Trail Running calendar near Southwater 2026-2027

A 30th edition road marathon in North Essex, organised by Halstead Road Runners, featuring a scenic low-traffic course, championship eligibility for Essex residents, limited entries and specific no-refund entry conditions.

Off-road 10k, 5k and junior runs at Milton Creek Country Park on 10 May 2026. The event supports the Oliver Fisher Special Care Baby Trust and includes medals, prizes, pacers and limited free on-site parking.

A trail race at Rathfinny Wine Estate offering 10.7 km and 21.4 km loops with a carbon-neutral approach, recycled medals, cup-less provision and fundraising support for the WOLO Foundation.

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 featuring 20k, 10k, and junior distances. This well organized event includes chip timing, finisher medals, and hilly routes with views over the Cowdray and West Dean Estates.

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 a vibrant trail running series at Dunstable Downs or Bristol. With distances from 1km to 10km, this inclusive event features live music and food for a complete carnival atmosphere.

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 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.

A four-race summer series at Dinton Pastures offering 5 km, 10 km and a 2 km kids event across May to August. Organised by Barnes Fitness with chip timing, marshals, medals and pre bookable parking.

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.

A multi-distance trail challenge along the Jurassic Coast World Heritage coastline in Dorset on 16 to 17 May 2026. Routes run Corfe Castle to Bridport with options from 10 km to 100 km and on-course rest stops, medics, camping and transfers..

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.

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.

A measured 10 km cross country race in Priory Park, Reigate on 17 May 2026, with water stations, medals, trophies and basic race-day facilities. The event is England Athletics affiliated and supports the charity Sport In Mind.