Trail Running calendar near Chepstow 2025-2026

Experience moonlit trail running under headtorch on a scenic 10 km loop at Moors Valley Country Park, with the choice of one, two or three laps. Enjoy fluorescent markers and a Trees Not Tees option to plant a tree instead of a medal.

Enjoy a scenic, flat coastal run at the Bournemouth Coastal TEN, choose 10 mile or 10 km along Hengistbury Head and Boscombe Pier. Chip timing, a finisher medal and post race refreshments make it a perfect seaside challenge for all abilitie..

Explore Burghfield woods with Berkshire Orienteers on Saturday 22 November 2025. Five courses from a family friendly yellow to a challenging blue welcome beginners and seasoned navigators, with electronic timing and a scenic forest setting.

Join the Smurf Run at Dare Valley Country Park for a seven hour Time Challenge where you choose how many laps to tackle and soak up scenic country views. Complete a lap to earn a themed medal and enjoy on course refreshments.

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.

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.

Tackle rolling trails at Maverick Original Oxfordshire in Stonor Park, Henley on Thames. With 7 km, 11 km and 22 km options, this off road race offers scenic routes and a friendly Maverick race vibe.

Run under torchlight through the Chiltern Hills at Stonor Park in the Maverick Dark Oxfordshire night trail. Choose 7, 13 or 17 km routes with varied climbs, enjoy an event village with food and timed results, and spot local wildlife as you..

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..