What we’re about
Welcome to our friendly outdoor group of outdoors lovers where we aim to provide more smiles per mile than any other outdoor group!
We look forward to welcoming you!
Our activities include weekday and weekend walks, night hikes, foraging events, campfires, weekends away (both local and through out England), specialist trips and much more...
Our ethos has always been strongly embedded in building community with the aim to be the most friendliest group in Kent (and I am proud to say that I believe we exceed that thanks to our members).
Dogs are welcome on all walking events unless otherwise stated (please check with us on other events) as long as they are friendly, well behaved and will go on a lead if required such as entering fields of livestock.
The group is run by Ian Henderson (Lowland Leader) and his partner Erika Patt.
We are fully insured and first aid trained to give you complete peace of mind. The team extends to Sara Hibbins (Lowland Leader) and Peter White (Hill and Moorland) who joins us for the weekend expeditions.
Please feel to check out "Boots On Adventures" on Facebook or our website www.bootsonadventures.co.uk .
Upcoming events (4+)
See all- A historical walk from Cranbrook to Sissinghurst (Booking Essential)The High Street Car Park, Cranbrook
BOOKING ESSENTIAL
Boots on Adventures is excited to team up with Visit Tunbridge Wells for this year’s High Weald Walking Festival, offering a unique free guided walk that celebrates the rich history and natural beauty of the High Weald National Landscape.
Our journey begins in Cranbrook, a charming market town known as the “Capital of the Weald.” From the High Street, we’ll venture out across rolling fields and along the ghost traces of ancient Roman roads, winding through the heart of one of England’s most treasured historic landscapes.
The route leads us to the iconic Sissinghurst Castle Garden, once home to the writer Vita Sackville-West. While we won’t enter the main National Trust property, the surrounding public footpaths provide striking views of the famous tower and glimpses into the estate’s fascinating past.
Throughout the walk, you’ll hear captivating stories that bring the countryside to life — from ghostly legends and evacuees to grumpy WWII prisoners of war and bohemian parties that left their mark on this peaceful corner of Kent.
Highlights:- A 7.4-mile circular walk through the High Weald National Landscape
- Views of the iconic Sissinghurst Castle from the surrounding countryside
- Historic tales and local legends shared by your Boots on Adventures guide
- A friendly group walk through woodlands, farmland, and historic routes.
Whether you’re a local explorer or visiting the Weald for the first time, this walk offers the perfect mix of heritage, landscape, and storytelling.
the details
Schedule
Date: 21 September 2025
Meet and Start Time: 09:15 meet for 09:30 am start
Walking time: 4.5 hrs (incl. lunch break)
Staff Member: Ben Crozier
Location
Meeting point:
High Street Car Park, Cranbrook, TN17 3DW
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Car Parking: Charges not included
Route
Terrain: Largely flat with a few styles.
Distance: Approximately 12.05 km (7.4 miles)
Walk Type: Circular
your kit list- Suitable footwear (preferably walking boots or sturdy shoes, no flip-flops)
- A waterproof coat (and waterproof trousers, if you have them) for rainy days
- Drinking water and a packed lunch
- Personal medication (Let us know confidentially about any medical conditions)
- Suitable walking attire
important notes
- We welcome friendly dogs on our walks, provided they remain on a lead at all times. The owner is fully responsible for their dog throughout the walk.
- We take photos during our walks for promotional and training purposes. If you prefer not to be included, just let us know on the day.
- Cancellation policy states: Can’t make it? Please let us know as soon as possible so we can offer your space to someone else.
