Lengthy trips call for breaking out our best rolling luggage, but for the quick, two- to three-day getaway, we need a travel bag that allows us to sail smoothly through various micro-jaunts; whether they’re via plane, train, or automobile, without getting in the way or weighing us down. This is where the weekender bag shines.
Weekenders run the gamut in terms of size and shape, so what’s right for you depends on your personal packing preferences: There are durable duffles ripe for overstuffing, and large canvas totes for folding up an extra travel outfit or two, as well as structured bags that can plop on top your suitcase handle. No matter which one you pick, rest assured you’ll be able to flutter to and from all your adventures easily by slinging one of them over your shoulder.
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Massimo Dutti Maxi Braided Nappa Leather Satchel Bag
For a chic office-to-airport option, Massimo Dutti’s woven leather design is top of our list. It’s just big enough to throw in your laptop, an outfit or two, a book, and a wash bag — all without being so big it annoys your fellow train commuters.
Massimo Dutti Maxi Braided Nappa Leather Satchel Bag, $, available at Massimo Dutti
Quince Italian Leather Triple Compartment Weekender
What do we want? Compartments! Where do we want them? In our weekender bags! Quince’s Italian leather style has just enough space that you can throw stuff in one of the three zippered pockets, but not too much that you’ll overpack.
Quince Italian Leather Triple Compartment Weekender, $, available at Quince
Calpak Terra 26L Laptop Duffle Backpack
Whether you’re going on a short weekend getaway to the next town over or a new state, the Terra backpack duffle will ensure you only pack what you can carry. Created with an eco-friendly recycled ripstop polyester, this durable piece can fit what you need.
Calpak Terra 26L Laptop Duffel Backpack, $, available at Calpak
Lululemon Multi-Pocket Tote Bag 19.5L
With ergonomic, adjustable straps for crossbody wear, zippered pockets (both internal and external), and tons of storage space, this straight-to-business tote makes it easy to pack all your stuff for a quick getaway. We especially love the detachable zippered pocket for carrying your passport and the front D-ring to clip on things like hand sanitizer. It’s crafted out of water-repellent fabric, too, so it’s easy to wipe clean and great for the wet, rainy months.
Lululemon Multi-Pocket Tote Bag 19.5L, $, available at Lululemon
FP Movement Quilted Duffle
The FP Movement Quilted Carryall is one of Free People’s bestsellers, loved by R29 readers and editors alike for its versatility. Now say hello to its latest iteration: a weekend-ready duffle made in the same water-resistant, puffer-style quilting. It also comes with travel features, such as a shoe pocket, a suitcase strap, an adjustable and removable shoulder strap, and lots of internal pockets.
FP Movement Quilted Duffle, $, available at Free People
By Anthropologie Weekender Bag
No need to sacrifice space for style: Covered in a beautiful botanical print, Anthro’s padded duffle is great for throwing all your weekend necessities. Made with cotton, this carry-all can easily be popped into the washing machine to erase all weekend spills.
By Anthropologie Weekender Bag, $, available at Anthropologie
Tumi Contine Weekender
We love the luxurious look of Tumi’s travel goods. Check out this nylon-and-leather weekender, equipped with all the compartments you’ll ever need, including a quick-access phone pocket, laptop sleeve, zippered bottom compartment, and more.
TUMI Contine Weekender, $, available at Anthropologie
Béis The Weekender
We love this Béis weekender, made with sleek waterproof canvas, ample storage space, and a multitude of zip pockets — one even converts to a sleeve, so you can easily slide it over a suitcase handle for your next journey.
Béis The Weekender, $, available at Béis
Baggu Cloud Carry-On
The best part about this bag? Just how big and boxy it is — perfectly suited to filling with packing cubes and pouches without losing its shape, which then makes it easier to perch on top of a suitcase. The two large pockets on the front are also great for slipping in easy-to-reach travel essentials like a water bottle or book.
Baggu Cloud Carry-On, $, available at Baggu
Everlane The ReNew Transit Weekender
This under-$100 option from Everlane is just the right (carry-on) size for a weekend business trip. It’s made from 100% recycled fabric and includes a padded laptop sleeve, two water bottle holders, an exterior zip pocket, and a convenient luggage handle pass-through.
Everlane The ReNew Transit Weekender, $, available at Everlane
Madewell The Zip-Top Medium Transport Tote
Some people are overpackers, and some can just grab and go. If you’re in the latter party, this is the perfect bag for you: a chic leather tote large enough to fit all the necessities without getting bogged down with, well, stuff. Better yet, it zips up so nothing will spill in the overhead space.
Madewell The Zip-Top Medium Transport Tote, $, available at Madewell
Fjällräven Kånken Weekender
From the Swedish makers of the adorable Kånken backpack comes its older sibling that can carry much larger loads. The Weekender looks like a bigger version of the backpack, and can be carried as such. (It’s also equipped with a shoulder strap.) This pastel lavender color is precious, but you can choose from seven other earthy tones.
