Trail Running Calendar South East (England) 2026-2027

Enjoy a flat and traffic free summer race series at Dinton Pastures Country Park. Choose from 5km or 10km distances with chip timing and a dedicated 2km kids run for a complete family evening.

Experience a 50 mile point to point journey along the scenic North Downs Way National Trail. This 81 km trail race features 5,600 feet of climb and crosses historic landmarks from Farnham to the outskirts of London.

Trail marathon and 16 mile races across the Berkshire Downs with routes on the ancient Ridgeway, timing chips, aid stations every 3 to 4 miles and a hand thrown mug for finishers. Runners must meet a 7 hour cut off.

Experience the world’s largest inflatable obstacle course at the iconic Brands Hatch circuit. Tackle a series of massive inflatable structures in this unique 5K event held in the heart of Kent.

Run through scenic vineyard hills at Denbies Wine Estate in Dorking on 16 May 2026 on a 5.3 km undulating off road loop. Choose as many laps as you like for distances from 5 km up to ultra with flexible start times and limited places.

Experience an obstacle course race through historic site landmarks and riverside trails in Henley on Thames. Choose from distances ranging from 5km to 21km or bring the whole family for the dedicated kids event.

Experience an England Athletics affiliated cross country race featuring a multi lap course through the scenic Priory Park. Enjoy a community atmosphere with bespoke medals for all finishers and support for the Sport In Mind charity.

Run the scenic loop at Hurtwood Park Polo Club in Cranleigh, Surrey with distances from 5 km to ultra on mostly flat off road trails. Multi lap format and a seven hour time limit suit all paces and every finisher gets a memento.

Explore the scenic parish of Deddington on a 5k, 10k, or 20k run through local farmland. This community event supports local schools and the Firefighters Charity while welcoming runners of all abilities.

The Ridge Off Roader is a trail run through the scenic Chiltern Hills. It offers a half marathon and a 10k route, plus a fun 1k for kids. All proceeds support the local school.

Run through beautiful West Sussex vineyards on an off road lap course with distances ranging from 5 km to a half marathon followed by wine and cake.

A new orienteering race in Canterbury featuring 5 mile and 5k courses through historic landmarks. Designed as a running event with easy navigation, it offers live results, prizes, and additional weekend races.

This 50 km point to point trail race follows the South Downs Way from Falmer to Eastbourne. Experience a scenic route through the National Park finishing over the iconic white cliffs of Beachy Head.

A point-to-point trail run in Surrey on 23 May 2026 offering 62K, 41K and 20K routes plus two and three leg relays. All races finish in Godalming with food, music and chip timed results.

Experience a scenic 13.5 mile trail loop through the South Downs National Park including the coastal Seven Sisters and Beachy Head. This runnable course features 2,000 feet of elevation with professional timing and support.

Experience a 100 mile journey through Kent and Sussex on this flagship LDWA walking event. Celebrate 100 years of Winnie the Pooh while traversing 11250 feet of ascent across the North Downs and Ashdown Forest.

Experience the twilight beauty of Ardingly Reservoir during this sunset run in West Sussex. Choose between a 5km or 10km distance on a scenic undulating trail and enjoy a timed midsummer evening event with finishers medals.

Run a flexible distance along Winchester's scenic Itchen Way. Choose your laps from 2.62 miles up to an ultra within a 7-hour window, with a famous aid station and a finisher's medal for all.

A 10 km multi-terrain trail run at Marlow Rugby Club featuring local trails, woodland and Thames towpath. Entries include timing, a medal, a pint cup with a free drink, and basic on-course support; minimum age 16 and a two hour cut off.

A timed Friday event on a flat 5.3 km out-and-back course along the river Thames, with lap-based distances from 5 km to ultra and a £10 Run for a Tenner entry benefiting Rays of Sunshine.