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Hotel Chesterfield

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1404 Shippan Ave.
Stamford, CT
(203) 978-1227

COST: $$


The hotel is set in a well-heeled residential enclave, just a stone’s throw away from a private beach. You’ll find a mix of old and new in the nine rooms: flat-screen TV’s are propped on hand-carved mantels; antique desks are stacked with Assouline art books. Windows overlook Dutch Colonial manses, Queen Anne–style residences, and the broad oak trees lining Westcott Cove.

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