What Brands Have The Most Stylish Luggage?

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For a casual, weekend trip, a cotton-canvas duffle is a great go-to. The rugged canvas will take a beating, so you don’t have to think twice about tossing this bad boy in the back of the jeep - even if it gets buried by the rest of the weekend’s gear. Saturdays NYC Norfolk Leather-Trimmed Cotton-Canvas Holdall, $200

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Smart luggage is great for carry on options as well. This hard-shell piece comes equipped with two USB ports to charge your phone and accessories in a pinch - because nothing is worse than showing up at your destination with no way to call an Uber. We’re also big fans of the brand Away for offering a wider variety of sizing options, like this slightly-larger-than-standard carry on size. Away "The Bigger Carry-On", $245

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Spending some serious time abroad? Feeling a little Wes-Anderson-inspired? Embrace your inner classic, vintage-vibed, ultra-luxe traveler with a full-on trunk like this one from luggage OGs Globe-Trotter. Globe-Trotter 30” Extra Deep Leather-Trimmed Suitcase, $1,935

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Of course, you don’t have to spend an arm and a leg just to get to where you’re going with all of your belongings safe and secure. The Samsonite name is ubiquitous in luggage for a reason - it’s reliable, affordable, and inoffensive. If you just need something that will get you there, look no further. Samsonite Omni-PC 28” Hard-Side Spinner, $180

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If you want to take that casual vibe up a notch, this option from Bennett Winch is still a more rugged take on the weekender, but one with a hefty dose of good looks added to the mix. The full-grain leather trim is just icing on the cake. Bennett Winch Weekender, $756

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The newest ‘thing’ in travel is smart suitcases - and while it may sound gimmicky, these things are actually handy as all getout. For example, this checked bag is self-weighing, so all you have to do is pick it up to find out if you’ll be avoiding excess luggage fees at the counter. Raden A-28 Check-In Luggage, $395

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Likewise, this twill weekender from Everlane is responsibly made, stylish and simple, and remarkably affordable to boot. And the quality is surprisingly spot-on for such a low price, with real leather trim, metal finishing and a durable canvas body. Everlane Twill Weekender, $115

Our picks for the best and most stylish men’s luggage this season

Winter holiday plans set? Got those plane tickets in hand? Chances are, ahead of your next big trip, you’ve thought out everything – your itinerary, your lodging, where to eat, what to drink, and most importantly – for a man of style – what you’re going to wear. But have you thought about what you’re going to pack it all in?

You can have the sharpest wardrobe around, but none of it counts for much if you roll out of the airport lugging threadbare, tasteless luggage. Whether you’re planning for a quick weekend getaway or an extended vacation, our round up of men’s luggage will get you there in style.


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