Trail Running calendar near Chepstow 2026-2027

We have found 488 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

A four-day, 184-mile Thames Path ultra from the river source to the Thames Barrier with daily stages, included accommodation for days one to three, bespoke finisher medals and compulsory mandatory kit and minimum pace requirements.

A 57 mile point to point ultramarathon along the Thames Path from Kemble to Oxford with four checkpoints, mandatory kit requirements and a minimum average pace of 4.0 miles per hour. All finishers receive a bespoke medal and an MTC head vis..

A 49 mile point to point race along the Thames Path from Travelodge Oxford Abingdon Road to Henley on Thames, with three staffed checkpoints offering water and food. Finishers receive a bespoke medal and a choice of technical shirt mug or h..

A 47 mile point to point ultramarathon along the Thames from Henley to Kingston, with three checkpoints offering food and drink, mandatory navigation kit and a required average pace to remain in the race.

Two trail ultras on the Mendip Way on 8 August 2026 finishing at Uphill Sands Beach, featuring wooded sections, hilltop views, multiple aid stations and a cupless format with professional medical cover.

Trail races of 24K and 51K start from Talybont-on-Usk on 8 August 2026, with marked routes, marshals and stocked aid stations. Entries include a themed medal, chip timing and free race photos.

Multi distance races around Bath that pass through two disused railway tunnels and follow canal and city sections. Organised by Relish Running Races with medals, timed results, aid stations and on site facilities.

A 6 mile informal group run at Croome Park on 10 August 2026 organised by Black Pear Joggers. The one lap off road route includes a lakeside section and finishes with cake and tea or coffee, with profits to the National Trust.

A mainly trail 5k loop from Peveril Point along the Jurassic Coast to Anvil Point Lighthouse and back into Swanage. The race is part of Swanage Lifeboat Week and one of six events in the Purbeck Trail Series.

A 4.4 km fell race from the Ragleth Inn in Little Stretton with 390 m of ascent, a clockwise course with three control points, on-the-day or pre-entry and junior up and down Callow Hill races; some proceeds go to charity.

A family-friendly inflatable obstacle course in Exeter on 15 August 2026 with 2.5k, 5k, 10k and 15k options, music zones, obstacles on each lap and a finisher's medal for participants.

Trail running at Fyne Court Estate in the Quantock Hills AONB with 5 km and 10 km options, using parkland and woodland trails. The 10 km is two laps of the 5 km circuit and medals are optional to reduce waste.

This timed event on August 15, 2026, offers a flexible, multi-lap format on a smooth riverside course in Winchester. Runners can choose their start time and distance, from a single lap to an ultra marathon, within a 7-hour window. All finis..

An evening trail event near Dorchester with 5k and 10k routes through sunflower fields and bridleways. Routes include an aid station and finishers receive medals, while the event supports a local hospital charity.

Mynydd Maen Traverse is a running event near Pontypool featuring a 9.8 km route with 291 m of climb. It includes separate junior races and accepts team entries of three.

A 7.5 km fell race at Cwrt-y-Cadno Show fields with 264 m of climb. Entry to the show covers the £5 fee; the course is partially marked and open to those over 16.

A Bath running event on 16 August 2026 featuring two long, lit railway tunnels and a programme from 500 m colourburst to ultramarathon and relays; proceeds support Sustrans.

Spartan South West is at Badminton Park on August 16 2026, featuring Sprint 5 km, Super 10 km and Beast 21 km obstacle courses plus a kids race and spectator access. Team entries and volunteer options are available.

Run through the scenic trails of Southampton Common at this multi distance festival. Explore a Site of Special Scientific Interest featuring woodland and lakes while enjoying a well serviced event village.

A 10 km trail run at Ramsbury Brewery on August 16, 2026, mostly off road through trails and woodland. Canicross friendly, entries include a medal, a pint cup and a free drink.

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