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Shepherds Trail

13 km / 8 miles

Isle of Wight
Starting beneath historic Carisbrooke Castle walking up and down the chalky hills of the island through Whitcombe Cross, Gatcombe, Chillerton, Billingham and Kingston to the coast with great views over the surrounding countryside.


Path Type
Paths Marked on OS mapping
Easy; Downland/Wolds
SZ446798 - Shepherds Chine, Isle of Wight
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SZ486875 - Carisbrooke Castle, Newport, Isle of Wight
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Contains Ordnance Survey data © Crown copyright and database right 2016.
© OpenStreetMap contributors under Open Database Licence.
Rights of way data from selected Local Authorities.
Large scale digital mapping is provided by John Thorn.
At high zoom levels the route is indicative only.
Purchase Ordnance Survey Maps (path is named on OS maps):
OS Landranger
OS Landranger Active
OS Explorer
OS Explorer Active
Other Paper Maps:
Map (Other)
Isle of Wight Walker's Map (Heritage House - 2016)
A-Z Adventure Atlas
Isle of Wight Adventure Atlas (Geographers' A-Z Map Company - 2015)

Walking Support Providers:

Support Providers
Baggage Handling (Move My Bag (Isle of Wight ))
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Accommodation within 5 Km of this Path:

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Paths Marked on OS mapping
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Route Profile:

12.5 Km (7.8 miles)
244 m (801 ft) ascent
112 m (367 ft)  maximum height