A Historical Walk from Hollingbourne to Leeds Castle | Heart of Kent Walking Festival 2026

We’ll set off from the picturesque village of Hollingbourne, where centuries of history sit quietly behind its timber-framed houses and ancient lanes. As we make our way towards Leeds Castle, the landscape opens into rolling fields and old pilgrim routes once used by travellers heading to the shrine of Thomas Becket in Canterbury. Their footsteps echo through the valley even today.

Our path brings us to the grounds surrounding Leeds Castle, often described as the most beautiful castle in England. While we won’t be entering the castle itself, the public footpaths offer stunning views of its moats, towers, and parkland.

This walk weaves together Kentish heritage, captivating medieval tales, and the timeless beauty of the Downs, making it a memorable day out for anyone who loves history, storytelling, and exploring the countryside.

Walk Details

Walk Leader: Ben Crozier

Distance: 7.58 miles

Duration: 4 and a 1/2 hours (plus half an hour or so for lunch)

Walk Grade: 4

Walk Type: Circular

Accessibility Grade: A2

Age Suitability: 18+

You will need: Packed lunch, sufficient amount of water and also wellies if the weather worsens

Toilet Facilities: Yes.

Rest Stops: Yes

Are there stiles on route? Yes

This is a dog friendly walk (please keep your dog on a lead)