Trail Running calendar near South Kensington 2026-2027

Experience a carbon neutral trail run through the beautiful vines of the Rathfinny Wine Estate. Choose between a 10.7 km or 21.4 km hilly loop with views of the South Downs National Park.

A self-guided 13-mile run along Letchworth's scenic Greenway trail. This is a run, not a race, due to road crossings. Finishers get a wooden medal and refreshments, with profits supporting a local youth mental health charity.

Experience a scenic trail run through the South Downs with dedicated junior races for primary and secondary school ages. Participants enjoy hilly routes and a fast descent to the finish at the Cadence Cycle Club Café.

Explore the beautiful Chiltern Hills on this guided 30km trail running adventure. Enjoy 500m of ascent through woodlands and ridges with professional run leaders and a finishers medal included.

Experience an inclusive trail running festival at Dunstable Downs featuring distances from 1km to 10km. Enjoy a vibrant event village with live music, food, and family activities in a stunning landscape.

Nuclear Fit is a dynamic 6 km outdoor challenge combining trail running with six functional fitness stations like tyre flips and sled pulls. Compete individually or in doubles at this festival style event in Essex.

Hairy Legs is a cross-country charity event for all ages, held on a scenic, hilly woodland course. Distances are based on unmeasured loops, and there are solo, relay, and shorter youth options. Fancy dress is encouraged, with prizes and a f..

Experience a scenic single lap trail race through the bluebell woods of Hampton Estate and Puttenham Common. Enjoy chip timed racing with bespoke medals and onsite refreshments in a beautiful Surrey setting.

Enjoy a scenic trail run or walk through the village of East Hendred on an undulating 5k course. Kids can also join the fun with a 1k obstacle run around the sportsground.

Experience a ten mile multi terrain lap through the scenic Cotswold countryside and Coln Valley. This undulating course features fields, footpaths, and a river crossing near the historic Chedworth Roman Villa.

Experience a cross country run through the Hertfordshire countryside with 5km and 10km distances. This community event in Little Gaddesden includes junior categories and mini races for children.

Experience a unique multi terrain 5k run through the fields and nature trails of West Lodge Farm Park. Watch for local animals as you navigate this rural course and earn a bespoke finisher medal.

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 point to point ultra endurance challenge along the wild North Essex and South Suffolk coastline. Choose between 100 mile, 50 mile, and 50 km distances on a flat and scenic course.

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.

Tackle the scenic Berkshire Downs in this 26th edition trail running event. Choose between a 26.8-mile marathon or a 16-mile challenge on a mixed-terrain course. All finishers receive a unique pottery mug, and a free BBQ awaits runners.

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.

A timed lapped event at Mowsbury Park on 16 May 2026 offering distances from 5 km to ultra with a seven hour time limit, flexible start window and both medal and no medal entry options; places capped at 75.

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.