In the past, road-tripping and becoming a generally more attractive human being were considered mutually
exclusive activities. But thanks to these five outstanding specimens of haberdashery scattered about that
slice of earth called New England, it doesn’t have to be that way. No, really. It doesn’t.
What: A shop inside a brownstone on Nantucket’s Main Street filled with everything a
Kennedy heir could desire—blazers, fall-ready cashmere sweaters and coats from Euro brands like Luciano
Barbera. Those kinds of desires. Why: You never know when said Kennedy heir will be throwing a clambake.
Portland Dry Goods Co.
What: A brick-heavy haberdashery in Portland’s old town where you’ll be plied with
Barbour jackets, Shinola watches, Red Wing boots and other things that are more good than bad. Why: Your fall beard will need reinforcements.
What: Ready-to-wear greatness like Adriano Goldschmied denim and L.B.M. 1911 blazers, plus
the option to commission custom suits and shirts. So... they’ll have your size. Why: Perhaps you need to pad out your itinerary beyond the Ben and Jerry’s factory.
What: A whitewashed, nautically themed room stocked with gratuitous amounts of their
American-made sweatshirts, five-panel gingham hats, ocean-scented candles and oxford shirts with contrasting
elbow patches. Why: Life’s too short for non-contrasting elbow patches.
What: The kind of place where the shoes are Ferragamo, the cashmere is Cucinelli, the staff
are there for life and the espresso is free. Which is going to be the only free thing. Why: You need to look your best for high-society casino heists. And, like, the office.