When we polled the Glamour team on the absolute best women’s loafers, one pair came up more than any other: G.H. Bass Whitney Weejuns. This preppy, time-honored shoe looks just as cool with tailored suits as with trendy jeans, especially with geeky-cute white tube socks. Glamour global fashion director Tchesmeni Leonard loves the black-and-white colorway, while Glamour deputy editor Anna Moeslein styles her brown Weejuns with straight-leg jeans.
Jake Henry Smith, a Glamour commerce editor, is obsessed with the all-black pair: “They’re not the most comfortable or slip-resistant shoes I own, but that’s not the point; instead, they’re effortlessly cool and work well with literally everything in my closet. And honestly, they’re still pretty comfortable—I wore them to climb countless steps up to the Basilique du Sacré-Cœur de Montmartre in Paris and didn’t end up regretting my choice of walking shoes. (I wouldn’t call them the best loafers for travel, per se, as the insoles could be more supportive, but still—impressive!)” Sizing runs a touch large, so if you’re unsure of your size, consider going down by a half-size; the leather will stretch to accommodate your feet.
Sizes: 5–11 / Colors: 5 options / Material: Leather
Pros: Durable construction; half-sizes available; hugely popular
Cons: Sizing runs large
Styling tip: Throw on white socks, some nonstretch denim, and pretty much anything up top—these are the ideal loafers for a simple, preppy look.