Trail Running calendar near Box Hill 2026-2027

Coastal out and back event at Milford on Sea with views of the Isle of Wight and Sturt Pond Nature Reserve. Runners choose distances from 5K up to ultra marathon and all finishers of one lap or more receive a medal.

Experience a scenic run at the iconic Grafham Water with 5K and 10K distances held alongside a live duathlon. Enjoy a vibrant atmosphere and on site camping options at one of the UKs premier multisport venues.

Experience an off road running event south of Canterbury featuring scenic trails through the Kentish countryside. Choose between a way marked half marathon or a self navigated full marathon with full event village facilities.

Explore the Essex countryside on a 26 or 18 mile figure of eight course via Blackmore. This self sufficient event offers multiple checkpoints and a finishers meal as part of the Essex and Herts Triple Challenge.

Looped courses at two venues near Chalfont St Peter let runners choose distances from 7K up to a 40 mile ultra. The format offers drop bag access, an aid station, clear course marking and on course medical cover.

Experience a festive night run through the woodland trails of Irchester Country Park. Choose between 5k and 2k distances featuring themed medals, fancy dress, and spooky marshals for a memorable Halloween experience.

A 5 mile timed, self-navigated night trail on 30 October 2026, run mostly through forest and downland. Fancy dress is encouraged with trophies and a post-run dessert for winners, and a tail runner will sweep the course.

A single-loop 50K trail race around the Chilterns starting and finishing in Berkhamsted. Fully marked route along The Ridgeway and Chiltern Way with three aid stations, mandatory kit requirements and a 9 hour time limit.

Experience a festive 6.66 km Halloween trail run starting and finishing at a local brewery in Chelmsford. Participants enjoy a costume focused event with medals and drinks for finishers in a social atmosphere.

Experience a night trail run through the ancient Alice Holt Forest with 5 km, 10 km, or 15 km lap-based routes. Navigate tree-lined avenues by head torch and enjoy fire pits and refreshments at the finish line.

Autumn trail races at Wendover Woods offer marathon, half marathon, 10k and a junior 1k on multi terrain hilly forest loops, with route maps, medals, photos and on-site facilities for spectators.

Two days of marathon and half marathon races around Caldecotte Lake in Milton Keynes on 6 and 7 November 2026, with multi-lap clockwise courses, on-course water and toilets, enforced time limits, and bespoke finisher medals.

Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.

Experience a night time trail run through the Chiltern Hills at Stonor Park. Choose from three fully marked routes and enjoy a unique atmosphere in an estate home to fallow deer and wallabies.

A muddy outdoor obstacle-course event near Brentwood, Essex offering 6 km, 12 km and 24 km plus options across farmland, woodland and water with dozens to hundreds of natural and man made obstacles and chip timing.

Experience a scenic trail run through the Bedfordshire countryside starting from Leighton Buzzard. Choose between a classic half marathon or a metric distance featuring canal towpaths, woods, and rolling hills.

A trail running event at Stonor Park on 7 November 2026 with three routes through the Chilterns. Distances range from 7 km to 22 km, with steep sections and outposts offering snacks and hydration for the longer routes.

A night-time trail run around Winchester with headtorches, a fully marked fluorescent course and two distances of 12 km and 22 km. Routes follow the South Downs Way and Pilgrims Trail with views from Cheesefoot Head.

Experience a flat trail run through the heart of royal Berkshire with chip timed results and free race photos. Choose between a 10k or Half Marathon distance starting from the scenic Alexandra Gardens in Windsor.

A commemorative running event in Egham along the River Thames with a 7 hour Time Challenge, multiple distances from 3 km to 50 km, medals and distance pins, refreshments and a goody bag including a vegan option.