Trail Running calendar near Chepstow 2025-2026

Run along the shoreline from Bournemouth Pier toward Boscombe on sand and over groynes, choosing 5K or 10K routes with lovely sea views. Great for all abilities, with marshalled support and a relaxed coastal vibe.

Challenge the South Downs Way 100, a nonstop 100 miles along the chalk ridge from Winchester to Eastbourne with rolling hills, ancient forts and coastal views. Organised by Centurion Running, the race offers aid stations and a 30 hour limit..

Run the scenic Cotswold Way from a Cirencester basecamp on 13 and 14 June 2026, choosing a full 100 km loop or shorter trail distances to suit every level. Expect rest stops, GPS tracking, medical and massage teams, plus camping and caterin..

Take on a stunning 50km trail ultramarathon along the South Downs chalk ridgeway, finishing at Queen Elizabeth Country Park. Expect rolling hills, wide views and solid on course support in this World Trail Majors stage.

Tackle 15 miles of the historic Offa's Dyke path around Hay on Wye in a scenic and challenging trail race. Friendly atmosphere and relay option make it perfect for solo runners or teams seeking a memorable summer run.

Run the dramatic Cheddar Gorge on trails across the Mendip Hills, from a fun 1k up to a full marathon, with cliff top views, meadows and rugged rock underfoot. Finishers of 6km and longer earn a two sided event medal.

Take in sweeping views from Watership Down on scenic trails with marathon, half and 10K options. Enjoy chip timing, a finisher medal, goody bag and a keepsake beer glass while supporting Hampshire and Isle of Wight Air Ambulance.

Run the Jurassic Coast World Heritage Site on 20 to 21 June with self navigated multi distance races from Poole to Exmouth. Enjoy scenic coastal trails, live GPS tracking and well stocked aid stations for a professionally managed challenge.

Take on multi lap 5K loops at the Snickerthon in scenic Chasewater Country Park with distances from 5K to full marathon. Enjoy a relatively flat course, finisher medal and maybe a Snickers plus refreshment stops.

Join the PIGUM on July 4, 2026 in Abergavenny for a 30 mile mountain trail ultra with about 5,000 feet of climbing, taking in Sugar Loaf and ridge country. Expect fully stocked checkpoints, friendly crew support and no time limit.

Run a scenic Half Marathon from Wolverhampton to Brindley Place along canal towpaths and through a 360 m tunnel on a flat route. Chip timed waves, early entrants may get personalised bibs, finishers receive a medal, T shirt and goody bag.

The Turd is a fun running event held in the scenic valley of Ironbridge, Shropshire, hosted by How Hard Can It Be Events. Participants can choose from three distances: 8 miles, 16 miles, or a full marathon. The marathon involves completing..

Tackle a scenic 27 mile point to point ultra to the source of the Severn, including a four mile climb up Plynlimon. Finish at Mid Wales Arts Centre in Caersws and enjoy a rugged, rewarding mountain to river route.

Tackle the Severn Challenge: a five day, roughly 220 mile multiday ultra along the Severn Way from source to sea, testing navigation and endurance. Enjoy nightly hotel stops, baggage transfers and collectible stage medals that form a jigsaw..

Tackle the MTC Severn Plod Ultra, a 48 mile point to point ultramarathon from Maesmawr to Shrewsbury on 9 July 2026. Enjoy riverside trails, rolling hills and friendly checkpoints with vegan and gluten free options; bring a reusable cup.

Run the Summer 10k at picturesque Coombe Abbey Park, a scenic two lap trail through woodland and meadows with a mix of grassy and rooty footing. Choose a tree token instead of a medal to plant a tree and support wildflowers.

Take on the Swan Challenge on July 10, 2026 at Coombe Abbey Park: a six hour event where you complete as many 3.3 mile laps as you can. Enjoy flat park paths, support Roald Dahl Charity, and pick a medal or tree token.

Take on the MTC Severn Path Ultra, a point to point ultramarathon of roughly 60 miles from Shrewsbury to Worcester along the scenic River Severn. All finishers receive a bespoke medal and a head visor for this tenth edition.

Join the Otter Rail and River Run for a scenic off road 10 km or one mile family run along riverside paths and woodland. Community event raising funds for the village playing field with finishers receiving a local memento.

Run the scenic Severn Way in the MTC Severn Way Ultra, a 57 mile point to point ultra on 11 July 2026 that follows largely flat riverside paths. Cup free event with checkpoints and a bespoke finisher medal plus an MTC head visor.