TONY’s boozy shopping crawl: New York City stores that serve drinks

A full bar adds to the allure of this two-story boutique, which houses men’s and women’s clothes ($30–$500) and accessories ($18–$285), as well as a selection of secondhand and vintage pieces ($5–$75). Enjoy a Brooklyn Lager ($6) or a glass of Liderato Rioja rosé ($9) while perusing Alissa Chapman denim bustier dresses ($240), ’80s Adige Paris fringe stiletto boots ($68) and Anomaly sterling-silver unicorn earrings ($65). True to watering-hole form, the hybrid shop features a weekday happy hour ($1 off select drinks before 7pm) and stays open until 2am Thursday through Saturday. Even if male shoppers aren’t interested in trying on Out of Print graphic tees emblazoned with classic book covers ($30), there’s still something in it for them: The Waiting Boyfriend ($5)—a Miller High Life punctuated with a shot of whiskey—was added to the menu with idle dudes in mind. 212-966-7330, thedressingroomnyc.com

Bourbon is the drink of choice at Reid’s sole NYC store—a nod to the Louisiana-born designer’s Southern roots. The complimentary hooch isn’t advertised or displayed in plain sight, but those who find themselves sifting through men’s flannel button-downs ($195) and straight-leg chinos ($135) are likely to be offered a pour. The same goes for Reid’s womenswear fans, who’ll find pleated houndstooth skirts ($395) and airy sheer blouses ($245) on the bi-level shop’s ground floor. The signature beverage is often served straight, so pace yourself—those calfskin booties ($595) won’t lace up on their own. 212-598-9355, billyreid.com

If you cringe at the thought of having your measurements taken, this bespoke clothing label is quick to quell your angst with fine spirits. Bulldog gin, Tanteo tequila, and a selection of whiskeys and wines are among the complimentary libations served to custom clients who need it most: Fitting appointments are videotaped for the brand’s tailors in Bari, Italy, to reference while stitching made-to-measure suits, which average $3,000 and are completed in six to ten weeks. The boutique also hawks more wallet-friendly pieces, such as men’s corduroy trousers ($240), solid and striped silk ties ($140), and patterned women’s blouses ($190). 212-625-1620, 16sur20.com

Signature elements at this preppy womenswear designer’s colorful boutiques go beyond bright-orange doors and a perennial selection of ballet flats ($225–$250) to include complimentary water, soda and Corona. Served cold in the bottle, customers can enjoy the Mexican beer while checking out twill dress pants ($250), filigree-printed cotton-jersey T-shirts ($150) and slim leather card cases ($85). With a pale lager in hand as you try on classic oval sunglasses ($149), it shouldn’t be too hard to picture yourself on a glamorous beach. 212-929-0125, toryburch.com

Rifling through this womenswear designer’s bright wool sweatshirts ($198) and knee-high leather boots ($498) can be an hours-long affair, so it’s much appreciated that complimentary coffee, tea and champagne are offered. Enjoy a glass of bubbly while trying on stretchy swing skirts ($345), studded-leather gloves ($265) and colorblock silk pullovers ($298). Finding your ideal wrap dress ($286–$595)—Von furstenberg’s famed, signature design—may be cause for a celebratory toast. 646-486-4800, dvf.com

The scent of leather and a free shot of Riazul tequila greet you at this denim emporium, which specializes in men’s and women’s selvage-denim jeans ($260–$300)—available in classic, slim, skinny and straight cuts. The space doubles as a workshop, where you can add custom washes and distressing to your house-label blues for an additional $60. Jean Shop also offers casual clothing and accessories, such as dyed-leather bracelets ($18) and chambray button-downs ($198). Fancier pieces include leather swing skirts ($780) and handcrafted weekender bags ($900), which may call for an extra shot when charging to your credit card. 212-366-5326, worldjeanshop.com