The Chilly Hilly 2026

The Chilly Hilly is one of the Isle of Wight’s most popular winter running events, offering a unique off-road challenge through the stunning landscapes of West Wight.

Supporting the West Wight Sports & Community Centre Trust (registered charity number 273334).

Known for its challenging hills, muddy trails and spectacular views, this friendly and welcoming event attracts runners from across the Isle of Wight and beyond. Whether you’re chasing a personal best, training for a bigger challenge or simply looking for a memorable running experience, The Chilly Hilly provides the perfect opportunity to test yourself while supporting a local charity.

Organised in support of West Wight Sports and Community Centre, the event helps raise vital funds that support community health, well-being and activity across West Wight.

They are also excited to be able to offer a discount on the ferry for anyone coming over and participating in the event.