Andy & Sam's Guidebook
Food scene
The Cove House Inn
91 ChiswellBooking advisable
quiddles cafe
The EsplanadeGreat views
Crab House Café
Portland RoadOur favourite
Chesil Beach Cafe
Portland Beach RoadGreat for children and fab fish goujons
Billy Winters
Portland Beach RoadSurf vibe and great to watch the kite surfers from here
Views are some of the best and it’s worth going through the tunnel on its own to admire the Victorian engineering
18 locals recommend
Jailhouse Café
Views are some of the best and it’s worth going through the tunnel on its own to admire the Victorian engineering
The nearest and in our opinion the best fish and chips. We love the squid
20 locals recommend
Chesil Chippie
Victoria SquareThe nearest and in our opinion the best fish and chips. We love the squid
The Boat That Rocks
7 Hamm Beach RdGreat place to watch the world go by
Lobster Pot
Portland Bill RoadGreat place to stop at Portland Bill
Sightseeing
Chesil Beach
Only a short walk down
Portland Marina
6 Hamm Beach RoadLovely for a sundowner
Castle Cove Beach
The nearest sandy beach without the crowds
See if you can find the Anthony Gormley sculpture
11 locals recommend
Portland Sculpture and Quarry Trust
Easton LaneSee if you can find the Anthony Gormley sculpture
Portland Castle
Henry VIII’s marine fort
Portland Bill
Great views
Castletown D-Day Centre
CastletownWell worth a visit
Neighbourhoods
Fortuneswell
If you’re bringing your own kayak or paddle board, it’s easy to use the small beach next to the castle to launch from. Very safe.
D day museum is a really good experience.
When the seasonal ferry is operating, you can catch it from here to get to Weymouth.
Castletown
If you’re bringing your own kayak or paddle board, it’s easy to use the small beach next to the castle to launch from. Very safe.
D day museum is a really good experience.
When the seasonal ferry is operating, you can catch it from here to get to Weymouth.
Great for Maiden Castle, Museums and we love Brewery Square and of course Poundbury
131 locals recommend
Dorchester
Great for Maiden Castle, Museums and we love Brewery Square and of course Poundbury
Weymouth
Here you’ll find the main shops, cinema and fast food outlets
Bridport
Antique market, art centre and nearby was where Broadchurch was filmed
The drive along the coast road to Bridport through Abbotsbury is one of the most scenic in the UK. Swannery and gardens are worth a visit too.
80 locals recommend
Abbotsbury
The drive along the coast road to Bridport through Abbotsbury is one of the most scenic in the UK. Swannery and gardens are worth a visit too.
The Jurassic coast - home to Durdle Door, Lulworth Cove, Corfe Castle, Swanage to name a few
19 locals recommend
Purbeck District
The Jurassic coast - home to Durdle Door, Lulworth Cove, Corfe Castle, Swanage to name a few
City advice
Getting around
Sea Safety
The nearest place to go sea swimming is Chesil Cove, where the steps lead down onto the beach from the beach huts, just past Quiddles. Elsewhere on Chesil Beach the bank can drop suddenly under the water. Next to Portland Castle (a 10 minute walk from the cottage) is a secluded small beach and slipway which is one of the best places to paddle board or kayak from. It’s safe due to it being in the harbour. Please respect the weather and sea conditions. For beaches with manned lifeguards then visit Weymouth, Poole and Bournemouth.