Sprawling Historical Inn on the Eastern Chesapeake Bay
As passersby skirt the rocky edge of eastern Chesapeake Bay, owls peer down from lofty trees as blue herons—and the occasional bald eagle—roam free, soaking up the sparkling bay waters. These fauna, though often clandestine, linger around the expansive Wades Point Inn on the Bay, a property with a heritage dating back to 1658.
Four unique guest houses blanket the Wades Point acreage, which is dotted with luscious shade trees and lazy twine hammocks. At the Georgian-style Main House, two stories of breezy porches complement the natural surroundings, which hug the Maryland shores. A newer addition, the Kemp House, boasts rooms with modern amenities such as a refrigerator for storing takeout leftovers or pet penguins. Every room is distinctive—some house antique rocking chairs and canopy beds, and others showcase private porches for taking in the salty air and four-poster beds.
Come morning, lodgers settle into ivory-hued wicker chairs to enjoy a full breakfast buffet in a spacious dining area flanked by windows overlooking the water. After fueling up, the well-stocked estate keeps active types entertained with rental bikes and kayaks, as well as bayside docks ready to launch deftly executed cannonballs.
St. Michaels, Maryland: Colonial History and Seaside Views
Five miles from the Wades Point Inn, the town of St. Michaels emanates quintessential seaside charm and harbors its own little-known history. Most notably, the residents of this sleepy village outsmarted the British during the War of 1812, effectively preserving the municipality that still exists today. A stroll through the area's quaint streets unveils a rich maritime culture, inviting travelers to while away an afternoon watching ships glide by or noshing on famous Maryland blue crabs.