2 Fraleigh Street Red Hook, NY 12571

Not to be confused with the South Brooklyn neighborhood sharing its name, Red Hook boasts an unpretentious mom-and-pop Main Street, plentiful farm stands, and acre upon acre of unspoiled natural beauty. Take the Taconic Parkway here and you’ll pass a literal fork in the road — a gargantuan piece of sculptural cutlery. There’s an old museum mansion, Montgomery Place, and Old Rhinebeck Aerodrome, where WWI barnstormers take to the skies for weekly air shows. Besides its namesake village, the town also includes Tivoli, host to a high-fashion old hotel and select shops such as a yarn-monger and a hip little mercantile slinging secondhand vinyl and bialy sandwiches. In Annandale-on-Hudson hamlet, one can wander the enchanting footpaths of Poet’s Walk Park or catch a show at Bard College, where the Frank Gehry-designed Fisher Center for the Performing Arts welcomes world-class talent. Once you visit, we won’t be surprised if you get “hooked.”