Fjällräven Kånken Weekender, $, available at Fjällräven
Samsonite Better than Basic Weekender
Perfect for the frequent work travelers, this weekender bag will keep you looking professional and organized, thanks to a spacious top compartment with a laptop sleeve, plus a separate drop bottom compartment for shoes.
Samsonite Better than Basic Weekender, $, available at Samsonite
MZ Wallace Nik Bag
This style has tons of organized space in the form of interior pockets, compartments, and detachable bags. The exterior is equipped with even more organizational pockets.
MZ WALLACE Nik, $, available at MZ Wallace
Vera Bradley Large Miramar Weekender
Like a real-life Mary Poppins bag, this weekender tote is surprisingly roomy, featuring a zippered laptop compartment, internal and external pockets, a trolley sleeve, and more. Plus it’s available in an array of bold, bright patterns and vibrant colors.
Vera Bradley Large Miramar Weekender, $, available at Vera Bradley
Away The Everywhere Bag
This sleek duffle is a standard-sized version of R29-approved brand Away’s best-seller, designed to go everywhere with you. It’s made of water-resistant nylon material and has an assortment of compartments, including a padded laptop pocket and a trolley sleeve to carry it on your wheeled suitcase.
Away The Everywhere Bag, $, available at Away
Halfday Travel The Garment Duffel 45L
The carry-on-sized duffel unfolds flat to store hanging clothes. Meaning: You can put a few dresses or suits in the hanging compartment, roll that up, then fit all the rest of your travel necessities in the regular compartment, just like a traditional duffel. The bag also features two shoe pockets, as well as a back trolley sleeve.
Halfday Travel The Garment Duffel 45L, $, available at Halfday Travel
Leatherology Kessler Medium Duffel
For weekend travel, the Kessler duffle is a personal favorite of R29’s senior director of editorial Carli Whitwell. Made of buttery soft, full-grain leather, it features six pockets ripe for the filling — with options to personalize starting at $35.
Leatherology Kessler Medium Duffle, $, available at Leatherology
Dagne Dover Landon Carryall Bag
A more compact duffle than most, Dagne Dover’s Landon Carryall boasts multiple interior compartments and an expandable design that’s ideal for travelers looking to maintain a short packing list. This is also one of the best carryalls for women if you’re looking for a set of travel bags and accessories in the same color — and especially unique shades like this (Brat green luggage anyone?).
Dagne Dover Landon Neoprene Carryall Bag, $, available at Dagne Dover
Lo & Sons Catalina Deluxe
There’s nothing worse than having to shove your dirty, sandy shoes in with all your clothes, toiletries, and travel essentials. That’s why the Catalina Deluxe, with its separate shoe compartment, is one of our top contenders. Plus this rich color.
Lo & Sons Catalina Deluxe, $, available at Lo & Sons
Paravel Weekender
A monogrammed weekender bag is incredibly chic, and the ones from Paravel are second to none. Constructed from the brand’s signature Ecocraft canvas, which is made from upcycled water bottles, and vegan leather trim, it can be personalized with hand-painting or embroidery. It’s not just about looks, though — this bag is designed to fit in airplane overhead compartments, can slip over and attach to your suitcase trolley, and comes with an adjustable crossbody strap.
Paravel Weekender, $, available at Paravel
Cuyana Weekender Bag
Made with recycled plastic material, this sturdy travel bag features three large internal and external compartments for all your needs, a crossbody strap and a handle for carrying, and a luggage sleeve for those weekend travelers who don’t want to sacrifice space for aesthetics.
Cuyana Weekender Bag (Recycled Knit), $, available at Cuyana
Herschel Novel Recycled Polyester Carry-On Duffle Bag
Longer weekends away call for a duffle bag with ample space for rolling and slotting all your travel necessities. This compact option blends utility with style to cover multiple days away, including your laptop (with its own pocket).
Herschel Supply Co. Novel Recycled Polyester Carry-On Duffle Bag, $, available at Nordstrom
Antler Icon Overnight Bag
The curved silhouette and dark forest green shade set this weekender apart. It’s designed to abide by underseat airline restrictions, and is all about easy but secure access to your essentials, with a hidden back pocket and a magnetic flap section at the front.
antler Icon Bag Overnight Bag, $, available at Nordstrom
Universal Thread Easy Go Weekender Bag
Not only does this cotton- and leather-look design appear way more expensive than its $45 price tag suggests, it’s also a practical choice — with multiple pockets, compartments, and convertible straps for super streamlined travels.
Universal Thread Easy Go Weekender Bag, $, available at Target
Rains Hilo Weekend Bag
Traveling somewhere rainy? This cool metallic pink duffle is made from 100% waterproof fabric and features a water-resistant zipper to keep all of your valuables safe and dry.
Rains Hilo Weekend Bag, $, available at Rains
United Colors of Benetton x Delsey Paris Softside Carry-On Duffle
We love a good baby blue moment, especially in a bag as functional as this one, a collab between United Colors of Benetton and Delsey Paris. Made of water-resistant material, this tiny tote has great storage space, with a large main compartment and a smaller external zippered one.
United Colors of Benetton x Delsey Paris Softside Carry-On Duffle, $, available at Delsey Paris
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