Trail Running calendar near Ventnor 2026-2027

We have found 306 Trailruns within 80 miles of Ventnor. See below where and when you can find the races.

A multi-distance towpath challenge from Putney Bridge to Henley, with supported rest stops, medical teams, GPS tracking and options for walkers, faster runners and two-day formats as part of a riverside weekend festival.

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A three-race fell running series on the Isle of Wight, held 12–13 September 2026, also serving as the SEAA Fell Running Championships. Races range from 3.8 km to 21 km, with entries open from 22 October 2025 to 7 September 2026.

Trail races in Shere, Surrey, with **10k**, **21k** and **42k** routes across the Surrey Hills, chip timing, marked courses, aid stations, an Event Village and free parking. Start and finish at the cricket pavilion.

Ventnor Horseshoe on Sat 12 Sep 2026 offers a scenic but testing 12 km fell course around Ventnor with 443 m of climb. Part of the Isle of Wight Fell Series, it is perfect for runners seeking a tough coastal hill challenge.

Start the IOW Fell Running Series with St Boniface Fell in Ventnor on Sat 12 Sep 2026, a punchy 3.9 km race with 235 m of climbing across scenic Isle of Wight terrain. Pre entry or on the day entries welcome.

A marathon in Farnham, Surrey on 13 September 2026 with listed spectacular views. Entry is £45, places are limited to 1000 and entries close on 8 September 2026.

A mixed trail 10k and 5k in Slinfold raising funds for local causes, with chip timing, children’s races and refreshments at the cricket club. Adult finishers receive a replica world record medal and age group awards are presented.

A 13.1 mile half marathon in Richmond Park on 13 September 2026, starting at Sheen Gate and following the Tamsin Trail and park roads with water stations and refreshments on route.

Tackle the Wroxall Round on 13 September 2026, a scenic 21.1 km fell run around Ventnor with about 487 m of ascent. Open to adults, with on the day entries and team places, this is race 3 of the Isle of Wight Fell Running Series.

This charity 10k and kids' fun run takes runners on an undulating course through the scenic and protected Ashtead Common. Organized to fund local causes, it’s promoted as Britain's 'greenest' race, with a strong emphasis on sustainable trav..

A hilly trail event on the Bradenham Estate with 10 km and 5 km routes through beech woodland and open fields. The timed courses include aid, medical cover and photography with prizes for individual and team finishers.

A single loop 50 mile race through the Chiltern Hills with 5600 feet of climb, five stocked aid stations, medical support and a 13 hour cut off, starting and finishing at Goring on Thames.

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BigSky is the Air event in the Classic Element Trail Series at Hyde Common, New Forest, offering 18 miles, a marathon and a 50 km ultramarathon with marked routes, multiple aid stations and mandatory personal hydration.

This flexible trail run in the New Forest lets you choose your distance on the day, from a 5K lap to an ultra marathon. The scenic, technical loop starts near a historic manor house. On-site facilities include an aid station, showers, and o..

A looped trail event in the Chilterns with a 50 km main route plus 25 km and 10 km options. Henley Showground basecamp offers camping, catering, shuttle services, rest stops, medical cover and GPS tracking.

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Trail runs and walks of 10k, half and full marathon distances take place around The Fleet Lagoon from Bagwell Farm Touring Park. Routes are mainly off road and follow national trails, with proceeds going to small local charities.

A 10 mile trail race at Chilton Manor Farm with a one mile yew tree lined finish, mixed off-road terrain and views toward Winchester and the South Downs. Entry includes a sustainable finisher medal, timed results and water stations.

Trail runs at Salisbury Racecourse across marathon, half marathon and 10k routes through undulating downland, woodland and Martin Down Nature Reserve, with several archaeological features along the courses.

A ten mile traffic free trail race at Eridge Park on 27 September 2026 with steep climbs, muddy sections and varied scenery. Organised by Tunbridge Wells Harriers, finishers receive a memento plus cake and a pint.

October 2026

South Downs 100 mile (Autumn Event) The South Downs 100 mile is a single-loop trail race through the South Downs National Park. The race starts at Plumpton Racecourse near Lewes in East Sussex. The route features rolling hills with over 12,..

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