Watch the foot traffic along Commercial Street from the front-porch rockers at Anchor Inn Beach House (from $260), a 23-room mansion decked with ornate Victorian four-poster beds. Request one of the sixteen back rooms for a private balcony overlooking the boat-dotted bay.
Kick back in an Adirondack chair among wisteria and seagrass at the Inn at Cook Street's garden (from $269; $185 after 9/7). The 1836 Greek Revival home is painted in warm pastels and adorned with gabled ceilings and patchwork quilts. (Pulitzer Prize winner Michael Cunningham wrote part of A Home at the End of the World from the second-floor Writer's Room.) On weekend nights, guests can congregate around the open backyard grill.
Forgo typical B&B kitsch at the White Porch Inn (from $150), a nine-room estate favored for its whitewashed décor and proximity to Wired Puppy, a local gathering spot with the best coffee on the Cape, according to Cape Cod Life. Request the Long Point Light Room for sweeping views of the Harbor.