Trail Running calendar near Chepstow 2026-2027

We have found 357 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

A multi-terrain 10 km event at Twisted Tree Brewery on the private Tusmore Estate in Bicester, with standard and canicross 10 km options. Entry is £32 plus fees and entries close 17 June 2026; finishers receive a medal and a drink.

A multi terrain 10k starting and finishing at Umborne Village Hall near Colyton, with about 75% off road and a scenic section on the private Widworthy Estate. The event features water stations, marshals, veteran prizes and proceeds for the..

The Exeter 10K River Run is a flat, traffic-free evening race along the scenic River Exe. Held in late June, it's an ideal step up from a 5K for runners of all abilities. All finishers receive a medal and benefit from on-course support.

Gravel Rush Run in Winchester on 27 June 2026 features a 21 km half marathon and a 10 km race at Matterley Estate. Entry fees are listed per participant and a 3% administration charge is added to all entries.

Looped races at Chasewater Country Park offer 5K laps for options from 5K up to a full marathon, a relatively flat mixed-surface course with park facilities and aid stations, and a finisher medal and occasional snack.

A multi-terrain marathon, half marathon and 10K along the North Devon coast, based at Woolacombe Meadow Playing Fields on 28 June 2026. Entry fees apply and the event supports North Devon Hospice, with fundraising recommended.

July 2026

Point to point half marathon style race along canal towpaths from Wolverhampton to Brindley Place in Birmingham. The course includes a 360 metre tunnel, floating drink stations every 3 miles and chip timing.

A 30 mile ultra marathon based in Abergavenny with about 5,446 ft of elevation, mostly on trail and including a climb over the Sugar Loaf. The route has three fully stocked checkpoints and downloadable maps on plotaroute.com.

A multi-distance running event on 4 July 2026 around the Ironbridge valley, starting and finishing at The Unicorn Inn. Options include 8 miles, 16 miles and a full marathon with finisher bling and on-site parking.

A 27-mile point-to-point ultra that starts with a near four-mile mountain trek to the source of the River Severn and follows the river to Mid Wales Arts Centre. Two checkpoints provide vegan and gluten-free food and all finishers receive a..

A five-day, roughly 220-mile multiday ultramarathon along the Severn Way from source to mouth, split into five stage races with daily finisher medals, shared hotel accommodation, GPX navigation files and checkpoint food options.

Take on the Stiperstones Fell Race in Snailbeach on Wed 8 Jul 2026, a rugged 6.7 km course with about 375 m of climb across classic Shropshire ridgelines. Pre entry is £7 or pay £10 on the day, with junior races available.

A 48 mile point to point ultramarathon from Mid Wales Art Centre to Shrewsbury, following river and canal paths with 650 m ascent. Four checkpoints, a mandatory 4 mph minimum pace, vegan and gluten free checkpoint food and a bespoke finishe..

A point to point river-side ultra of about 59 miles from Shrewsbury to Worcester on 10 July 2026. The route includes four checkpoints with vegan and gluten free options, mandatory kit requirements and a bespoke finisher medal and visor.

Explore the scenic paths of Coombe Abbey Park in this Summer 10k. The undulating route winds through woodlands and meadows, finishing with a medal or a plantable tree token. Entry includes the option to support a children's charity.

A 57 mile point-to-point ultramarathon along the River Severn from Travelodge Worcester to Travelodge Stonehouse, with four checkpoints offering vegan and gluten free options, mandatory kit checks, and a bespoke finisher medal and head viso..

A self-navigated trail event on 11 July 2026 from Longtown Hall with 50 mile, 32 mile, marathon and half marathon options across the Black Mountains. All routes are tracked and supported with checkpoints, food, medical cover and mandatory k..

A multi distance trail event on the Ridgeway on 11 to 12 July 2026, finishing at the Avebury Standing Stones. It offers 50 km and 100 km options with signposted runnable trails, multiple pitstops and basecamp support including hot food and..

Outdoor walking and running event from Hallow with circular routes through 12 parishes. Distances range from 10 to 40 miles, mainly off road on public footpaths with waymarked routes and checkpoints providing drinks and snacks.

Run the scenic Shropshire Hills at The Piece of Cake Trail Run in Carding Mill Valley with 10K, half marathon and marathon distances. Enjoy marked trails, aid stations, a finisher medal and a cake competition.