Trail Running calendar near Chepstow 2025-2026

We have found 311 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

MTC Oxford Ultra is a scenic 49 mile Thames Path point to point from Oxford to Henley on 7 August 2026 with three checkpoints and river views. Challenging but supported, it requires mandatory kit and a steady pace to finish.

Tackle the scenic 47 mile MTC Windsor Ultra along the River Thames on 8 August 2026, from Henley to Kingston, with striking views of Windsor Castle and charming riverside towns. All finishers get a bespoke medal and a choice of technical sh..

Ramsbury Gold 10km is a multi-terrain running event held near Ramsbury in Wiltshire. The race starts and finishes at Ramsbury Brewery, Stockclose Farm, Aldbourne, within the Ramsbury Estate countryside. Participants can choose the standard..

Run the Southampton Running Festival on 16 August 2026 at Southampton Common with 5K, 10K, half marathon and junior races. Scenic laps through woodland, ponds and parkland, plus an event village and a focus on sustainability.

Two Tunnels Races in Bath, UK, organized by Relish The Great Outdoors, offer a unique set of events across a city-centre route that includes Bath’s Devonshire Tunnel (408m) and Combe Down Tunnel (1672m). Distances range from 500m Colourburs..

Take on the Beast of Llangattock, a scenic trail through ancient woods, moorland and the Llangattock Escarpment with canal finishes. Distances from 10 km to 51 km, well stocked checkpoints and mandatory kit ensure a memorable challenge.

Tackle the Summer Green Man Ultra around Bristol on a scenic self guided 45 mile loop or a 30 mile partial, both finish at Ashton Park School. Support checkpoints, chip timing and a bespoke finisher medal reward strong navigation and endura..

Enjoy scenic trail running and canicross around Wimbleball Lake on August 28, 2026, with 5K and 10K routes for runners and dog teams. Camping, parking and toilets on site make it a relaxed lakeside race day with medals for all finishers.

Black Cattle Ultra Gwartheg Duon is a South Wales ultra organized by Ridge Runners, offering two distances: 44 miles and 33 miles. Runners start from Llanthony Priory in the Black Mountains or from Abergavenny, following the Cambrian Way to..

Plum 10K The Plum 10K is a recurring race organised by Pershore Plum Plodders. The club publishes race results for multiple years, including 2015, 2016, 2017, 2018, 2019, 2021, 2022, 2023, 2024 and 2025. The next planned event is listed for..

September 2026

Event The Joust Races 2026 is a 24-hour multi-lap running event held on Saturday 5 September 2026. The format uses a looped course with each lap approximately 5.56 miles. The course is described as well marked and marshalled, easily navigab..

The RIDUM is a 30-mile ultra marathon held in South East Wales, following the Rhymney Valley Ridgeway Walk. This challenging trail run features 4,252 feet of elevation, taking participants across ridge tops around the Caerphilly basin with..

Event details The Henley River event takes place on Saturday 5 September 2026 at Temple Island Meadows / Remenham Farm, Remenham Lane, Henley-on-Thames RG9 3DB. It is organised by RunThrough and supports Royal Berks Charity. Races available..

Tackle the wild Shropshire Hills at Carding Mill Valley with scenic 13.1 mile and 26.2 mile trail races through the Long Mynd. Well marked routes, aid stations and marshals make this a classic, challenging day out for trail runners.

A guided, non competitive 30 miles group run along the Jurassic Coast and Isle of Purbeck, offering dramatic cliff views and historic scenery. Expect sustained climbs and rough trails so arrive fit and prepared.

Join Lone Wolf Birmingham at Wyre Forest for an hourly 6.8 km loop where you must finish each lap to keep going and battle for a final sprint on lap 24. Pick 10k, half marathon, marathon or ultra and enjoy trails and the on site cafe.

The Cotswold Half Way will take place in Chipping Campden from Saturday 19 September 2026 to Sunday 20 September 2026. You can run 47 miles.

UTMB Index

Take on the Cotswold Way Century, a stunning 102 mile non stop trail from Chipping Campden to Bath showcasing rolling hills, stone tracks and panoramic views. Test your endurance over varied terrain with a 32 hour time limit and full suppor..

Chiltern Wonderland 50 on 19 September 2026 is a 50 mile loop from Goring Village Hall through the scenic Chiltern countryside. Expect tough climbs, great views and full support from Centurion Running.

UTMB Index

Test your grit in the Black Mountains at Trails & Tarmac Backyard Ultra in Crickhowell on 19 Sep 2026, running hourly 4.2 mile loops over trail and tarmac. Last runner to complete a loop wins, with medics, toilets and showers on site.