Pilgrims’ Way alternates open Downs, quiet woodland, and farmland tracks, with weather swinging between sunny spells, rain showers, and occasional slick chalk. April, June, and September align with longer daylight, moderate temperatures, and generally firmer footing that reduces winter mud or high‑growth tangles. Passing showers occur in all seasons; spring can be drying and flowery, high summer hotter and overgrown, and late summer into autumn more settled but gradually wetter and darker.