Shopping near the Empire State Building

The former home of the National Biscuit Company is a hot spot for foodies and shopping addicts alike. Primarily known for its wide-range of eateries, Chelsea Market is hands-down one of New York’s most notable food halls boasting more than 55 vendors (including Los Tacos No 1, Amy's Bread, and Miznon).  Whether you’ve got a hankering for a steaming-hot cup of seafood bisque, perfectly aged cheese or a strong and smooth shot of espresso, Chelsea Market has you covered. Aside from finger-lickin’ fare and sweet merchandise, the attraction offers historical charms such as the market’s iconic fountain, which was crafted using discarded drill bits and exposed pipe from the former Nabisco factory.

The iconic open-air Chelsea flea, brought back from the dead by the team behind  Smorgasburg and Brooklyn Flea, showcases 40 veteran vendors selling mostly historic collectibles. If you love eclectic costume jewelry, quirky furniture, midcentury art and ceramics, records, antiques and art, and more, you’ll spend hours combing for treasure here. Plus, you'll now be able to grab a rewarding snack on the way out from various Smorgasburg food vendors that will soon be revealed. 

MoSex’s recently overhauled gift shop is now twice the size (2,000 square feet) and double the pleasure. “We wanted the store to be a destination shop,” says creative director Mark Snyder. “We’re looking at products for their art, their design and their technology.” Such lofty merch includes the Dirty Flirty Novelty Company’s festive glass “pornaments” and Matteo Cibic’s functional fishbowl dildo.

This sprawling culinary destination celebrates the food and wine of Italy’s 20 regions, with its market full of fresh pasta handmade while you watch a “pasta show,” hard-to-find specialties of salumi and formaggi, sustainable meat and seafood and bread made with a lievito madre sourced from Piemonte. If you’re looking for the perfect wine to pair with your meal, Eataly Vino’s two floors of Italian wine are just steps from the market. For those who want to learn even more, Eataly offers cooking classes that teach you how to make specialties like lasagna alla bolognese and limoncello tiramisu, as well as wine dinners with experts who will guide you through the history and traditions of the regions.  If shopping tends to work up your appetite, head to one of the 13 restaurants, bars, cafés, and counters throughout the 48,000-square-foot space. Sit down for a meal of Neapolitan pizza and a bottle of bold Chianti at La Pizza & La Pasta, or the catch of the day paired with a Grillo sourced from microclimates along the Italian coast at Il Pesce. For dessert, get a scoop of housemade gelato and babà al rum or bignès at La Pasticceria.

Since opening in Soho in 1993, Ina Bernstein’s minichain of designer consignment shops has expanded to six locations throughout NYC, including spots on the Upper East Side, in Nolita, Noho and now Chelsea. The spacious store is painted stark white to let the covetable preworn pieces—including Prada wool coats ($375–$625), a pair of Miu Miu leather boots ($250) and a Louis Vuitton leather mini logo purse ($595)—stand out on its well-edited racks and organized shelves. If you’re saddled with name-brand threads, make an appointment to unload your gently worn castoffs for up to 40 percent of the overall resale value. Keep an eye out for INA’s own eponymous house label of unisex basics that complement the higher-end merchandise, such as comfy cashmere beanies ($90), arm socks ($85) and fingerless gloves ($75).

Purple Passion has vibes, floggers and so much more in its 4,000-square-foot Chelsea store. Catering to couples, single women, pro dommes and men, it carries a huge selection of leather and BDSM gear, including halters, gags, corsets and strap-ons. Hot sellers include the Jack Rabbit buzzer, leather suspension cuffs and bondage rope. You can also peruse clothes, boots (up to size 15!), shoes, wigs and books—or sign up for any number of workshops. Most customers spend at least $10 on a single trip; the more adventurous will drop a few hundred.

Tucked between the Lincoln Tunnel and Port Authority bus ramps, this unlikely slice of city street is closed to traffic every weekend when dozens of vendors unfold their tables full of goods. Vendors tend to compensate for the out-of-the-way location by offering lower prices than found in the Chelsea lots, which makes it worth the trek. Be sure to hit Wildpalm Vintage for precious jewels and Store with No Walls for designer vintage from Oscar de la Renta and Versace ($10–$100).

Though it’s packing in lingerie, this sexpot’s bestseller is the shoes. Here, you can find six-inch stilettos in about every corner of the store. The clientele for this little Koreatown sex shop is mainly dancers from nearby Rick’s Cabaret, so it has plenty to offer in stretch material with crystals. Try some on.

The long-running New York institution’s flagship store, Academy Records and CDs—next door to the tiny niche where it originated back in ’77—boasts the city’s best selection of used classical CDs and LPs, plus an impressive array of rock and jazz discs. (The store is connected in name to NYC's other two Academy Record locations, though those spots focus mainly on vinyl). Approachable help and knowledgeable buyers add to the overall experience. Plan to spend time—and money—at both locations.