Local guides

Osprey Holiday Cottages office and shopfront in Easton, Portland

The Old Portland Curiosity Shop – it’s not just where we host that has a lot of history!

We’re not just keen on our local history at Portland, we’re also the proud custodians of some pretty unique history ourselves – in the form of the ‘Old Portland Curiosity Shop’. Our current home at Easton Square, Portland, was originally built as a farmhouse in the 18th century.  Now Grade II listed, the old cottage […]

Holiday accommodation in Weymouth beach and town centre, Dorset

A bit of Weymouth’s history

Before booking your stay in Weymouth in Dorset, why not learn more about it? Read our guide to find out more! Weymouth originated as the two settlements of Weymouth and Melcombe Regis, on opposite sides of Weymouth Harbour. The older of the two, on the south side, was referred to as Weymouth as early as […]

The lighthouse at Portland Bill, Dorset

Let’s get to know the history of Portland

Before booking your stay on the Isle of Portland in Dorset, why not learn more about it?  Read our guide to find out more! Portland has been inhabited since at least the Mesolithic period (the Middle Stone Age) – there is archaeological evidence of Mesolithic inhabitants at the Culverwell Mesolithic Site, near Portland Bill, and […]


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