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.

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...

A trail event at Queen Elizabeth Country Park with five distances from 5 km to 51 km across chalk downs and woodland, route support varies by distance and mandatory kit applies for the Marathon and Ultra.

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.

Timed trail event in the Forest of Bere using a 3.28 mile out and back lap with distances from 5 km to ultra. Aid station offers sweet and savoury food including potatoes and vegan options; 20% of proceeds support Forestry England.

Scenic out and back races along the Thames Path from Petersham & Ham Sea Scouts HQ to Barnes, offered as 10 km, half marathon and marathon options with staffed checkpoints and medical cover.

A Thames Valley LDWA challenge walk from Marlow offering 25 km, 40 km and 50 km routes through the Hambleden and Stonor valleys, limited to 150 places with checkpoints, food provisions and required safety equipment.

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 point to point marathon on 4 October 2026 from Salisbury to Winchester along the Clarendon Way. Over 90% of the 26.2 miles is off road and a five mile Mini option is also available.

Bristol Epic Trail Sponsored By GORUCK is a trail running event at Ashton Court Estate in Long Ashton, Bristol on Sun 4th Oct 2026. Entry details, reviews, photos, course maps, and results are provided for the event.

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.

A ten hour lap event at Pippingford Park where participants aim to complete ten laps of roughly three, four or five mile loops. Each lap must finish back at the race village within the hour and the final grade is set by the shortest loop co..

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.

Add Event
Help us complete the calendar!
  • Distance is at least 5 km
  • Event has a website or Facebook page
Website
Optional: Please provide your e-mail address if we may contact you.
Report a change
We will only update the data if the information is also on the website.