The Chilly Hilly takes place on Sunday 13 December 2026, organised in support of West Wight Sports & Community Centre.
The organiser lists a noon start and an approximately 10-mile cross-country course. Varied terrain and challenging climbs make this a winter endurance challenge, with uneven ground and the possibility of mud.
Plan before you enter
Read the organiser’s current entry information, requirements and event instructions. This feature does not confirm remaining entry places or quote an entry price.
Check the official Chilly Hilly event and entry details.
Make a weekend of it
Allow time to arrive, prepare and recover. If you are planning an island break around the race, check accommodation with Isle of Wight Stays before committing to your plans.
Event information checked on 1 November 2026. The image is an original illustration, not a photograph of the race or a precise depiction of its course.