Trail Running calendar near South Benfleet 2026-2027

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.

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 beautiful coastal journey through Suffolk and Essex on this flat trail ultra for runners and walkers. Choose between 100 mile, 50 mile, or 50 km distances along unspoilt estuaries and quiet heathland.

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.

An inflatable obstacle course 5K at Brands Hatch in Kent on Saturday 16 May 2026. Recent bookings show 205 in the past week and participants report good organisation and onsite support.

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 cross country 10 km at Priory Park, Reigate on 17 May 2026, organised by MCC Promotions. Facilities include water stations, first aid, bag drop and trophies, and the event supports the charity Sport In Mind.

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.

Experience a scenic trail race through the Essex countryside at Cammas Hall Farm. Choose between 5 and 10 mile distances on a course featuring woodland trails, farm tracks, and a welcoming atmosphere for all participants.

The Bury to Clare Challenge is an 18-mile point-to-point journey from Bury St Edmunds to Clare through West Suffolk's countryside. This well-marked run or walk supports St Nicholas Hospice Care. Participants receive a finisher's medal, with..

Experience a guided 36 mile social ultra run along the Boudicca Way through the scenic Norfolk countryside. This non competitive event features qualified leads and regular aid stations for an ideal introduction to long distance trails.