Trail Running Calendar South East (England) 2026-2027

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 Backyard Ultra on private wildlife trails at Chilton Manor Farm with fields, woodland and a high point at Bugmore Hill Trig Point offering views across the South Downs. The loop returns to an event camp with signage from nearby towns.

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 from an event centre in Winchester where participants are taken to an unknown location and must find their own way back on foot. Options include a non local 6 mile challenge and 10 or 15 mile routes measur..

Trail runs through Angmering Park Estate in Patching on 26 April 2026, with 10-mile and 10 km courses amid bluebells. Canicross entries are available for a small supplement and the finish is at The Worlds End Pub.

Bolt Round the Holt is a forest trail race at Alice Holt Forest on 26 April 2026 offering Half Marathon, 10k, 5k and a Junior Run while raising funds for GUTS to support bowel cancer detection and care.

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.

Trail event in the South Downs offering 28 miles and 18 miles routes with 4000 plus ft or 2800 plus ft ascent. Routes pass Seven Sisters, Cuckmere Haven and downland villages and are open to walkers and runners.

An approximately 8 kilometre trail loop around Icklesham with over 75 percent trail, a fully marked and marshalled course, prizes for first male and female, and tea and cake in the hall afterwards.

A 7 hour lap-based time challenge along the River Thames at Wraysbury with flexible self-paced distances from 3 km up to 50 km, signed course, aid stations, medals, goody bags including vegan options, and distance pins for longer efforts.

A guided 30 mile trail run near Guildford on 2 May 2026 that follows parts of the North Downs Way and the Greensand Way. Led by an experienced ultra runner and coach, it includes Leith Hill, a kit list and an end of run alcohol free beer.

A three day series across East Grinstead, Haywards Heath and Burgess Hill offering 10 mile, 10k, mile and fun run distances plus combined marathon and virtual options.

Run Silchester is an annual village trail event offering 2.5, 5 and 7 mile routes that pass a Roman wall, a 12th-century church and woodland. The event raises funds for the Silchester Sports Pavilion Charity and supports a local food pantry..

Experience an off road five mile race through the picturesque North Wessex Downs. Follow woodland tracks and rural footpaths on a course starting in Hurstbourne Tarrant with all proceeds supporting local charities.

A single entry that covers four Centurion 100 mile races between 2 May and 18 October 2026, organised by Centurion Running. The combined entry is full and the minimum age for entry is 20.

Trail races across the South Downs from Lancing Manor Leisure Centre on Sunday 3rd May 2026. Choices include marathon, half marathon and a 5 mile trail run with aid stations and course marshals.

A guided, non-competitive trail run around Box Hill, covering 12.5 miles with about 1000 m of ascent through woodland, heathland and fields. The route is technical in places and led by an experienced guide.

A friendly trail run on Headley Heath near Leatherhead with a two lap 10 km route through open and woodland paths. The undulating course has a small hill on each lap and offers scenic views and bluebells.

A trail festival in Winchester on 4 May 2026 offering four distances from 14 miles to a 50K ultramarathon, fully marked routes, aid stations and parking at Winchester Rugby Club.

Take on the Freddo Mercury Rhapsody Run along a flat riverside towpath at Xcel SPORTS HUB, logging as many 5.3 km laps as you can within a relaxed 7 hour limit. Rock up in a 1.5 hour start window or request a time, with aid stations and opt..