Trail Running calendar near Isle of Wight 2026-2027
We have found 448 Trailruns within 80 miles of Isle of Wight. See below where and when you can find the races.
We have found 448 Trailruns within 80 miles of Isle of Wight. See below where and when you can find the races.
An inflatable obstacle course at Kempton Park Racecourse on 3 October 2026 offering 2.5k laps and options for 2.5k, 5k, 10k and 15k. The non timed event includes a finisher medal, music zones, water and on site facilities.
A 50 km point-to-point ultra from Moors Valley Country Park to Hengistbury Head with mixed forest and seafront terrain, GPS route files, four feed stations, tracking options and on-course medical support.
Experience an ultra distance eco trail through the ancient woodlands of London. This event takes runners on a 50 km journey starting from Capel Road into the natural paths of Epping Forest.
Night trail races on the South Downs around Plumpton Racecourse begin at dusk and run into darkness, with 50 km, half marathon and 20 mile options. The course is fully marked and supported with aid stations and marshals.
A *50 km* point-to-point ultramarathon from Moors Valley Country Park to Hengistbury Head, featuring forest trails, coastal paths and a fully signed flat course. The race includes four feed stations, a GPS route file, medical cover and a 9...
Guided 30 mile trail run on the North Downs Way from St Martha's Hill, featuring Box Hill and Denbies Wine Estate. Group-paced with coach support, aimed at first-time ultra runners; a post-run alcohol-free beer may be provided.
Experience a scenic multi terrain race through East Grinstead dedicated to local charities. This friendly event features a flat course along bridleways and residential roads with chip timing and a sustainable finisher medal.
Half marathon and 10km around RAF Greenham Common in Berkshire on a flat, traffic free course. The in-person event supports New Life Special Care Babies and includes water stations and a children’s race.
A chip timed 10 km trail race on 4 October 2026 through Somerset countryside, passing a prehistoric long barrow. The event includes a bespoke medal, Race Nation app support, camping nearby and proceeds shared with two charities.
A flexible 6-hour timed run along the flat Jubilee River towpath. Run one 5.24-mile lap or see how many you can complete. The scenic route passes through countryside with views towards Windsor Castle.
Experience the iconic trails of Surrey with a choice of three distances through woodland paths and ridgelines. Enjoy a chip timed challenge featuring elevation and scenic views at Box Hill.
The La Tollevastaise will take place in Tollevast on Saturday 10 October 2026.
A military style obstacle mud run at Hever Castle on 10 and 11 October 2026 offering 3K, 6K and 12K routes with replica Commando obstacles, an event village and a 2-hour survival experience.