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Planning a weekend getaway? Stash your gear in one of these handsome weekender bags and you’ll stand out from the crowds while you escape them.
Whether you’re hopping in the car for a road trip or jet-setting to a beach in the Caribbean, weekend getaways call for a dedicated weekender bag.
Small enough to fit in the overhead bin on an airplane, large enough to hold 48 hours of clothing and essentials, and comfortable enough to sling over your shoulder, the weekender bag is the only way to go for quick vacations.
Pick the right one and you’ll also have a versatile duffel bag that you can also take to the gym and the office, ensuring it’ll get far more use than the occasional getaway.
And no, it’s not a purse. It’s a man bag, damn it!
What To Look For
Material: Pay a little extra for durable materials that’ll age like a fine wine
Capacity: Large enough to hold 2-3 days of clothing, shoes, and toiletries
Size: Small enough to meet carry-on requirements for airlines
Organization: Pockets and compartments help keep you organized on the road
Carry: Opt for a shoulder strap or backpack straps to suit your comfort and style
WP Standard Weekender
What we dig: A premium, American-made leather weekender bag that’ll develop a handsome patina with age
The WP Standard Weekender is handcrafted in the USA with premium, vegetable tanned leather, a heavy duty Talon zipper, and hand-hammered copper rivets.
You’ll find two pockets on the sides for quick access to accessories, and interior pockets for easy organization.
When you’re not taking this beauty on weekend getaways, feel free to show it off at the gym or the office.
Trust me — your friends are going to be envious.
Line Of Trade Weekender Bag
What we dig: A ruggedly handsome weekender bag that swings well beyond its price point
Styled after the burly bags that stonemasons used to haul their tools, the Weekender Bag by Line of Trade is handsome and ruggedly reliable. Check the price tag and you’ll quickly see it’s a hell of a value, too.
The Weekender Bag is constructed with a thick canvas body and heavy-duty reinforced frame.
It’s built to last with quality leather buckles and handles, and a sturdy cotton webbing shoulder strap that attaches to the bag via reinforced D-rings.
It’s available in a variety of colorways to match your unique sense of style, including olive, navy, black, gray, and natural ivory.
United by Blue Trail Weekender
What we dig: A spunky weekender bag that’s guaranteed to stand out from the crowd
If United by Blue isn’t already on your radar, add them to your list of awesome, eco-conscious companies worth supporting. For every product purchased, this certified B Corp removes a pound of trash from the world’s oceans and waterways.
The Philly-based company’s Trail Weekender is constructed with recycled DWR polyester and genuine vegetable-tanned leather details. The 24-liter bag features a padded laptop sleeve, two exterior pockets, and a removable, adjustable crossbody strap.
Peak Design Travel Duffel
What we dig: Clean aesthetics coupled with technical fabrics and thoughtful features
Everything from Peak Design is sleek and highly functional, and their Travel Duffel is no exception. Boasting a 35-liter capacity with two internal and four external pockets, it offers ample space to stash and organize your travel essentials.
The Peak Design Travel Duffel is constructed with a weatherproof nylon canvas shell and an ultra-durable waterproof liner on bottom.
The weatherproof zipper locks out precipitation, while the custom aluminum hardware allows you to remove the handles and the adjustable shoulder strap as needed.
ULX Leather Weekender
What we dig: It’s simple yet sophisticated, and the best value for an all-leather weekender bag
If you’re set on getting a leather weekender bag but your budget is holding you back, check out the ULX Leather Weekender.
It’s the perfect size for a weekend getaway, small enough to serve as a refined gym bag, and more than fashionable enough to bring to work.
The ULX Leather Weekender is crafted with vegan leather, which is more resilient than natural materials and won’t fade or change over the years.
There’s an outer zip pocket to stash your EDC necessities, and three pockets inside to organize your electronics, cables, and toiletries.
