What to Wear for Labor Day and the Unofficial End of Summer

what to wear for labor day

Labor Day weekend is a holiday that stands apart from the pack, closing out one season and leading us into the next (in style, of course). And your search for what to wear for Labor Day weekend ends right now.

You should be reaching for versatile men’s style essentials that toe the line between summer and early fall, offering easy wearability and versatile style. From a lightweight overshirt to a sustainable T-shirt to classic high-top sneakers, we think these Labor Day picks are good enough to take you on a weekend trip or a crosstown bar crawl in equal measure. Prepare — and celebrate — accordingly.

Ball and Buck Mariner’s Overshirt in Natural – $109
wear labor day ball and buck mariners overshirt

Because it’s liable to get breezy and maybe even a little chilly through the long weekend, this handsome, pleasingly rugged and easy-to-layer overshirt from Ball and Buck is the perfect outer layer. Made with linen and cotton in a cool, natural color, it’ll look great atop a casual tee. Speaking of …

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Outerknown S.E.A. Tee – $38
wear labor day outerknown pocket tee

First things first: You should know that the production of this tee saves 71 gallons of water compared to normal T-shirt production processes. Pretty great, right? And second of all, it just looks great. We love the rich nori green color (that’s seaweed for the uninitiated) for its versatility and the fact that it nods ever so slightly toward the earthen tones of fall, too. Wear it around a bonfire or to the beach this Labor Day weekend.

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Mack Weldon 4-Way Active Shorts – $78
wear labor day mack weldon active shorts

There are chino shorts — a classic, but sometimes too hot in the summer — and then there’s the Mack Weldon 4-Way Active Shorts. Made with stretchy, water-repellent fabric, whether your Labor Day pursuits involve backyard football or simply some backyard brews, these tailored shorts blend active performance with sharp style.

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Sunski Yubas Sunglasses – $55
wear labor day sunski yubas sunglasses

Leave your grocery store or gas station shades at home; you won’t need to waste money on another pair thanks to the durability and standout style of the Yubas from Sunski. A downright steal at just $55, you’ll be mighty glad you bought these uniquely stylish shades when it comes time to head out to your favorite rooftop bar this coming Labor Day.

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Converse Chuck Taylor All-Star High-Top Sneakers – $55
wear labor day converse chuck taylor all star high tops

There’s really almost no scenario in which you can’t wear Converse Chuck Taylor high-tops. Which means they’re the perfect shoe for Labor Day weekend. As stylish and appropriate on the road heading to your cabin as they are at the bar later in the evening, feel free to ease up on stuffing your weekender bag with shoes; these classic high-top kicks could be the only pair you need.

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Jack Mason Aviator Watch – $175
wear labor day jack mason aviator watch

We already told you about style essentials that can do it all, from durable high-top sneakers to a sustainable T-shirt to a layering-friendly overshirt – so why not look for a watch that can do it all, too? Modeled after a pilot’s watch, this timepiece will work on the beach or at a barbecue with ease.

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