Drinkwater’s might be small, but its shelves contain countless sartorial gems—all thanks to Gary Drinkwater and Teresa Borges, who earned their stripes at Louis Boston. Now, as co-owners of their own brick-and-mortar, the married duo use their discerning eyes to curate only the best clothing and accessories for their customers: suits from Samuelsohn, shoes from Paraboot, and neckties from Seaward & Stearn, to name a few. Want to go bespoke? Take advantage of the shop’s Made to Measure program to ensure the perfect fit for a sure-to-be perfect day.
Gary Drinkwater’s 1,200-square-foot boutique packs in a trove of sartorial treasures—luxury suits by Samuelsohn, classic knitwear from Alan Paine, contemporary styles from the Japanese designers behind Engineered Garments. The service is of the same impeccable quality: Alterations from a master tailor are included, and private shopping is available by appointment if you prefer to browse without distraction.
Based in Cambridge, Steve Bennett’s love affair with photography dates back to his adolescence, when his father, a radiologist and avid amateur photographer, taught him how to process film and create prints. The magical experience of seeing an image materialize in a tray of developer made a lasting impression on him.
If you agree that “trendy never lasts,” then Gary Drinkwater’s eponymous shop—with its high-end fabric, custom shirts, gorgeous suits and personalized care—is tailor-made (sorry) for you. No one leaves this Porter Square store looking less than perfect.
Gary Drinkwater got his start in 1978 at the world-famous Louis Boston, a menswear institution that recently closed after 85 years. He interviewed for a visual merchandising position, but when that had already been filled, he moved over to sales. It was there that he learned how to be not just a salesman but a consultant. He quickly realized it wasn’t necessarily clothing people wanted, but an experience.
Chinos have their charm, but when the occasion calls for something dignified, Dapper Dans make a beeline to Drinkwater’s. Owner Gary Drinkwater, formerly of Louis Boston and Stonestreets, presides over a small but expertly curated collection of modern classics: made-to-measure suits from Samuelsohn, custom button-downs from Individualized Shirts, and footwear from legendary French cordonnier Paraboot.