Pendleton Harding Collection Weekender
What we dig: A hardy weekender bag from an iconic American brand
Pendleton’s Harding Collection Weekender pays homage to their 1923 Harding pattern with an eye-catching ombre-inspired design.
Built with sturdy cotton canvas and American-made wool, the Harding Collection Weekender features a zip top with multiple interior pockets and one exterior pocket.
Leather trim adds a touch of class, and you can remove the adjustable shoulder strap if you prefer to use the dual handles.
Timbuk2 Wander Pack
What we dig: A classy alternative for guys who prefer a comfortable backpack over a shoulder strap
When your weekend getaway requires heavy gear and lots of walking, you’ll find that a backpack is far more comfortable than the traditional weekender bag with a shoulder strap.
There are really only two options we’d consider for backpack-style weekender bags, and the Timbuk2 Wander Pack takes the cake for best value.
The 40-liter bag fully unzips for easy packing and access, and there are internal and external compression straps to cinch down your load.
The padded electronics sleeve fits a 15-inch laptop, and there’s a dedicated compartment for shoes and wet clothing.
Chrome Modal Summoner
What we dig: A sleek, travel-oriented backpack for weekend getaways
Breaking from the traditional weekender-duffel style, the Modal Summoner Backpack from Chrome Industries is the perfect solution for guys who prefer traveling with a backpack.
If your average weekend getaway requires a lot of walking, you’ll find this sleek backpack is far more comfortable than a shoulder strap or handles.
The Modal Summoner is purpose-built for travel, featuring two separate compartments and a dedicated tech sleeve that’ll fit up to a 15-inch laptop.
The backpack has pockets for days, with multiple access points to quickly stash and access your gear.
What we dig: Funny name, serious weekender bag
The NutSac Duffel is a versatile travel bag that you can take to the airport, gym, or job site. Like all NutSac products it’s built right here in the USA and backed by the company’s lifetime guarantee.
The NutSac Duffel features a water-resistant, waxed canvas exterior with a reinforced base of abrasion-resistant, waxed twill. The bag also employs full-grain leather for the handles, shoulder strap pad, and zipper pulls.
For optimal organization, the Duffel offers two zippered exterior pockets and a pair of three-pocket panels inside.
Bradley Mountain Rambler
What we dig: A manly weekender bag with water-resistant, waxed canvas that’ll look better and better with age
We love pretty much everything from Bradley Mountain, so including their weekend bag is a no-brainer.
The Rambler is constructed with 18 oz. water-resistant duck canvas and bridle leather accents. The solid brass and copper hardware is hand-clipped to size, and it’s all handcrafted in sunny San Diego.
Built to last a lifetime and handsome as hell, the Rambler is equally at home at the campground and the airport.
Filson 48-Hour Tin Cloth Duffle Bag
What we dig: An adventure-ready weekender that’s part duffle, part briefcase, with pockets galore to keep you organized
Cut from Filson’s signature Tin Cloth, the 48-Hour Duffle Bag is weatherproof, water resistant, and built to last.
It’s fully lined with dry-finish Cover Cloth to protect your gear, while the reinforced base adds structure for easy packing.
Speaking of packing, the 48-Hour Duffle Bag provides more pockets than you’ll know what to do with, which makes staying organized a breeze.
The 48-Hour Duffle Bag also features bridle leather handles and trim, and a solid brass zipper closure that’s custom-cut to allow full access to the interior.
Frye Logan Overnight Bag
What we dig: A timeless all-leather weekender bag crafted by a legendary American brand
If you’re going to splurge on a leather messenger bag, upgrade to the Logan Overnight Bag from the legendary Frye Company.
These guys have been crafting premium leather products since 1863, so they know a thing or two about making gear that’s built to last.
The Logan Overnight Bag features rich pull-up leather with a sturdy silhouette.
It’s ruggedly durable yet undeniably sophisticated, making it a versatile bag that fits in just about anywhere adventure takes you.
Between the rich leather and immaculate stitching, you’re going to like the way you look — I guarantee it.
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