Bruce & Son
While there are only two tables on Bruce & Son’s covered front patio, these are the best seats in Greenport for people-watching, especially during brunch. There, on Main Street, you’ll see couples fresh off their boat, families pushing strollers, folks coming up from the Hamptons by way of Shelter Island, and lots of dogs.
The all-day brunch menu leans hard on breakfast, with excellent hotcakes with fresh berries and a couple of heavier sandwiches like a BLT. The dining room has a clean, country look, with a few tables that you’ll need to reserve. Dinner is another solid time to stop by, when they do things like a burger on brioche with a punch of fresh mint and dill and a grilled cheese that’s beefed up with asparagus, fontina cheese, and peppery horseradish mayo.