Best of Boston

Drinkwater’s might be small, but its shelves contain countless sartorial gems—all thanks to Gary Drinkwater, who earned his stripes at Louis Boston. Now, 15 years into running his own brick-and-mortar, Drinkwater uses his discerning eye to curate only the best clothing and accessories for his 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.