off road lap course through vineyards with a cheeky hill. Distances from 5k to ultra welcome walkers and runners and every finisher gets a unique series medal.