Trail Running calendar near Chepstow 2025-2026

Take on the Pen Y Fan Challenge, a scenic trail race up to the summit with 5 mile and 13 mile options. Enjoy chip timing, a finisher medal and buff, marshalled routes and stunning South Wales views.

Take in river views and industrial heritage on a scenic run along a disused railway from Ironbridge to Bridgnorth. Choose from distances from 9 to 37 miles and join the winter race on 21 February 2026 or the summer race on 1 August 2026.

Join EDDUM 2026, a scenic 50 mile trail around the Epynt Way encircling the Sennybridge Training Area in Wales. With no time limits, five manned checkpoints and full crew support, it is a welcoming test of endurance.

Take on the MTC Thames Challenge, a four day 184 mile multi stage endurance race along the scenic Thames Path from the source to the Thames Barrier. Included hotels and main evening meals connect the stages for a supported ultra experience.

Tackle the MTC Cotswold Ultra, a scenic 57 mile point to point along the Thames Path from Kemble to Oxford, with a bespoke medal and MTC head visor for all. Classic Cotswold views and trophies for winners make this a memorable challenge.

Take on the MTC Oxford Ultra, a 49 mile point to point along the Thames Path from Oxford to Henley. Expect scenic riverside trails, three support checkpoints and challenging self sufficient ultrarunning with a bespoke finisher medal.

Take on the 47 mile MTC Windsor Ultra along the scenic Thames from Henley to Kingston, testing endurance with three aid stops and rolling river views. Finishers get a bespoke medal and choice of tech shirt, mug or hat.

Run the Mendip Marauder, a scenic but hilly trail on the Mendip Way with 30 or 50 mile options that traverse Ebbor Gorge, Cheddar and woodlands before a memorable finish on Uphill Sands Beach. Well marked trails and staffed aid stations sup..

Enjoy a lively 10 km multi terrain run around Ramsbury Brewery on Sunday 9 August 2026, with a canicross option and mostly off road trails. Finish with a pint and support Brighter Futures in this friendly community race.

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.

Experience the Two Tunnels in Bath, a unique run through two lit, surfaced railway tunnels and rolling paths. Options span short Colourburst runs up to marathon and 50 km distances, with proceeds supporting Sustrans.

Take on the Summer GMU around Bristol on 22 August 2026 with 45 mile and 30 mile clockwise courses starting at Ashton Park School. Enjoy checkpoint support, tracking and a bespoke medal for finishers in this scenic endurance challenge.

Take on the Beast of Llangattock, a scenic trail on 22 August 2026 with distances from 10 km to a 32 mile ultra across the Llangattock Escarpment and Clydach Gorge. Fully marked course with checkpoints, food options and medical cover.

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.

Tackle the Black Cattle Ultra in South Wales, a rugged point to point adventure finishing near Castell Coch. Choose 33 mile or 44 mile routes through mountains, wooded vales and villages, organised by the Ridge Runners community.

Join the Plum 10K on 30 August 2026 in Pershore, a friendly community race hosted by Pershore Plum Plodders. Enjoy a welcoming vibe and strong club support from one of Worcestershire's established running clubs.

Take on the RIDUM 30 mile trail ultra around the ridge tops near Cardiff, with about 4,252 feet of climbing and sweeping south east Wales views. Enjoy fully stocked checkpoints, race crew support and a finisher medal.

Take on scenic Shropshire Hills trails with half and full marathon options, starting and finishing at Carding Mill Valley by the National Trust tea rooms. The full is a single lap route with aid stations on course and a finisher medal.

Take a guided 30 mile run along the dramatic Jurassic Coast, passing Corfe Castle, Kimmeridge Bay and Old Harry Rocks. This hilly, non competitive adventure is ideal for experienced trail runners seeking scenic, supported miles.

Run along the River Thames at Temple Island Meadows with half marathon, 10K and junior races supporting Royal Berks Charity. Enjoy mixed undulating trails, finisher medals, chip timing, free photos and a lively event village.