Logo

Isle of Wight Ultra Challenge

Ventnor, United Kingdom • 2-3 May 2026

The Isle of Wight Ultra Challenge is a coastal-footpath event on the Isle of Wight, starting at Chale Basecamp. In 2026, it offers multiple distances: a full continuous 106 km around the island (clockwise), a 52–54 km two-day option, plus 82 km, 50 km Southern Loop, 25 km Quarter, and a Medina 10-mile route. The course tracks along the southern cliffs past the Needles to Cowes, Ventnor, and back to Chale, with scenic island scenery throughout.

Expect full support: clearly signed routes with GPS tracking, marquee rest stops every 12.5 km (major stops every 25 km), catering, medical/massage teams, camping, transfers, and a celebratory finish. New in 2026 are Ultra March and Ultra Trailblazerz options for walkers and fast runners. Up to 2,000 participants. Visit the organization's website for the most recent information.

United Kingdom Ventnor

Race information

Website
106 km
1800 m+
Full Challenge
100 km
Ultra Trailblazerz
100 km
Ultra March
82 km
1300 m+
3/4 Challenge
54 km
900 m+
2nd Half Challenge
52 km
900 m+
1/2 Challenge
50 km
1025 m+
Southern 50
25 km
Quarter Challenges
10 mi
Medina Challenge
Visit the organization's website for the most recent information.
Trail runs nearby

Southampton Running Festival

Southampton - 23 mi from Ventnor

Southampton Running Festival, hosted by RunThrough UK, returns on Sunday 31 August 2025 in Southampton. The event takes place at The Avenue, Southampton SO15 7NN, with the start and finish on Southampton Common, a Site of Special Scientific Interest ideal for running. Distances on offer include 5K,..

Isle Of Wight Fell Race Series

Ventnor

Isle of Wight Fell Race Series, staged by Ryde Harriers, is the island’s Fell Running Championship Series incorporating the SEAA Fell Running Championships. The 2025 edition runs Saturday 13 and Sunday 14 September, with headquarters at St Catherine's School, Ventnor. It features three races: St Bon..

Hambledon Hilly

Waterlooville - 21 mi from Ventnor

...

Hambledon Hilly is a multi-distance trail running event at Hambledon Vineyard in Hampshire, England. The lineup includes 1km, 2km, 5km, 10km and 20km races, with age limits for each distance. The children’s races run inside the estate, while the longer races start and finish at the vineyard; the 20k..

Something to Talk About

New Forest District - 26 mi from Ventnor

Something to Talk About is a 7-hour technical trail running event held at Avon Tyrrell Outdoor Activity Centre in the scenic New Forest, near Bransgore, Christchurch. The race features a looped course of 3.28 miles through beautiful forest terrain, suitable for all abilities. Participants can choose..

Nettlestone Road and Trail (RAT) Race

Seaview - 9 mi from Ventnor

The Nettlestone Road and Trail (RAT) Race is an annual running event held at Nettlestone Primary School in Seaview. The 2025 edition offers participants a choice between a 5-mile or 5km route, both featuring off-road sections and a scenic run along the Seaview seafront with views of the Solent. The..

South Downs Trail Run

Chichester - 25 mi from Ventnor

South Downs Trail Run starts from Glorious Goodwood at Goodwood Racecourse in the South Downs National Park, with views across the downs and distant sights of the North Downs, Chichester Harbour and the Isle of Wight. Runners choose from three off-road distances: 21km, 19km and 12km. The course runs..