Much of Eastport’s handsome 19th-century brick architecture remains on Water Street—a compact thoroughfare that also affords lovely views of Campobello Island and Passamaquoddy Bay. The majority of the buildings between the post office and the library are on the National Register of Historic Places. You’ll mostly see the work of architect Henry Black, who designed two-thirds of these Italianate buildings during a single hectic year after an 1886 fire razed the previous downtown. Look for his hand at the Eastport Savings Bank at 43 Water Street, the Shead Building at 58 Water Street, the M. Bradish Bakery at 68 Water Street, the Masonic Block at 36 Water Street, the Charles & M. A. Jackson Block at 74 Water Street, and (we think) the Hayscale Block at 49 Water Street.