What Our Gearhead(R) Experts Are Saying: "I've been skating and hanging out in Old Skools for years because they just work. The canvas-and-synthetic upper holds up to daily wear, the padded collar is way more comfortable than people expect, and the waffle sole still grips better than most modern options. They're timeless for a reason." We love the Old Skool Shoe for the way it carries Vans history forward while still feeling fresh every time we lace up. Originally released in 1977 and the first design to feature the now-iconic Sidestripe, this silhouette has become a staple across skate parks, music scenes, and creative spaces around the world. The canvas and synthetic upper brings durable everyday comfort, and the padded collar gives the perfect boost of support without adding bulk. The vulcanized construction keeps the shoe flexible and responsive, making it just as ready for cruising on a board as it is for daily wandering. Underfoot, the signature waffle outsole provides the kind of dependable grip that made Vans a legend in the first place. From old-school influence to modern expression, the Old Skool remains a go-to for anyone who values style with deep roots.