Trail Running calendar near Chepstow 2026-2027

Experience a scenic midweek summer evening trail race through the forest paths of Moors Valley Country Park. This chip timed 10K event offers a dog friendly atmosphere and sustainable race practices near Bournemouth.

This historic off road race returns to Hay on Wye for a 15 mile journey through the countryside. Runners can participate as individuals or as part of a relay team during this traditional UKA event.

Traverse the entire South Downs Way National Trail in this 100 mile non stop journey from Winchester to Eastbourne. Experience 3800 meters of elevation through historic landscapes with full aid station and medical support.

Experience a 50km journey through the South Downs National Park featuring stunning ridge trails and historic landmarks. This well supported event offers a challenging route from Winchester to Queen Elizabeth Country Park.

Discover the heart of the Cotswolds with this versatile trail event offering distances from 10km to a full 100km loop. Walk, jog, or run through rolling hills and historic villages with full support including rest stops and medical teams.

Experience the rugged beauty of the Jurassic Coast with trail runs of 7 km, 13 km, and 23 km near Swanage. This plastic free event offers technical coastal paths, steep climbs, and a finisher medal for all participants.

Enjoy a scenic multi-terrain run through the countryside with chip-timed 5K and 10K races. All proceeds support Neroche Primary School and every finisher receives a medal.

Experience a variety of trail distances from 1km to a full marathon at the scenic Somerset levels. Join a unique multi event Omnium challenge featuring hill climbs and sprints alongside classic hilly trail routes.

The Hampshire Hoppit offers scenic, single-lap trail runs from Watership Down. Choose from a marathon, half marathon, or 10K, exploring high points and off-road paths. Your entry includes a medal, photos, a beer glass, and free parking.

Run a scenic 10 km trail through the historic Lulworth Estate, across chalk downland and through woodland with views of the Jurassic Coast. Expect about 175 m of ascent, off road paths, water stations and a cosy cafe with homemade cakes at..

Run as many 3.28 mile laps as you wish along the scenic Stroud Waterways canal. This flexible timed event caters to all distances from 5k to ultra marathon with a seven hour time limit and a relaxed start window.

Experience a multi terrain 5K run through the woodlands and lakeside lawns of Blackpit Brewery near Silverstone. This inclusive event features bespoke medals for all finishers and a scenic route across Northamptonshire farmland.

Celebrate the summer solstice with a weekend of trail runs, adventure races, and walks in the heart of Exmoor National Park with distances ranging from 1.5 km to 30 miles.

Experience 185 million years of history along the World Heritage Jurassic Coast. Choose from multiple distances up to 105 miles following the scenic South West Coast Path.

Experience the Malvern Midsummer Marathon with 15 or 27 mile routes featuring significant climbs and spectacular ridge views. Enjoy local hospitality with checkpoints and a post race hot meal in the Heart of England.

Experience a self navigating adventure through the Marches of England on the Midsummer Mortimer Trail. Choose between a 30 mile ultra or a 15 mile route finishing at the historic Ludlow Castle.

Test your endurance at MacTuffX Bristol with interval based running challenges. Choose between solo, doubles, or relay formats across 400m and 800m repetitions in this organized summer event for adults.

Experience a multi terrain 10km run through the private Tusmore Estate. Enjoy scenic views and celebrate your finish at the Twisted Tree Brewery with a medal and a well earned drink.

Experience a scenic 10k multi terrain run through the private Widworthy Estate in East Devon. This 75 percent off road course starts and finishes at Umborne Village Hall with family friendly refreshments available.

Join this athletic event in Bournemouth featuring high intensity intervals of 400m and 800m. Choose between solo, doubles, or relay formats for a unique group or individual experience.