Chatham Bars Inn

Chatham Bars Inn

297 Shore Rd. , Chatham, MA 02633
Courtesy of Chatham Inn

The clapboard Chatham Bars Inn, in Chatham, was the first luxury hotel on Cape Cod and is still its toniest address, with prices (and a bit of attitude) to match. The place was opened by a wealthy Boston stockbroker in 1914, and you’ll feel transported to his era when you’re gazing at the ocean from a rattan chair on the wide porch.

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