This recommended walk of about 9 miles will take you over the river Medina, up and over Ramsdown to Chillerton village. Then north to Gatcombe to start the climb onto Newbarn Down and Chillerton Down with panoramic views across the island. Passing close to the TV mast you descend through the old marl pits and return via the water meadows of the wilderness.
A walk over the downs and through woodland around Niton and Whitwell.
Walk from Rookley Post office back to Rookley Main Road via Birchmore Lane. The Walk on the map actually starts and returns to Oakdene.
Heard of the Niton tunnels ? Although the two pubs are easily walkable by road, two more suggestions as follows.
A coastal walk overlooking Newtown estuary and the Solent.
Starting in the heart of Newport, you'll soon emerge into the countryside surrounding the town, crossing open fields on the approach to Carisbrooke Castle.
This is a linear walk from Whippingham to Newport county town of the Isle of Wight. The return journey to Whippingham can be made on the number 5 bus which leaves from the bus station in Newport. The walk explores St. Mildred's Church at Whippingham and then follows the River Medina south to Newport.
Great walk around the Chequers Inn where you can stop for refreshment after the effort.
Varied and attractive shorelines, with views across Spithead, are teamed with rural and village interest. A lifeboat station, Nelsonian naval connections, and a rare telephone box are also featured.
A countryside walk from the village to Littletown and the Steam Railway.
A walk along bridleways, a ridgeway and open countryside.
A country walk through fields and woods with a short coastal section. Distant views across The Solent.
A walk alongside a river, an estuary at a National Nature Reserve, farmland and a wood
A walk through woodland and to a creek and on along the coast.
A short pub walk across open countryside and through the iconic village of Winkle Street.
A town walk, looking at some of the interesting architectural and historical features.
A walk across farmland and by historic Haseley Manor, one of the oldest houses on the Island.
A walk starting in Newport, along a new riverside path, by a marina and then through woods and open countryside before returning to the urban setting.
This walk from The Bull Ring in the centre of Brading can also start from the station. It climbs the side of the down and then descends to meander through lowland by the River Yar.
A great pub walk from the White Horse in Whitwell.
Mostly on bridleways with some long but gentle gradients.
Easy and lovely pub walk from The Sun Inn passing through fields and along the coast.
Circular walk from the Isle of Wight Bus & Coach Museum, using the main street of Ryde.
A lovely coastal walk from White Lion to the Buddle Inn.
This is a pleasant stroll along some of the more unfamiliar parts of the island, with fine views towards the sea as you come down from Mottistone Down.
A lovely hours walk along the harbour causeway and St Helens’ Duver.
The chalk downs at the western end of the Isle of Wight offer some excellent walking. This route starts from Freshwater Bay and visits the Tennyson Monument before continuing to the Needles at the Far end of the island. The route also offers a good view of Alum Bay and on the final descent a grand panorama looking east along the coast to St Catherine's Point.
This walk explores the far west of the Isle of Wight. The route climbs to the Tennyson's Monument set high on Tennyson Down before walking to the viewpoint overlooking the Needles. In addition you get fine views of Alum Bay.
More walks in Isle of Wight
Select an area below :
The Chillerton Challange 
