Trail Running Calendar South East (England) 2026-2027

Windsor 50 on 18 April 2026 offers 50 km, 25 km and 10 km looped trail routes from Windsor Racecourse through Great Park, Runnymede and the Thames Path with regular rest stops, medical support and GPS tracking.

A 50K trail ultra across the Chiltern Hills from Berkhamsted Castle to Hampden Meadow via Ashridge, Ivinghoe Beacon, Coombe Hill and Whiteleaf Hill. Fully marked route with three checkpoints and a nine hour time limit.

Experience the rolling hills and lowland heath of the South Downs National Park with five trail distances ranging from 12km to 110km. All races start and finish at a vibrant event village on the historic Cowdray Estate.

Enjoy a flat riverside run along the Thames with a flexible timed format. Choose your own distance from 5km to an ultra marathon on a scenic 5.3km out and back loop.

Test your endurance at Congo Stream with a four hour multi lap challenge. Run solo or in a team through wooded trails and historic trenches on a scenic three kilometer loop with a dedicated lap for kids.

Experience an undulating trail race through the scenic South Downs and Seaford seafront. This community event supports local charities and offers a bespoke medal and free race photos for all finishers.

Experience an off road trail run in the scenic Findon Village with a unique horse racing theme. Choose from several distances including a 10km trail, a 5 mile run, and a kids event to support local causes.

Timed lap event at Buchan Country Park on 19 April 2026 with 5.3 km laps to create distances from 5 km up to ultra within a 7 hour limit. Runners may choose one of twelve medals or a lower cost no medal entry.

Test your endurance on a flat but demanding loop along the Thames and historic canals. Choose from 100, 150, or 250 mile distances with full GPS tracking and checkpoint support.

Run your own marathon on The Itchen Way in Winchester. This flexible 7-hour event lets you decide your distance on the day, from a short lap to an ultra, with medals for all finishers. Start any time before 1 PM and enjoy a stocked aid stat..

A 15 mile trail run from the beer garden of the Ye Olde Smugglers Inne in Alfriston with two pub checkpoints offering a drink and snack; route GPX and a race narrative are provided and results appear within 24 hours.

A blindfolded navigation challenge near Winchester where participants are dropped at unknown locations and must find their own way back on foot. Options cover six, ten or fifteen mile drops and devices are surrendered at registration.

Experience the beauty of West Sussex at the 22nd Angmering Bluebell Trail Run. Choose from 10km or 10 mile routes, including dog friendly CaniRun options, through stunning private woodland and the South Downs.

Run for a cause through the forest trails of Alice Holt Forest. This charity event supports bowel cancer research with distances from a Junior Run to a Half Marathon. Participants receive a bespoke medal and enjoy a supportive, community at..

Join NOT the London Marathon Run 2026 on Sunday 26 April in Walton on Thames for a flat, certified lap course along the riverside towpath. Choose marathon, half or a 7 hour timed challenge, enjoy flexible starts and a commemorative medal.

Experience the South Downs National Park on a 28 or 18 mile journey over the Seven Sisters and Cuckmere Haven. Open to walkers and runners, this event features significant elevation and a hot meal at the finish.

Enjoy a picturesque 8km loop through the trails and landmarks of Icklesham. This small scale event offers a fully marshalled course with post race tea and cake at the village hall.

Enjoy a flexible 7 hour time challenge along the scenic River Thames in Egham. Run or walk as many laps as you choose to earn a medal and special distance pins at this inclusive midweek event.

Experience a guided 30 mile group run through the Surrey Hills featuring the North Downs Way and the Greensand Way. This non competitive ultra includes summits like Leith Hill and expert coaching throughout the journey.

Experience a unique three day event through West Sussex featuring 10 mile and 10k races that combine to form a full marathon. This bank holiday weekend also offers family fun runs and chip timed mile races for all ages.