Greenport Commerce & Culture
While you could spend days simply reading the historic plaques, there is much more to the Greenport experience. Head to Mitchell Park near the waterfront for attractions that include a bustling marina, an ice skating rink, an antique carousel, and ample lawns. During Prohibition, rum-running and speakeasies were a vital part of Greenport’s economy — residents knew the waters so well they could smuggle anything without detection. Nowadays, alcohol plays a far more licit role in bolstering this village with beloved craft breweries, distilleries, and wineries. There’s farm-to-table cuisine, a historic waterfront restaurant with centuries of provenance, happening spots featuring seasonal menus, and — of course — delectable seafood. Front Street and Main Street run perpendicular to each other and house much of Greenport’s commerce — from shops selling furniture, books, and vintage clothes to an Art Deco movie theater. Ferry service can connect you to the enchantingly idyllic Shelter Island in under 10 minutes.