16 Weekender Bags Worth Booking a Vacation For

Checked baggage? Never heard of it.

Design by Bridget Burns

As a serial over-packer, I'm here to remind you that sometimes a weekender bag is all the luggage you really need. Plus, who wants the anxiety of the airline losing your suitcase? Whether you travel by car, train, or plane, do yourself a favor and make your life easier with one of these travel-sized companions, ahead.

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'Novel' Duffel Bag

Herschel, $85

SHOP IT

This classic heather grey duffel with double handles is equipped with an exterior shoe pocket, so you don’t have to worry about dirtying your clothes. It comes in navy or tan, too.

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Swipes Nubuck Holdall

Ted Baker, $202

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Hello, colorblocked weekender dreams are made of. This faux-leather Ted Baker bag has a main compartment and three internal pockets to hold your jewelry, perfume, and cash.

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Main Line Duffel

Paravel, $385

SHOP IT

Get a little cheeky with your carry-on with this "Bon Voyage" leather-trimmed weekender you can easily stash in the overhead bin. It's waterproof and stain-proof.

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Convertible Backpack

Adidas by Stella McCartney, $120

SHOP IT

Give your back a break with this backpack that converts to a belt bag (!!!). It will definitely test your packing skills, but it'll be worth it when you return from your trek without shoulder pain.

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Axis Duffel Bag

Free People, $148

SHOP IT

This embroidered-strap duffel works as an overnight bag, a gym bag, or a beach bag—all the more reason for it to be your go-to for your next weekend away.

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Waxed Canvas Weekender Bag

Clare V., $458

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It will hardly look like you're schlepping a weekend bag with this Clare V. canvas that's as sporty-chic as it is spacious.

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The Everywhere Bag

Away, $325

SHOP IT

Away's Everywhere Bag is that versatile bag. You won't believe how much fits inside it! Aside from its interior laptop sleeve and endless pockets, the outside has a waterproof umbrella pocket and places to stash your passport and phone for easy accessibility.

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Canvas and Leather Weekender Bag

Mark and Graham, $199

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This unisex canvas and leather tote is perfect for an overnight trip with girlfriends. It has the option for a personalized monogram, which you should go ahead and get because you're going to want to keep this bag for years.

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Striped Canvas Weekender Bag

Target, $35

SHOP IT

Yellow is officially making a comeback. This striped weekender can double as a beach bag or an overnighter. Plus, it's only $35!

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Classic Weekender Bag

Cuyana, $185

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For durability, look no further than Cuyana's feminine weekender, handcrafted with Turkish canvas and Italian leather. So chic!

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West 57th Metallic Weekender Duffel

Henri Bendel, $498

SHOP IT

When's the last time you had some fun with metallic pieces? If you don't want to bring an extra going-out bag on that girlfriend getaway, remove the crossbody strap and voilà—you have a statement accessory.

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Leather-Trimmed Printed Coated-Canvas

Gucci, $1,950

SHOP IT

If you're looking to splurge, Gucci's gorgeous leather-trimmed printed canvas bag is lined with faux suede and boasts zipped pockets to store all of your essentials. It's a timeless piece that's totally worth the investment, since you can bring it with you year-round.

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Discover Large Rolling Luggage Duffel

Kipling, $200

SHOP IT

Don't feel like carrying your bag everywhere? Kipling made a large duffel that easily converts into a rolling bag. This one's ideal for commitment-phobes who aren't ready to give up their wheels just yet.

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Twill Weekender Bag

Everlane, $98

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Everlane's popular weekender bag is beloved for its amazing quality and low price. Its water-resistant exterior comes in grey, black, navy, denim, and dark green options, and it fits just enough clothing and shoes for a few days.

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Le Pliage Expandable Travel Bag

Longchamp, $255

SHOP IT

Introducing the expandable version of the popular Le Pliage bag, which can double in size for when you've done too much shopping. Plus, it's made from an easy-to-clean nylon, so you can keep it looking like new forever.

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Transport Weekender

Madewell, $298

SHOP IT

For an all-leather travel bag, the Madewell Transport Weekender is incredibly well-priced. The bohemian-style is finished with a hanging ID tag and two-way zip closure, and it also has a detachable shoulder strap. Black leather is an option, too.

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