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- Palmerston Forts, Portland
- Pamphill
- Parkstone Grammar School
- Parkstone railway station
- Parkstone
- Pavilion Theatre (Bournemouth)
- Peacemarsh
- Penn Hill
- Pentridge
- Peveril Point
- Piddlehinton
- Piddletrenthide (liberty)
- Piddletrenthide
- Pier Terrace, West Bay
- Pimperne (hundred)
- Pimperne
- Pitcombe Down
- Plowman's Railroad
- Pokesdown railway station
- Pokesdown
- Pondfield Cove
- Poole (borough)
- Poole (UK Parliament constituency)
- Poole Bay
- Poole Bridge
- Poole Grammar School
- Poole Harbour
- Poole High School
- Poole local elections
- Poole Logboat
- Poole Museum
- Poole Park
- Poole Pirates
- Poole Pottery
- Poole Stadium
- Poole Town F.C.
- Poole
- Port Regis Prep School
- Portesham railway station
- Portesham
- Portland (Dorset) railway station
- Portland (HM Prison)
- Portland (sheep)
- Portland Admiralty Roach
- Portland Bill
- Portland Branch Railway
- Portland Castle
- Portland Harbour
- Portland Independent Top Whitbed
- Portland stone
- Portland United F.C.
- Poundbury Hill
- Poundbury
- Powerstock (liberty)
- Powerstock railway station
- Powerstock
- Poxwell
- Preston, Dorset
- Priest's House Museum
- Puddletown (hundred)
- Puddletown
- Pulham
- Pulpit Rock (Isle of Portland)
- Puncknowle
- Purbeck (district)
- Purbeck Ball Clay
- Purbeck Beds
- Purbeck Council election, 1998
- Purbeck Council election, 1999
- Purbeck Council election, 2000
- Purbeck Council election, 2002
- Purbeck Council election, 2003
- Purbeck Council election, 2004
- Purbeck Council election, 2006
- Purbeck Council election, 2007
- Purbeck Council election, 2008
- Purbeck Hills
- Purbeck local elections
- Purbeck Marble
- Purbeck miniature railway
- Purse Caundle
- Pymore, Dorset
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- Radipole Lake
- Radipole railway station
- Radipole
- RAF Hamworthy
- RAF Hurn
- RAF Tarrant Rushton
- RAF Warmwell
- Rampisham Down
- Rampisham
- Redcliff Point
- Redlane (hundred)
- Ridge, Dorset
- Ringmoor
- Ringstead Bay
- Ringwood, Christchurch and Bournemouth Railway
- River Allen, Dorset
- River Asker
- River Avon (Hampshire)
- River Axe, Devon
- River Bourne, Dorset
- River Brit
- River Cerne
- River Char
- River Frome, Dorset
- River Hooke
- River Piddle
- River Stour, Dorset
- River Tarrant
- River Wey, Dorset
- River Yeo (South Somerset)
- Riverside Restaurant
- Rodwell railway station
- Rodwell Trail
- Roman Town House, Dorchester
- Rossmore Community College
- Rowbarrow (hundred)
- Royal Marines Poole
- Royal Navy Cordite Factory, Holton Heath
- Royal Signals Museum
- Rufus Castle
- Rushmore (hundred)
- Russell-Cotes Art Gallery & Museum
- Ryme Intrinseca
- Sailing at the 2012 Summer Olympics
- Salisbury and Dorset Junction Railway
- Salisbury and Yeovil Railway
- Sandbanks Ferry
- Sandbanks
- Sandsfoot Castle railway station
- Sandsfoot Castle
- Scoles manor
- Scratchy's Bottom
- Shaftesbury (Dorset) F.C.
- Shaftesbury Abbey
- Shaftesbury
- Shapwick, Dorset
- Sherborne (hundred)
- Sherborne Abbey
- Sherborne Castle
- Sherborne railway station
- Sherborne School
- Sherborne Town F.C.
