Isle of Wight Ultra Challenge

Ventnor, United Kingdom • 2-3 May 2026

Isle of Wight Challenge : 2 to 3 May 2026

The Isle of Wight Challenge is part of the Ultra Challenge series. The event uses Chale basecamp and follows the island coastal path, passing the Needles, Cowes, and Ventnor. Up to 2,000 participants take part across multiple distance options. The organiser provides signed routes with GPS tracking via an event app, timing scans at rest stops, marquee rest stops with catering, medical and massage teams, camping packages, shuttle transfers, and parking. Finishers receive a medal, a T-shirt, and a finishers meal.

Distances and course options

  • 106 km Full continuous - Chale to Chale, clockwise, ~1800 m climb
  • 106 km Full 2-day - Chale > Cowes (52 km) and Cowes > Chale (54 km)
  • 82 km 3/4 Challenge - Chale to Culver Down, ~1300 m climb
  • 52 km 1st Half - Chale to Cowes, ~900 m climb
  • 54 km 2nd Half - Cowes to Chale, ~900 m climb
  • 50 km Southern 50 loop - Chale to Chale, ~1025 m climb
  • 25 km Quarter challenges - two route options on May 2-3
  • 10 mile Medina Challenge - Cowes to Cowes along River Medina estuary

Support, categories and entry options

Rest stops are provided approximately every 12.5 km, with major stops about every 25 km. The event has medical staff, welfare tents, catering for dietary needs, and GPS tracking that can be shared. Entry categories include walking, jogging, or running, plus specific options such as Ultra March and Trailblazerz for timed walkers and faster runners. Places can be entered as self-funded, charity-supported, mixed funding, or as part of a team; multi-event deals and a young person discount are available. Registration is open for the 2026 event. Visit the organization's website for the most recent information.

Race information

106 km
Full 106km
100 km
Ultra March 100km
100 km
Ultra Trailblazerz 100km
82 km
3/4 Challenge 82km
54 km
2nd Half Challenge 54km
52 km
1st Half Challenge 52km
50 km
Ultra Trailblazerz 50km
50 km
Ultra March 50km
50 km
Southern 50
10 mi
Medina Challenge 10 Mile
Visit the organization's website for the most recent information.
Trail runs nearby

Witterings Beach Run at West Wittering showcases sandy flats and stunning sea views from Selsey Bill to the Isle of Wight. 5 km, 10 km and 15 km routes plus canicross make it ideal for runners and dogs. Event sold out.

Night orienteering in Brockenhurst: a 60 minute score event in the New Forest. Visit as many controls as you can for points using SIAC timing and waterproof maps, and bring high visibility clothing and lights for after dark navigation.

Explore the New Forest with Wessex Orienteering from Bolderwood Car Park, tackling technical woodland courses from a challenging Blue to a 60 minute Score challenge. Entry and parking are limited so book early and car share if you can.

Run the New Forest Xmas Trails in New Forest National Park on runnable but testing single lap routes through heathland and woodland from Holmesly Campsite, Bransgore. Choose 15km, 30km, marathon or 50km and plant a tree instead of a medal.