Trail Running calendar near Chepstow 2025-2026

We have found 300 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

Tackle a two lap 10 km off road course through Wyre Forest at Callow Hill under torchlight. Canicross allowed, all finishers get medals and top three in each gender earn prizes.

Join the New Forest Central Trail Run at Roundhill Campsite for 10km, 17km or 22km routes through ancient woodland and heath. Enjoy undulating gravel trails, roaming ponies and a plastic free event with water, medals and chip timing.

Run forest trails at Margam Country Park on 15 November 2025, choosing from 21 km, 10 km or 5 km routes. Fully marked courses with checkpoints and GPS files; entries include parking, timing, a medal and free photos.

Explore Bath Skyline with day and night 5k and 10k races plus a 500m kids run and dedicated canicross wave on 15 and 16 November. Trail surfaces, glow stick night routes and finishers medals create a scenic family friendly weekend.

Join Maverick Race at the atmospheric Corfe Castle for the Maverick Exposure Lights Dark Castle on 15 November 2025. Choose from 5K, 10K or 16K off road trails under lights and soak up rugged Dorset scenery.

Discover scenic trails at the Broadway Marathon and Half Marathon in Worcestershire on 16 November 2025, climbing to Broadway Tower and winding through woods and fields. Expect rolling hills and a village finish.

UTMB Index

The Beckbury Trail is a 10K multi-terrain running event organized by Lawley Running Club, celebrating its 10th anniversary. Set in the scenic rural village and parish of Beckbury, Shropshire, the course features a mix of trail and a small s..

Challenging 8.1 km fell race from Little Stretton with 762 m of ascent, four steep valley climbs and a fast descent finish. WFRA kit is mandatory and previous fell running or mountain experience is recommended as marshals and signage are li..

The Cardiff Trail Half Marathon is an exciting running event set against the stunning backdrop of Castell Coch. Scheduled for November 16, 2025, this newly introduced race offers a unique blend of competition and scenic beauty, making it an..

The Rugged Radnage 10K Run, held in the Chiltern Hills near Radnage village, offers a challenging mixed-terrain course featuring roads, trails, footpaths, woods, and fields with notable ascents and descents. The event includes both 5K and 1..

Take on undulating trails, muddy paths and a shallow stream at the Action Heart Tuff Un, a rugged 6 miles at Baggeridge Country Park in Dudley on 16 November 2025. Enjoy a muddy multi terrain challenge while supporting Action Heart.

Take on the MT10, a scenic 10 miles off road trail through Pembrey Country Park and along Cefn Sidan Beach. Expect mixed soil and firm sand, sea breezes and wide open views for a memorable coastal run on 16 November 2025.

Enjoy a small 8 mile trail race through the stunning Avebury World Heritage Site in Wiltshire, weaving past ancient stone circles and rolling countryside. Organised by Marlborough Running Club, this popular November event often sells out.

Join the inaugural FOBS 5K Trail Run and Colour Run in Box on 16 November 2025 and support Box Primary School. Choose a family friendly 800 m colour run or a chip timed 5K through scenic Bybrook valley, with treats and certificates for all.

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..