Walking holidays in Kent

Known as the Garden of England with its orchards and market gardens, Kent enjoys a warm climate and lies on the coast looking out into the English Channel. Its Cinque ports and castles tell of its historic maritime importance and its old shore lines provide interesting walking. We think the area is a bit of a hidden treasure - it’s not as trendy as the Cotswolds nor as obvious a choice as Devon. But with its slower pace of life and fine local produce, it’s all rather appealing.

Along with its ancient villages and fascinating towns, the inland downs make this a colourful area. The downs provided the pilgrimage routes to Canterbury, enjoying a network of churches, stunning views often little changed today and some now rare chalk habitats. Walking this ancient route today in the footsteps of Chaucer is rather special. Visit some fine castles along the way, one or two vineyards and a handful of wonderful, famous gardens. New Pilgrims Way tour coming shortly for 2020

Our Kent highlights

Leeds Castle

Leeds Castle was once described by Lord Conway as the ‘the loveliest castle in the world” - need we say anymore?

Included in our Tailor-made holiday

Denbies Vineyard

An award winning vineyard with plenty of tasting and touring opportunities

Included in our Tailor-made holiday

Canterbury Cathedral

Home to the Archbishop of Canterbury this World Heritage Site is one of the oldest Christian structures in England

Included in our Tailor-made holiday


Visit Chawton, home to Jane Austen for eight years and where she revised Sense and Sensibility and Pride and Prejudice.

Included in our Tailor-made holiday

River Wey

A pretty tributary of the River Thames offering a peaceful escape and plenty of wildlife to spot

Included in our Tailor-made holiday

The Watts Gallery

Find your arty side at this wonderful gallery and artists village dedicated to the work of the Victorian-era painter and sculptor George Frederic Watts

Included in our Tailor-made holiday

Request a Kent walking holiday quotation

Tell us what you're looking for and we'd be delighted to design the perfect walking holiday for you.