Chiltern Ridge Winter 50K is a single-loop ultramarathon starting and finishing at Berkhamsted Cricket Club in Berkhamsted, Hertfordshire. Participants begin at 8:00am on a 50K route through the Chilterns, positioned as the autumn/winter version of the Chiltern Ridge event.
The course follows established Chiltern trails, featuring extended sections of The Ridgeway, a prominent path in this region of England. The loop crosses countryside in Hertfordshire, Buckinghamshire, and Bedfordshire, incorporating woodland paths, open vistas, and undulating trail running, distinct from a flat road race.