Isle of Wight Ultra Challenge

MAY
2-3
2026
Experience the Isle of Wight Ultra Challenge from Chale, tracing dramatic coastal cliffs past the Needles, Cowes and Ventnor. Multiple distances, strong support and camping options welcome runners and walkers seeking a scenic big day or two day challenge.
2-3 May 2026
106 kilometers 100 kilometers 82 kilometers 54 kilometers 52 kilometers 50 kilometers 25 kilometers 10 miles

Always double-check with the organizer's website! This page may contain affiliate links.

Isle of Wight Ultra Challenge (2 - 3 May 2026)

The Isle of Wight Ultra Challenge is scheduled for 2 - 3 May 2026 with registration open. The event is based at Chale basecamp and can host up to 2,000 participants. Routes follow the coastal path along the southern cliffs, pass the Needles, visit Cowes and Ventnor, and return to Chale for some distances. The organiser provides covered rest stops, catering, medical and massage teams, route signage and GPS tracking. There are camping packages, shuttle transfers and parking at key venues. Finishers receive a medal, a finisher T‑shirt and a glass of fizz.

Challenge options and key facts

  • 106 km - Full continuous clockwise, Chale > Chale, ~1800 m climb.
  • Full 2‑day 106 km - Split over two days, Cowes overnight option, ~52 km + 54 km.
  • 82 km - 3/4 Challenge, Chale > Culver Down, ~1300 m climb.
  • 52 km - 1st Half, Chale > Cowes, ~900 m climb.
  • 54 km - 2nd Half, Cowes > Chale, ~900 m climb.
  • 50 km - Southern 50 loop, Chale > Chale, ~1025 m climb.
  • 25 km - Quarter challenges, two route options.
  • 10 miles - Medina Challenge, Cowes > Cowes, estuary route.

Options include walking, jogging or running; a Solo Challenger start option; an Ultra March category for walkers aiming at target times; and a Trailblazerz category for faster competitive runners. Rest stops are typically every ~12.5 km, with major stops about every ~25 km. Visit the organization's website for the most recent information.

106 km
Full Challenge
100 km
Ultra Trailblazerz
100 km
Ultra March
82 km
3/4 Challenge
54 km
2nd Half Challenge
52 km
1/2 Challenge
50 km
Southern 50
25 km
Quarter Challenges
10 mi
Medina Challenge

Events nearby