Trail Running calendar near Cheltenham 2025-2026

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.

Take on the Winter Bumble Bimble 5 mile trail run from the Park Gate Inn in Bromsgrove on Sunday 30 November 2025. Entries are limited to 300 and all finishers get a medal as you tackle woodland, rolling fields and muddy scenic trails.

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..

Run a scenic, traffic free 6.5 mile (about 10K) lap of Croome Park with a big hill to start and finish. Trail shoes are recommended and all finishers receive medals and goody bags.

Choose your distance on the day at Running Tribe Races in Chalfont St Peter, running scenic looped trails through woods. Drop bags, an aid station with vegan options, pacers and medical cover make it welcoming for trail and road runners.

Night orienteering in Brockenhurst: a 60 minute score event in the New Forest. Visit as many controls as you can for points using SIAC timing and waterproof maps, and bring high visibility clothing and lights for after dark navigation.

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.

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.

Take on the scenic Carsington Water Half Marathon or 10K on Saturday 6 December 2025, running undulating reservoir trails with marked kilometres. Enjoy chip timing, a finisher medal, post race goodies and a lively event village.

Embrace festive trails in the Brecon Beacons with the Secret Santa Festive Trail, a scenic but challenging run across the Black Mountains. Multiple distances, checkpoints with vegan options and a canicross welcome for dogs on leads.

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.

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.

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.

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..

Run the New Forest Xmas Trails in New Forest National Park on runnable but testing single lap routes through heathland and woodland from Holmesly Campsite, Bransgore. Choose 15km, 30km, marathon or 50km and plant a tree instead of a medal.

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 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..

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.