The first cattle ranch in the U.S., Deep Hollow Ranch opened in the 1600s, and claims to have originated the idea of a “cowboy.” Many of you may recognize it as the The Lockhart Ranch from the Showtime series The Affair. Located amidst thousands of preserved acres in Montauk, the farmstead welcomes visitors from all over the world, from the experienced cowhand to the beginner. A visit to the Deep Hollow Ranch allows you to step back in time and catch a glimpse of America’s rich history. Riding at Deep Hollow Ranch is Western style, from saddles to bridles to the real cowboys and cowgirls who will be your guides. Trail rides wind through breathtaking scenery and pristine coastline. Groups are small and they match a rider’s ability from beginners to advanced. Private guided rides are also available. The ranch can also be booked for kids’ parties.