Trail Running calendar near Gravesham District 2026-2027

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 seven hour Time Challenge along the River Thames in Egham offering distances from 3 km to 50 km, commemorative medals and distance pins, a goody bag with a vegan option, and a two minute silence observed during the event.

Join a Remembrance Sunday trail run in Brightlingsea on 8 Nov 2026 with live Last Post, Reveille and a two minute silence. Traffic free loops offer 10k to marathon and a 6hr timed challenge with on course aid.

Commemorate Remembrance Day with a flexible timed run along the scenic River Thames. Choose your own distance from 3km to an ultra marathon on a flat loop course with a supportive aid station and unique finisher medals.

Join a community of runners at Richmond Park for a series of timed races supporting Movember. Enjoy a hilly tarmac course with distances ranging from a kids mini run to a half marathon in a supportive atmosphere.

Experience a 50 mile trail race featuring five loops through the scenic forest trails of Wendover Woods. This steep and rewarding course offers a supported ultramarathon experience in the heart of the Chiltern countryside.

Timed multi lap event on the Itchen Way in Winchester on 14 November 2026, with 2.62 mile laps that add up to half marathon, marathon and ultra distances. Flexible start format, aid station with vegan options, bespoke finisher's medal.