Trail Running calendar near Chepstow 2025-2026

Take on the New Forest Stinger, a 10 mile off road trail around Ocknell Campsite in Fritham. Enjoy club camaraderie, a finisher medal, goody bag and age trophies in a limited field of trail fans.

Take on the Combe Crawler, a 13.6 km multi terrain cross country around Ilfracombe's coastal paths, woodland tracks and hills. The tenth running on 23 November 2025 is fully marshaled and raises funds for South West Blood Bikes and North De..

Enjoy a scenic annual multi terrain trail run around the historic Weston Park estate in Shropshire. Choose a 5k or 10k course with chip timing for all runners and enjoy mixed paths and a short grassy stretch.

Budleigh Blister, hosted by Exmouth Harriers, takes place near Budleigh Salterton with the event anchored at The Holt, E Budleigh Rd. The weekend offers an approx 10-mile off-road course featuring stunning coastal and countryside scenery, p..

Run through autumn woods at the ninth DirtRun Wyre Wizard in Wyre Forest on 23 November 2025, with a scenic trail half marathon or the lively Super Seven. Expect marshals, crisp finish medals and festival style vibes at the visitor centre.

Tackle a 16 km fell time trial on 23 November with interval starts and the freedom to choose your own route across rugged Shropshire terrain. On the day entry welcomes solo or paired runners, walkers and dogs, with Mercia Fell Runners dibbe..

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 Medal Mix Challenge Day 1, organized by Running Events Devon, takes place near Capel Lane, Littleham, Exmouth on November 29, 2025. This 7-hour timed event welcomes runners and walkers of all abilities to complete as many 5.3 km laps as..

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.

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,..

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.

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.

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.

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.