Trail Running calendar near Gloucester 2025-2026

We have found 362 Trailruns within 80 miles of Gloucester. See below where and when you can find the races.

Join the Wessex Night League in Kings Worthy for a 60 minute touch free score orienteering across urban streets and wooded areas. Bring hi viz and lights; day entry allowed subject to limits and juniors under 16 must be accompanied.

Experience a night run through Wyre Forest on 26 November 2025 with a 10 km course run as two laps under torchlight. Canicross are welcome and every finisher gets a medal while prizes await the top three in each gender.

Maverick Original Oxfordshire returns to Stonor Park on 28 November 2025, offering 22 km, 13 km and 7 km trail courses through scenic Chiltern woodlands. Perfect for seasoned trail runners and newcomers alike.

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..

Explore Pewsey Downs near Alton Barnes with orienteering courses for all abilities, from easy beginner routes to challenging expert courses. Scenic chalk downland, waterproof maps and electronic timing. Online entry only.

Take on Stybarrow Dodd: a 4 mile winter fell run in the Lake District with 700 m climb. Part of the Kong Winter Series, pre entry required and limited to 200 runners.

Tackle 26.3 miles around Colworth Estate with five scenic laps of gently undulating trail and lanes, including woodland paths and narrow sections. Friendly club facilities, cup free so bring your own bottle, 30 November in Sharnbrook.

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.

Run looped trail and road courses in Chalfont St Peter, from 7k to full marathon and ultras, with aid station, pacers and big drop bag access. Open to runners and walkers 16+, this friendly event showcases scenic woodland trails.

December 2025

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.

Serious Santa trail races serve up rugged, scenic runs in the Black Mountains from Cwmdu Village Hall with Half Marathon, Ten Mile and 14 km options. Expect technical trails, festive vibes and handmade finisher trophies.

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.

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..