Trail Running calendar near Portsmouth 2026-2027

An urban ultramarathon in central London with 100km, 50km and 25km routes that pass over 100 city landmarks, with checkpoints and training resources.

A 100 mile nonstop race along the South Downs Way from Matterley Bowl near Winchester to Eastbourne, with 12 aid stations, medical support and a 30 hour cut off.

A non-stop 50 km trail ultra along the South Downs Way with about 1150 m climb, four aid stations, full medical cover and a nine hour cut off.

A muddy 5k obstacle course at Cassiobury Park where participants climb, crawl and slide through timed waves while raising funds for cancer research.

A community Race for Life event at Cassiobury Park on 12 June 2027 offering 3k, 5k and a 10k double lap course with accessible facilities.

Trail ultramarathon on 19th June 2027 at West Dean Gardens with 30k, 50k, 80k and 100k route options across the South Downs and coast.

A muddy 5k obstacle course around The Common in Southampton where participants climb, crawl and slide through obstacles while raising funds for cancer research. Waves run every 15 minutes and participants must be 13 or older.

A 75 mile off road ultra on a one mile loop at Denbies Wine Estate with up to 30 hours to finish, chip timing and multiple concurrent race options.

A 100 mile ultra on a flat one mile trail loop at Denbies Wine Estate offering 12 hour and 24 hour options plus 50, 75 and shorter races.

Trail marathon and half marathon at Denbies Wine Estate on 19 June 2027, run on a 1 mile loop with chip timing and an extended start window.

A 24 hour attended challenge at Denbies Wine Estate in Dorking where runners complete 1 mile on the hour for 24 consecutive hours; onsite tent camping, daytime cafe service and a simultaneous virtual option are provided.

A 50 mile loop ultra at Denbies Wine Estate in Dorking with a flatish one mile circuit, chip timing, several concurrent race options and up to 30 hours to finish.

Run one mile on the hour for 12 consecutive hours at Denbies Wine Estate with chip timing, a finisher medal, camping and a simultaneous virtual option.

A trail running event at Cranleigh Showground on Saturday 19 June 2027 with routes from 5 km to 53 km across Surrey hills and forests. Fully marked courses, varied outposts, free parking and an event village with food and a non alcoholic be..

A timed trail weekend at Leybourne Lakes on a fully marked 2.5km loop with 6, 12 and 24 hour options plus relays. Race village offers basecamp space, live timing, medical support and finisher medals.

Timed event at Denbies Wine Estate on 20 June 2027 using a 1 mile loop; runners choose distances from 1 mile to ultra and run laps within a six hour limit.

A 21.2 km trail half marathon across Dunstable Downs with 450 m of climbing, waymarked trails, two aid stations and a licensed UTMB index status.

Annual not for profit run organised by Istead & Ifield Harriers from Cyclopark through the Kent countryside with proceeds supporting local charities.

Guided *10 km* trail run around the Devil's Punchbowl in Hindhead, Surrey, with hills, views and group navigation. Events take place at dusk or at night with headtorches and cost £22 per person.

Trail running event near Petersfield, Hampshire, offering 100k, 75k, 50k, 20k and 10k routes with camping, coach transport and on-site food.