Trail Running calendar near Chepstow 2025-2026

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..

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..

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.

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..

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.

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.

Enjoy a scenic but tough trail marathon or half marathon in Broadway, Worcestershire on 16 November 2025. Routes climb to Broadway Tower, pass Sudeley Castle and traverse muddy Cotswold tracks, and entries are full with a waiting list open.

Dark Valley, Night Trails is a night-time trail run at Moors Valley Country Park, Ashley Heath, near Ringwood, Dorset. The 10km loop winds through wide, tree-lined forest tracks on the Hampshire/Dorset border, with 1, 2, or 3 laps for 10km,..

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..

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.

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.

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..

Take on the New Forest Stinger, a scenic 10 mile trail race at Ocknell Campsite near Lyndhurst on 23 November 2025. Expect forest paths, supportive aid stations and a medal at the finish for a lively off road challenge.

Tackle the Combe Crawler, a 13.6 km (8.5 miles) coastal and woodland trail race in Ilfracombe on 23 November 2025. Limited to 200 runners, this marshalled charity race mixes steep coastal paths and fields for a scenic, testing challenge.

Experience autumn trails through ancient trees at the DirtRun Wyre Wizard Trail in Wyre Forest. Choose the 13 mile trail half or the 7.6 mile Super Seven and enjoy marshalled routes, onsite cafe and finisher goodies.

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.

Take on Wyre Forest after dark in an atmospheric 10 km off road race over two laps, with torches required and canicross welcome. Limited places and a finisher medal make this a thrilling night trail challenge.

Hit the trails at Stonor Park for The Maverick Original Oxfordshire on 29 November 2025, an acclaimed off road running festival from Maverick Race. Choose from 7 km, 11 km or 22 km routes and enjoy a spirited course with great atmosphere.

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..