- Sherborne
- Shillingstone Quarry
- Shillingstone railway station
- Shillingstone
- Shipton Gorge
- Shitterton
- Silton
- Sixpenny Handley (hundred)
- Sixpenny Handley
- Somerset and Dorset Joint Railway
- South Coast Trunk Road
- South Dorset (UK Parliament constituency)
- South East Dorset conurbation
- South Perrott
- South West Coast Path
- Southampton and Dorchester Railway
- Southbourne, Dorset
- Southill, Weymouth
- SP postcode area
- Spetisbury railway station
- Spetisbury
- Springbourne
- St Alban's Head
- St Ann's Hospital
- St Catherine's Chapel, Abbotsbury
- St Edward's Roman Catholic Church of England School
- St George's Church, Portland
- St George's Hundred (Dorset)
- St Ives, Dorset
- St James' Church, Poole
- St Leonards, Dorset
- St Mary's Shaftesbury
- St Michael's Church of England Middle School
- St Osmund's Church of England Middle School
- St Peter's Catholic Comprehensive School
- St Stephen's Church, Pamphill
- St. Aldhelm's Chapel, St. Aldhelm's Head
- Stair Hole
- Stalbridge
- Stalbridge railway station
- Stanton St Gabriel
- Steeple, Dorset
- Sterte
- Stinsford
- Stoborough
- Stoke Abbott
- Stour Provost
- Stourpaine
- Stourpaine and Durweston railway station
- Stourton Caundle
- Stratton, Dorset
- Studland
- Sturminster Marshall
- Sturminster Newton (hundred)
- Sturminster Newton railway station
- Sturminster Newton United F.C.
- Sturminster Newton
- Sutton Poyntz (liberty)
- Sutton Waldron
- Swanage Grammar School
- Swanage Pier Tramway
- Swanage railway station
- Swanage Railway
- Swanage Town & Herston F.C.
- Swanage
- Swyre
- Swyre Head
- Swyre Head, Lulworth
- Sydling St Nicholas
- Sydling Water
- Symondsbury
- Walditch
- Wallisdown
- Wareham Forest
- Wareham railway station
- Wareham Rangers F.C.
- Wareham, Dorset
- Warmwell
- Waterloo, Dorset
- Wave 105
- Waybayouse Liberty
- Wessex FM
- Wessex Ridgeway
- West Bay, Dorset railway station
- West Bay, Dorset
- West Cliff Railway
- West Compton, Dorset
- West Country dialects
- West Dorset (UK Parliament constituency)
- West Dorset
- West Knighton, Dorset
- West Lulworth
- West Moors railway station
- West Moors
- West Orchard
- West Parley
- West Stafford
- West Stour, Dorset
- Westbourne, Dorset
- Western Gazette
- Westham railway station
- Westover, Hampshire
- Wey Valley School and Sports College
- Weymouth and Melcombe Regis
- Weymouth and Portland Council election, 1998
- Weymouth and Portland Council election, 1999
- Weymouth and Portland Council election, 2000
- Weymouth and Portland Council election, 2002
- Weymouth and Portland Council election, 2003
- Weymouth and Portland Council election, 2004
- Weymouth and Portland Council election, 2006
- Weymouth and Portland Council election, 2007
- Weymouth and Portland Council election, 2008
- Weymouth and Portland local elections
- Weymouth and Portland National Sailing Academy
- Weymouth and Portland
- Weymouth Bay: Bowleaze Cove and Jordon Hill
- Weymouth Bay
- Weymouth Beach
- Weymouth College
- Weymouth Drama Club
- Weymouth F.C.
- Weymouth Harbour Tramway
- Weymouth Marina
- Weymouth Pavilion
- Weymouth Pier
- Weymouth Quay railway station
- Weymouth railway station
- Weymouth Wildcats
- Weymouth, Dorset
- Whitchurch Canonicorum (hundred)
- Whitchurch Canonicorum
- White Nothe
- Whitecliff
- Whiteway (hundred)
- Wick, Bournemouth
- William Barnes
- Wilts & Dorset
- Wilts, Somerset and Weymouth Railway
- Wimborne Minster (church)
- Wimborne Minster
- Wimborne Model Town
- Wimborne railway station
- Wimborne St Giles (hundred)
- Wimborne St Giles
- Wimborne Town F.C.
- Winfrith (hundred)
- Winfrith Newburgh
- Winfrith Technology Centre
- Winfrith
- Winspit
- Winterborne Houghton
- Winterborne Kingston
- Winterborne Monkton
- Winterborne St Martin
- Winterborne Stickland
- Winterborne Whitechurch
- Winterborne Zelston
- Winterbourne Abbas
- Winterbourne Steepleton
- Winton, Dorset
- Witchampton
- Wolfeton House
- Woodlands, Dorset
- Woodsford
- Wool railway station
- Wool, Dorset
- Woolbridge Manor House
- Woolland
- Wootton Fitzpaine
- Worbarrow Bay
- Worgret Heath
- Worgret
- Worth Matravers
- Wraxall, Dorset
- Wyke Regis and Elwell Liberty
- Wyke Regis railway station
- Wyke Regis
- Wynford Eagle
- Wytch Farm
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