The Inn at Perry Cabin was built by Purser Samuel Hambleton, aide-de-camp to Naval Commodore Oliver Hazard Perry, just after the War of 1812.

Hambleton retired to St Michaels in 1816 and designed the north wing of the manor house to resemble Perry's cabin on the flagship Niagara.

The English crown endowed one of its original land grants upon Davenport which is now the present site of The Inn at The Inn at Perry Cabin.

The property's history includes transformation from private home to working farm to a riding academy in 1952. In 1980, the Meyerhoff family, owners of 1979 Kentucky Derby winner Spectacular Bid, transformed this Greek revival-style home into a six-bedroom inn and restaurant. In 1989 this charming house was restored and expanded by Sir Bernard Ashley to include 41 bedrooms and suites as well as an award-winning dining room.

In 1999, Orient-Express purchased the property and completed a $20 million expansion and improvement project in 2002 bringing the guest room and suite count to 80.