Trail Running calendar near Chepstow 2025-2026

Experience iconic views of Stonehenge on the Stonehenge Stomp, a friendly walking event that also welcomes runners. Choose routes from 5 km to 40 km and book online when entry opens on 1 November 2025 as places are limited.

Choose the Moors Valley Wildwood Trail Half Marathon or 10K through scenic woodland and muddy gravel trails where deer and birds of prey may appear. Chip timed, eco friendly event with aid stations and a wooden finisher medal.

Run the rugged Shropshire Hills at Carding Mill Valley with The Icing on the Cake, choose a half loop or the full double lap. Waymarked National Trust trails, on course support, a finishers medal and a cake competition make it rewarding.

Event overview DirtRun Dudmaston 10k takes place on 1 February 2026 at Comer Woods, part of Dudmaston Estate. The event uses an off-road route around tracks and trails in Comer Woods and covers 10 km. All finishers receive a medal and finis..

Tackle as many laps as you like in six hours at Daventry Country Park on a scenic 3.3 mile off road loop, from a brisk 5k to ultra distances. Canicross and rucking are welcome for a friendly, flexible challenge in nature.

The Westonbirt Arboretum Winter Night Race is a unique running event set in the stunning National Arboretum, featuring over 2,500 tree species. Participants can choose between 5km and 10km routes, which offer a beautiful and varied landscap..

Take on the Muddy Woody, a runnable 6 miles of forestry and single track with steep climbs and fast descents at a new Aconbury Court Farm venue on 8 February 2026. Expect chip timing, a bespoke Muddy T shirt and hot drinks after the race.

The Portland Coastal Marathon is an ultra trail running event held at the Weymouth and Portland National Sailing Academy in Portland, UK. Scheduled for February 8, 2026, it offers a full marathon, half marathon, and 10k distances, catering..

Enjoy a winter run through Westonbirt Arboretum's stunning tree collections on solid underfoot trail style paths. Distances of 5 km and 10 km suit all paces. Tickets are sold out.

Run a rugged 27 km off road loop from Sidmouth with about 3999 ft of climbing as you visit four trig points in order. Enjoy coastal trails, great camaraderie and support Cardiac Risk in the Young.

XTERRA Matterley is an off-road sporting event held at the scenic Matterley Basin in Hampshire, United Kingdom. Scheduled for February 14-15, 2026, it offers a variety of race formats including duathlons and trail runs suitable for athletes..

Trails & Tarmac Backyard Ultra Winter sends runners on a scenic 4.17 mile loop in the Black Mountains, blending trail and tarmac with a touch of climbing. Complete a loop each hour; reach 32 miles for a medal and outlast everyone to win.

Take on rolling hills, muddy trails and river crossings at Dalwood 3 Hills near Axminster on 15 Feb 2026, with 10 mile, 5 km and family friendly 3 km options. Village hall facilities and medical cover provided. Bring a cup for water.

Explore the Severn banks on the Winter Railway Ultra, a scenic multi distance trail along a disused railway through Ironbridge to Bridgnorth. Choose from 9 to 37 miles and soak up industrial heritage on this unique February run.

Run two scenic laps around Kinver Edge and the Rock Houses for a challenging 9.5 km off road experience on 22 Feb 2026. Capped at 100 runners, this intimate race awards medals and finish goodies but entries are closed.

Run Bath's Two Tunnels, passing through Devonshire and Combe Down tunnels, with distances from 500 m up to 50 km plus relays. Support Sustrans and enjoy unique underground scenery and a lively festival atmosphere.

Ironwood Challenge is a scenic six mile trail through ancient woodland and hilly fields above Long Ashton, with mixed terrain and famously muddy sections. Chip timed, the race offers post run cake and supports Wellspring Counselling.

Castle 2 Castle Ultra is a sold out 32 miles run from Powis Estate in Welshpool to Caffi Wylfa in Chirk, blending fast flat paths, rolling footpaths and open views. Prizes await top finishers and everyone gets a finisher plate and goodies.

Experience coastal trails at Lulworth Cove Trails on 28 February 2026, with stunning Dorset coastline views and the charm of the Lulworth Castle Estate. Choose 10K, 27K or 50K routes featuring rugged trail sections, climbs and classic count..

The Brecon to Cardiff Classic is a 70-kilometer ultra running race following the scenic Taff Trail from Brecon in the Brecon Beacons National Park to Cardiff. Now in its 12th year, this fully marked, one-way race features diverse landscapes..