Trail Running calendar near Henfield 2026-2027

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.

Trail races at Rathfinny Wine Estate on undulating off road loops with marked routes, aid stations and recycled finisher medals. The carbon neutral event supports the WOLO Foundation and offers single and double loop options.

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.

An inclusive UK trail running series offering 1K, 5K, 10K and kids races with free entry for under 16s, held at Dunstable Downs in May and Blaise Castle Estate in October 2026, with activities, food and live music.

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.

A 50 mile point to point run on the North Downs Way from Farnham to Knockholt Pound with 5,600 ft of climb, six aid stations and a 13 hour limit. Entry requires a prior marathon finish within that race’s cut off.

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.

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.

Trail runs of 900 m, 4.5 km and 9 km around Newchurch, supporting Newchurch Primary School. All entrants get a medal and are entered into a raffle for prizes.