If you're ready for the transition from dot-com overachiever to true country gentleman, consider taking up the aristocratic sport of wing shooting. At Orvis Sandanona, in the heart of horsey Millbrook, instructors teach you the art of clay-target shooting during a two-day course on their bucolic grounds. Instruction takes place in intimate groups of four, and you'll soon be swinging your .20-gauge barrels like an Edwardian squire. Classes begin with an instructional video and include at least five hours of shooting each day; the price includes ammunition, gun rental, and a hot lunch. And while you're there, Orvis's gun-fitters will take you aside and measure you for your own piece, just in case you get the itch to buy. Spend the night at the eighteenth-century Old Drovers Inn in nearby Dover Plains, where the new American cuisine is some of the best in the area.
DETAILS Orvis Sandanona Shooting Grounds, 914-677-9701 ($900); Old Drovers Inn, 914-832-9311 (rooms start at $320).