Trail Running calendar near Isle of Wight 2026-2027

A point-to-point trail run in Surrey on 23 May 2026 offering 62K, 41K and 20K routes plus two and three leg relays. All races finish in Godalming with food, music and chip timed results.

A single loop trail half marathon around the Seven Sisters in the South Downs National Park, starting and finishing at Helen Garden in Eastbourne. The 13.5 miles route includes about 2,000 feet of ascent on mostly trail surfaces.

Run a flexible distance along Winchester's scenic Itchen Way. Choose your laps from 2.62 miles up to an ultra within a 7-hour window, with a famous aid station and a finisher's medal for all.

Experience the twilight beauty of Ardingly Reservoir during this sunset run in West Sussex. Choose between a 5km or 10km distance on a scenic undulating trail and enjoy a timed midsummer evening event with finishers medals.

A muddy 5k obstacle event at Clapham Common with climbs, crawls and slides, wave starts and a minimum age of 13. The event lists facilities such as toilets and refreshments and carries a fundraising target of £50.

A 42.2 km marathon around Richmond Park starting and finishing at Sheen Gate. The route follows park roads and the Tamsin Trail with aid stations, scenic viewpoints and on-course support.

A trail run and walk through Ealing's parks, greenways and blueways offering 25k and 50k routes. Organised by the charity We Run Ealing, the event starts at Boston Manor Park, finishes at Dicken's Yard, and includes a medal.

An ultra trail event on 24 May 2026 from south of Salisbury to Kimmeridge Bay, offering 100K, 50K and 30K courses with varied terrain, marshals, aid stations, mobile medics and finisher medals.

A muddy 5 km obstacle course at War Memorial Park in Basingstoke on 24 May 2026, where participants climb, crawl and slide across mostly flat grass and path terrain while raising funds for cancer research.

A 10 km trail run at Marlow Rugby Club on May 25th that follows local trails, woodland and the Thames towpath. Entry includes chip timing, a medal, a pint cup and a free drink.

A timed Friday event on a flat 5.3 km out-and-back course along the river Thames, with lap-based distances from 5 km to ultra and a £10 Run for a Tenner entry benefiting Rays of Sunshine.

A 50 km multi terrain ultra in Maidenhead on May 30 2026, run as a single lap mostly off road. Four aid stations, chip timing and free live tracking, with medal, photos and on-site support.

Inflatable 5K in Bristol on Saturday 30 May 2026 offers 2.5 km laps with options of 2.5 km, 5 km, 10 km or 15 km across large inflatable obstacles and five music zones. The event is untimed and includes a finisher's medal and water stations..

A 60 km point-to-point ultramarathon along the first section of The Ridgeway National Trail, starting at Ivinghoe Beacon and finishing near Wallingford. The race has four checkpoints, open tracking, a 10 hour limit and a 150 runner cap.

A multi-format track event in Twickenham on 30 May 2026 featuring ten-repeat formats at 400 m and 800 m, with solo and team entry options and age restriction of 18 and over.

A muddy 5k obstacle course at Baiter Park on 30 May 2026 where participants climb, crawl and slide around a mixed grass and tarmac route. The event supports fundraising for cancer research and is for ages 13 and older.

A Pretty Muddy 5k obstacle event at Royal Windsor Racecourse on 30 May 2026, featuring muddy obstacles to climb, crawl and slide. Participants must be 13 or older; there is a minimum fundraising target and on-site support and facilities.

A mixed terrain half marathon and 10k in England on 30th May 2026. Routes mix quiet country roads and off road sections, and the event raises money for local good causes.

Races at Southampton Common include Half Marathon, 10k, 5k and a junior race on a multi-lap course through woodland, wetlands and parkland, with kilometre markers, marshals and an event village offering food and partner giveaways.

A point to point 50 km ultramarathon on 31 May 2026 from Peckham in London to East Peckham in Kent. The route moves from urban streets into rural lanes and includes aid stations, volunteers and clear course marking.