Pilgrims Way Challenge

The Pilgrims Way Challenge is back on Saturday 21 June 2025, more details will be announced in the coming months. 

Our award-winning Pilgrims Way Challenge is a great way to spend time outdoors. Lace up your walking boots, or running shoes, and enjoy the rural beauty of one of England's oldest and least-trodden national trails. Now, starting from the coastal town of Dover, beneath the imposing walls of Dover Castle at Connaught Park, follow the North Downs Way through rolling fields and charming villages to the historic cathedral city of Canterbury. Then, onward via the Pilgrims Way and scenic Stour Valley to finish in the picturesque village of Wye, nestled in the Kent Downs Area of Outstanding Natural Beauty. Along the way, you’ll pass through ancient woodland, orchards, and fields, as well as a few challenging climbs encompassing the undulating geography of the Garden of England.

With three distances to choose from, the Pilgrims Way Challenge is perfect for people of all fitness levels. Whether you hike 25km, 35km, or 55km, you'll stroll through charming villages of oast houses and period cottages, whilst being surrounded by endless green fields. Rolling hillside views, quiet country lanes, historic buildings, and ancient woodlands all await you. The Pilgrims Way between Dover and Wye really does have it all.