Britain's What's On Event Guide
A historical walk from Cranbrook to Sissinghrust
Our journey begins in Cranbrook, the “Capital of the Weald.” From the High Street, we’ll venture across rolling fields and ghost traces of Roman roads, winding through one of England’s most treasured historic landscapes.
We'll arrive near the iconic Sissinghurst Castle Garden, once home to writer Vita Sackville-West. While we won’t be entering the main National Trust property, public footpaths offer striking views of the famous tower and glimpses into the estate’s remarkable past.
Throughout the walk, your guide Ben Crozier will share tales that bring the Wealden countryside to life — from ghost stories and wartime memories to the bohemian history of Sissinghurst.
? Highlights
7.4-mile circular walk through the High Weald National Landscape
Views of Sissinghurst Castle Garden from nearby countryside
Local legends & historic tales from your Boots on Adventures guide
Woodlands, farmland & Roman routes in one stunning walk
The Details
Date: Sunday, 21 September 2025
Meet Time: 09:15 for 09:30 start
? Duration: Approx. 4.5 hours (incl. lunch break)
Walk Leader: Ben Crozier
Meeting Point:
The High Street Car Park, High Street, Cranbrook, TN17 3DW
what3words: ///unit.snippets.secure
Parking: Available but charges apply (not included)
Route Info
Distance: 12.05 km / 7.4 miles
Type: Circular
Terrain: Largely flat with a few stiles
Dogs: Friendly dogs welcome, must be on a lead
We'll arrive near the iconic Sissinghurst Castle Garden, once home to writer Vita Sackville-West. While we won’t be entering the main National Trust property, public footpaths offer striking views of the famous tower and glimpses into the estate’s remarkable past.
Throughout the walk, your guide Ben Crozier will share tales that bring the Wealden countryside to life — from ghost stories and wartime memories to the bohemian history of Sissinghurst.
? Highlights
7.4-mile circular walk through the High Weald National Landscape
Views of Sissinghurst Castle Garden from nearby countryside
Local legends & historic tales from your Boots on Adventures guide
Woodlands, farmland & Roman routes in one stunning walk
The Details
Date: Sunday, 21 September 2025
Meet Time: 09:15 for 09:30 start
? Duration: Approx. 4.5 hours (incl. lunch break)
Walk Leader: Ben Crozier
Meeting Point:
The High Street Car Park, High Street, Cranbrook, TN17 3DW
what3words: ///unit.snippets.secure
Parking: Available but charges apply (not included)
Route Info
Distance: 12.05 km / 7.4 miles
Type: Circular
Terrain: Largely flat with a few stiles
Dogs: Friendly dogs welcome, must be on a lead
Sunday 21 September
the High Street Car park, The High Street, Kent TN17 3DW
Kit ListWalking boots or sturdy footwear (no flip-flops)
Waterproof coat (and trousers if you have them)
Packed lunch & drinking water
Any personal medication
Comfortable walking attire
Important Notes
Photos may be taken for promotional/training use – let us know if you prefer not to appear.
Dog owners are fully responsible for their pets throughout the walk.
? Booking essential – limited spaces available due to group size restrictions.
Can’t make it? Pl
Spread the word