25 Best Weekender Travel Bags 2020


courtesy / sanchi oberoi

Imagine: You’ve had a long, stressful week, you’re overloaded with work, and your alarm goes off at 6:30am every day. Your mind is constantly daydreaming of traveling somewhere totally different for a change of scenery— somewhere with a tropical beach, a bustling city, or some stunning mountaintops. But then you quickly snap right out of it because you’re like, “Ugh, I don’t have time for a vacation!” You either can’t miss work for a whole week or have a bunch of other boring things on your plate (like scheduling that dentist appointment you’ve been putting off).

But if you can’t take a full-blown week-long vacay, weekend trips are the next best thing. There are a ton of luxurious places in each state that are worth visiting for a couple of days. Once you officially start planning (which, let’s be honest, is half of the fun), you can start thinking about all the cute ‘fits you want to bring with you, especially because you’re not working with tons of space to bring your whole closet.

Let’s face it, no one wants to carry a bulky, rolling suitcase—that takes up WAY too much room on a short trip. So instead opt for one of these weekender bags that are actually stylish AND happen to be pretty roomy, so you don’t have to edit down your packing list too much. And there’s a style for you no matter what type of trip you’re going on, whether you’re doing something outdoorsy or treating yourself to a chic hotel stay. here, 25 cute travel bags that’ll make you look fab while you’re escaping (albeit briefly) all your responsibilities. No shame, girl.

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if you like keeping your shoes separate

Weekend Bag in Beige

This neutral-toned bag has multiple compartments to store all kinds of items, including a laptop, makeup, and shoes. It also comes with a practical flat bottom so it won’t tip over while you’re traveling. 


if you’re into stripes

Weekend Bag

A fun, striped style made from recycled cotton looks cute, but it’s also good for the Earth. It has two sets of straps so you can choose how to carry it, and it comes with a portable zip pouch inside for loose items. 


if you like smart storage

Packable Duffle Bag



A classic duffle that packs down into a small pouch when it’s not in use will save you so much closet space. When opened, it reveals a pretty floral pattern and extra-long straps that make carrying a heavy load that much easier. 


if you like quilted textures

Wingman Bag, Pearl Gold

Think Royln


This plushy tote is designed for comfort and organization, giving you a ton of space and pockets for all your needs. The sporty straps are durable, but if you need a little crossbody action, the detachable strap is a must. 


if you’re a light packer

Le Pliage Club Small Shoulder Tote



With its compact size and secure closure, this tote is great for thin, light items that don’t take up a ton of interior space, like cotton shirts, bathing suits, and breezy palazzo pants. If you know you pack light (kudos to you!), this is a minimal bag you’ll want.  


if you’re bring a computer with you

Hue Duffle Bag



This duffle is sleek, sophisticated, fits a 15-inch laptop, and even slides over a suitcase if needed. The side handles make it more functional and easier to handle if it’s heavy. 


if you want a multi-use bag

Go Getter Bag 26L



Yes, technically this is a gym bag, but it’ll still hold all of your vacation needs thanks to the spacious, pocketed interior. 


if you’re into nylon fabrics

The Weekender

Away Travel


This perfectly simple weekender is versatile in the best ways: It has a built-in shoe compartment and a padded laptop pocket that’ll keep the most important things safe. Plus, it slides over a luggage handle if you just NEED to bring a suitcase with you. 


if you’re more into backpacks

Borealis Backpack, Bright Navy/Urban Navy Heather

The North Face


The double-strap option of a backpack will pretty much guarantees comfortable travel and that your belongings stay secure. This one is lightweight and has flexible fabric that can stretch if you pack it really full (guilty). The bungee cording on the back also helps you tote extra items that might not fit inside the zippered compartment. 


if you’re planning to hit the beach

St. Barths Medium Tote Bag



This adorable tote has basket-weave stitching with a beachy aesthetic that’ll go great with your tan. It even comes with a smaller zip pouch for extra storage. The trendy and soft neoprene fabric is also perfect for non-beach outings, FYI.  


if you might be extending your stay

Triple Zipper Weekender



Your weekend wanders will be complete with this luxe travel bag that has not one, not two, but THREE zippered interiors. So basically if you decide to stay one more night, it’ll fit an extra ensemble. 


if you like a pesonal touch




This convenient weekender, with its adjustable shoulder strap and spacious interior, is also customizable! You can include your initials or some ridiculously adorable hand-painted emojis. The contrasting leather straps make it super chic too. 


if you want somethin’ sustainable

The Catalina Deluxe

Lo & Sons


This bag has a lot going for it: it’s water resistant, stands upright by itself, and it’s made from sustainable organic cotton. And if you thought it couldn’t get better, it’s also really freaking soft. 


if you like lots of compartments

The Essential Weekender Bag



This trendy overnight style is perfect for hands-free travel—you can wear it as a cross-body and store your phone in a sneaky little side pocket. With the divided pockets inside, you’ll keep everything so organized. 


if you’re into a boho aesthetic

LoveShackFancy Oran Weekend Bag in Multi



Grandma, but make it fashun, right? With a woven textile exterior, this weekender is a great option if you want something unique yet chic. 


if you prefer a fun print

Signature Cotton Large Travel Duffel Travel Bag

Vera Bradley


IMO your weekend bag should reflect the excitement of your vacation. What better way than with a lively print?! This Vera Bradley travel bag will hold all of your necessities with its EIGHT slip pockets while also looking way cute. 


if you’re an animal-friendly queen

Vegan Leather Duffels

Ecotech Luggage


Not only is this duffle made out of cruelty-free vegan leather, it’s also incredibly soft and the fabric definitely holds up with wear. 


if you’re into a classic vibe

No. 21 Weekender Tote

Neely & Chloe Anthropologie


This canvas and leather tote looks super stylish, but it also has a spacious interior and sturdy upper handles that lock into place with a buckled strap. 


if you like compact styles

Landon Carryall

Dagne Dover


This top-rated overnight bag is perfect for traveling because it’s made of soft neoprene. And that’s important why? Well, it won’t be uncomfortable against your body, and all your belongings will be cushioned. It also comes soooo many colorful designs you won’t be able to resist. 


if you’re planning an adventurous trip

Base Camp Duffle Design

The North Face


A versatile duffle that doubles as a backpack (!!!), this style is ideal if you’re doing some heavy-duty outdoorsy traveling. Its water-resistant material and double stitching can handle unpredictable weather—i.e., you don’t need to stress if you’re caught in a downpour. 


if you’re a spontaneous planner

Lori Tote



More of a last-minute trip gal? You can trust that this guy will hold just about anything you throw into it. Sure, it might not have organizational compartments or pockets, but it’s great if you’re not a meticulous packer. 


if you prioritize sophistication

The Weekender

Fawn Design


Gold details add a polished look to this vegan leather shoulder bag while the nylon interior is super easy to clean.


if you want it to double as a purse

Willow Vintage Tote

Free People


Move over boring messenger bags, this tote adds a new spin to a typical look. With an extra-large interior and handy slip pocket, it’ll also be sure to hold everything your heart desires and more (or at the very least a bulky pair of shoes). 


if you anticipate some stains

Remus 2



This bag is waterproof  so you don’t have to worry about it being damaged from bad weather. It also has breathing panels for odor control, a laptop pocket, a charging dock, and can even be worn as a backpack. It really does it all?!


if you want pockets for days

Crosby Traveler

MZ Wallace


So. Many. Pockets. This travel staple will make it easy to find everything you packed the day before (yes, even the tiny, loose items you were too lazy to place into individual baggies). And if you decide to take an actual suitcase, this will secure perfectly on top for extra comfort.

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