We love weekend getaways as much as you do, but sometimes it’s just as fun to keep things local. A dream staycation is a great excuse to explore the place you call home. For those of us here at Madewell-central, that’s NYC. So we put together a little multi-borough itinerary, along with what we’ll be packing for each of those sun-filled days.


As soon as the clock strikes 1pm, we’ll duck out of work and head to see our friends at drybar in the Flatiron, where a “mai tai” translates into a low-key, beachy blowout that will last us all staycation long, from sand to sidewalk. From there, we’ll make a beeline for the Rockabus, the hands-down best way to get to the Rockaways. We’ll be sporting our Crochet Lace Top and Thompson Shorts, as well as a pair of Hepcat Shades for a seaside frolic. A stop at Rockaway Taco for a bite and a watermelon juice is also top of the list. Before the sun sets, we’ll make our way up to Prospect Park for a pm picnic and a free concert or movie screening at the bandshell.


Our Striped Afternoon Dress and The Sonny Sandal will be perfect for a bike ride to the new Long Island City flea market. Vintage furniture and lobster rolls in one place? Yes, please. Then we’ll spin over the 59th Street bridge and down to The Rail Yards at The High Line, where artist Carol Bove’s spiral sculptures decorate the above-ground stretch of railroad tracks. Our dress-and-flats look will still work at night, so we’ll be rolling straight down to Beekman Beer Garden Beach Club in the Financial District for al fresco drinks with a waterfront view and, yes, 300 pounds of sand.


Last day of staycay means sleeping in, then going for brunch and a movie at Nitehawk in Williamsburg. Our Sunday best equals the Silk Contrast Boyshirt tucked into a pair of Skinny Skinny Ankle Jeans—perfect for AC climates. And, if we still have energy left (and a set of wheels), we’ll trek up north to Little Italy in the Bronx. After all, a staycation is all about exploring someplace new. There we’ll make a beeline for Zero Otto Nove, which serves up wood-fired pies in a rustic dining room that feels like being in an Italian piazza, minus the jet lag—one of many staycation perks.