This town of about 4,000 people sits like a shingled island among the protected forest, rolling grasslands, and foamy breakers tumbling in from the Atlantic. It’s a refreshing cocoon of preserved land. (Sixty-five percent of the town is protected in a preservation fund.) The community is driven by entrepreneurs, savvy business people, and conservationists—all dedicated to preserving Montauk.
On the Weekend you Might: play golf at the Montauk Downs public course designed by Robert Trent Jones, Sr., hike in Hither Hills State Park, or attend the Montauk Chamber of Commerce’s Night at the Light wine and food event.