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10 Best Weekender Bags that Make Travel Stylish and Easy

A high-quality weekender bag is one of the best item to have in your luggage inventory. These convenient and versatile bags keep you moving straight from the flight to wherever you need to go—no extra stops at baggage drop and the luggage carousel necessary. Beyond saving you at least a cool $70 in roundtrip checked baggage fees, a good weekender bag is stylish, easy to carry, and some can even keep your clothes wrinkle-free and your shoes tucked away. We’ve saved you the research time and found nine of the best weekender bags for your next trip. And P.S. you can definitely use most of these weekender bags on trips longer than two days.

See recent posts by Jay Egger

1

Best Duffel-Style Weekender

Tommy Hilfiger Icon Duffel Canvas.

Tommy Hilfiger Icon Duffel Canvas

Tommy Hilfiger is a household name for a reason. The iconic New York designer is known for creating stylish items with an all-American preppy twist, and the Icon Duffel Canvas is no exception. The faux leather design and bold stripe details gives the bag a look of sporty luxury and its flat bottom and roomy interior are perfect for a quick jaunt or a longer trip out of town. The crossbody strap conveniently keeps hands free when you’re scrambling to find your mobile boarding pass. 

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2

Best Tote-Style Weekender

Boat and Tote, Zip-Top.

L.L.Bean Zip-Top Boat and Tote

Packing a bag for the beach doesn’t have to be complicated or expensive. Case in point? The Zip-Top Boat and Tote from L.L. Bean is under $50 and is tailor-made for a beach escape. These bags were originally designed to carry heavy ice blocks and have been made by hand in Maine since 1944. The design has only been improved since then—it can now hold up to 500 pounds. That’s a lot of ice! But we suggest you keep the packing list to bathing suits, Turkish towels, and sunscreen. The zip-top keeps everything securely inside the bag.

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3

Best Weekender On Wheels and Under the Seat

Ciao Luggage - 15 Inch Under Seat Bag.

Ciao Luggage 15-Inch Carry-On Spinner

If you’re on an economy flight, it requires a bit of creativity to avoid paying for a bag, even if you plan on stowing it in the overhead compartment. Luckily, Ciao provides a work-around with the Carry On Wheeled Weekender. The under-the-seat bag may be called a carry-on, but on most airlines it qualifies as a personal item (instead of a carry-on, which can cost extra these days). The compartmental design guarantees that you can stuff more into this bag than the backpack you might usually bring and have to pay to pay extra for. And the Ciao’s two-year warranty provides peace of mind. Sorry, airlines!

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4

Best Luxury Weekender

Flynn Duffle Bag BALLY.

Bally Flynn Duffle Bag

The Bally Flynn Duffel Bag is for the travelers who don’t deal with coach. This beautiful weekender bag is so luxe, it will likely be passed down for at least a generation of frequent flyers. The double top handles are easy to grip and an outside pocket can be used to hold whatever needs quick access, such as an ID, passport, or a few loose hundred dollar bills to buy a pre-flight espresso.

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5

Best Weekender for Carrying Shoes

Sweetbriar Classic Duffle Bag - Weekender Duffel with Shoe Compartment.

Sweetbriar Classic Duffel Bag

If you’re the type of traveler who requires at least a few pairs of shoes on one trip, then you need the Sweetbriar Classic Duffel Bag. It has a shoe compartment to keep your Converse sneakers and Jimmy Choo stilettos separate from your clean clothes. Beyond the handy side access for shoes, this under-$40 bag has a removable shoulder strap, interior zipper pocket, and enough storage space for most quick trips. It comes in seven colors (neutral and bold) and patterns. 

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6

Best Weekender Under $100

Everlane The Twill Weekender

Everlane The Twill Weekender 

There’s no need to sacrifice fashion for function when it comes to Everlane bags. The Twill Weekender looks a lot more expensive than its under $100 price tag, making it one of the most valuable and stylish travel bags you’ll find. It fits into most overhead compartments (double check budget carriers), yet the interior is spacious enough for a week’s worth of clothes. The interior pocket is designed to fit a passport and wallet, or whatever else you need right before boarding the flight.

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7

Best Weekender for Business

Briggs & Riley Baseline-Compact Garment Bag.

Briggs & Riley Baseline-Compact Garment Bag

Some trips are seriously all business. For those who need their work shirts wrinkle-free on arrival, consider a weekender-slash-garment bag, like this one from Briggs & Riley. It has room for multiple hangers, shoes, and belts, plus handy pockets for underwear and jewelry. Both panels have a door hook, which lets you neatly hang up the bag in the car or in your hotel room. 

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8

Best Weekender for Camping Trips

Filson Duffel Pack.

Filson Duffel Pack

If you live in the city, there’s nothing better than swapping out the bright lights for twinkling stars—at least for a couple of days. The Fjallraven Greenland Duffel Bag is your ideal camping companion, with both shoulder and backpack straps. The interior and four pockets have space for water, camping equipment, and a tablet or laptop (you can’t be expected to go completely off the grid, right?). 

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9

Best Weekender to Beat the Weather

Public Rec PRO WEEKENDER.

Public Rec Pro Weekender

If you’re up against inclement weather, Public Rec’s sleek, stylish bag has you covered. Raindrops just roll off the water-resistant finish, four little feet keep the polyurethane bottom panel away from wet surfaces, and waterproof zippers ensure that your clothes stay dry. There’s an impressive number of pockets (even pockets within pockets) that hold everything from your passport to a pair of shoes. It’s functional enough for the gym, handsome enough for a trip abroad.

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10

Best Polished Weekender

Main Line Duffle.

Paravel Main Line Duffle

If you’re shopping for a polished weekender bag, look no further that Paravel’s Main Line Duffle. Its made of either cotton canvas or a strong, satiny nylon, both trimmed with leather and pulled together by a lockable two-way zipper. Inside, there’s more than enough space for a long, full weekend’s worth of looks, plus two zip pockets. The best part? You can have the bag monogrammed to make it truly yours. 

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