Trail Running calendar near Chepstow 2025-2026

We have found 296 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

Join WRNL 3 in Colden Common for a lively 60 minute orienteering score event where you pick controls in any order to rack up points. Lights and hi viz required; hired dibbers available and juniors must be accompanied.

Endurancelife Gower at Oxwich Bay on 8 November 2025 invites runners to tackle stunning cliff top, woodland and beach trails across challenging terrain. Choose from 10K to ultra distances and finish with sea views and a medal.

Tackle the Salt Settlers Six Hour Race in the scenic Lower Otter valley, solo or in pairs on a mostly flat loop. Aid stations, a club cafe and hot showers keep you going, and every participant receives a special memento.

Run the Beacons Ultra, Marathon or Half on 8 November 2025 from Talybont on Usk, Powys. Varied trails, mountain climbs and canal paths take you to Pen Y Fan and the reservoir for a scenic, challenging autumn outing.

Self navigated trail event from Budleigh Salterton along the South West Coast Path and across Woodbury Common to visit trig points. Choose 3, 6 or 8 trigs for about 21 km, 42 km or 53 km, run or walk solo or in pairs with a base camp.

Big Night Out Winchester is a torchlit trail run on the South Downs from Winchester Athletics Track with 12 km and 22 km options. Run by headtorch along ridges and rivers and opt to have a tree planted instead of a finishers medal.

Run a twilight 10 km off road trail through Dorset woods and historic parkland as dusk falls. Enjoy atmospheric scenery, a touch of local ghost lore and medals, trophies and refreshments at the finish; entries are limited.

Take on a scenic Half Marathon along the Grand Union Canal through country trails and woodland on November 9, 2025. Enjoy chip timing, a finisher medal and a lively event village with refreshments and event photography.

MoRunning returns to Ashton Court Park in Bristol on 9 November 2025 with 1.5k, 5k and 10k trail friendly routes that mix paths, mud and a testing hill. Support Movember for men's health, grab a finisher medal, wear fancy dress and join the..

Join the Southampton MoRun on 9 November 2025 at Southampton Common to support Movember and men's health. Choose 1.5k, 5k, 10k or the half marathon and enjoy a medal, headband and post race treats.

Explore Shaw Forest Park, West Swindon on Sunday 9 November 2025 for an orienteering event with courses for beginners to experienced navigators across mixed forest and open terrain. Online entry only, limited maps available so book early.

Join the Wessex Night League in North Salisbury for a one hour score orienteering through urban streets and a hilltop nature park. Fast paced and social, bring lights and hi vis, and pre entry is required.

Run a 10 km night trail in Wyre Forest on 12 November 2025, two laps on off road trails with torches compulsory. Canicross is welcome and places are limited so book early.

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.

Enjoy night and day races across Bath Skyline's stone paths, woodland trails and open meadows, with 5km, 10km and a kids 500m plus a dedicated daytime canicross wave. Glow stick marked night courses make for a magical running experience.

Experience torchlit trails and ancient ruins at the Maverick Dark Castle around Corfe Castle on 15 November 2025. Choose 5 km 10 km or 16 km routes for a thrilling off road night run hosted by Maverick Race.

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.

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..