While the fall and winter are as good of times as any to escape your home base, there’s a uniquely special and exciting feeling about packing for a summer weekend away — or planning ahead for your next trip by stocking up on the appropriate gear. That includes the weekender, a tried-and-true essential no matter the time of year. The gear that you take with you needs to be ready for anything, especially if your travels involve activities you can only do in the summer, like a trek to the beach followed by an all-night bonfire followed by a repeat the next day.
Some weekender bags are more investment-worthy than others, and some are going to blend in sharply with a tailored suit as opposed to outdoor gear, but the best weekender bags all have one thing in common — the perfect size for the outdoor essentials you need, and all the style you need to go along with it.
Yes, the essential weekender bag should be one you carry with you for a long time, and there are plenty of classic brands that are taking the general idea and running (or hiking, or riding) with it. Grab one of these weekender bags now before heading out on your next weekend jaunt.
Filson 48-Hour Tin Cloth Duffle Bag
Chief among our picks for the best weekender bags? That would be Filson, rugged Northwest purveyors of the finest outerwear and gear for the outdoorsman (or the man who simply appreciates top-notch quality). Sized to accommodate enough gear to take you through 48 hours in style, the use of rugged Filson Tin Cloth is what separates this one from the pack. What should you pack within it? Stylish flannels, henleys & the like. It’s a heritage-quality weekender, no doubt about it.
Peak Design Travel Duffel Bag
Peak Design doesn’t pull any punches when it comes to the tough, rugged gear they make — gear rightfully sold by the folks at Huckberry, at that. The Peak Design Travel Duffel is exhibit A when it comes to the best men’s weekender bags, offering the sort of minimal style and sleek performance that you need when you hit the road. This duffel bag is international carry-on approved, meaning it can go anywhere you dream up, and do it in minimal style.
Everlane Twill Weekender
You need a place to pack up your Everlane Oxford shirt and slim denim, and what better way to haul your gear from point A to point B than with this durably constructed weekender? Everlane first shot onto the scene with essential weekender bags and reliable basics, and they’ve consistently focused on transparent manufacturing practices, too — that makes this twill weekender bag one that we can’t recommend enough.
Hook & Albert Leather Garment Weekender Bag
Every one of these weekender bags are striking in their versatility and dependability, but they’re not all made quite like the Hook & Albert Leather Garment Weekender Bag, a true two-for-one offering in the world of weekender bags. For when you want to dress up a bit on your weekend getaway, haul along this weekender that doubles as a handy, effective and TSA-approved way to ensure you can transport your suit or blazer from point A to point B, no wrinkles in sight.
Lo & Sons Catalina Deluxe Weekender Bag
This weekender bag might not seem like all that much at first glance, but rest assured, this Lo & Sons Catalina Deluxe Weekender Bag packs a serious punch when it comes to rugged dependability. Made from washed canvas (and also available in organic canvas in a range of colors), it’s nicely sized to store away quickly and easily, while also providing ease of transport thanks to the messenger strap.
Land’s End Waxed Canvas Travel Duffle Bag
Land’s End does not mess around when it comes to crafting simple-but-subtle, stylish gear for guys, and they’ve been doing it that way for decades. Heck, maybe you remember weekend trips with your dad or grandpa hauling a tough Land’s End duffle bag similar to this one — in that case, it’s time to pick one up for yourself and start making more memories of your own.
Bennett Winch Weekender Bag
Weekender bags can provide plenty of functionality, while also offering up the sort of essential style you know and love — and expect — from your favorite brands. The Bennettt Winch Weekender is arguably the best weekender bag for the modern gentleman, sold by Mr. Porter along with a host of ideal, refined style choices for your next weekend getaway. In fact, this bag is so stylish, it makes it easy to envision you bringing it around the globe.
Line of Trade Weekender Bag
The Line of Trade Weekender is practically the stuff of legend, at least around these parts. It’s long been one of Bespoke Post’s most popular boxes, and for good reason. You get a remarkably durable, tough weekender bag at a low, low price — it’s one of the best weekender bags for that very reason. It’s also a quick-selling item, so pick up yours while it’s still around.
Timbuk2 Tripper Duffel Bag
Among brands that pioneered the idea of crafting exceptional gear for adventurers on the go, Timbuk2 stands alone. With a strong presence in NYC and San Francisco, the brand knows a thing or two about how to deliver on gear that moves with you, not against you — like its sleek Tripper Duffel Bag. Made for a weekend adventure out in the backcountry or a fast-paced weekend in the city, this thing should hold up in sleek style.
Matador Transit Packable Duffel
Turn once again to Huckberry — and Matador — for the perfect way to pack up on the go for the weekend. The Matador Transit Packable Duffel is a true feat, made to be very easily transported when not in use, and geared up to do just as much damage when it comes time to pack it up fully. The Transit Packable Duffel is, quite simply, one of the best weekender bags if you want to get in and get out quickly for a full 48 hours.
Frye Logan Overnight Bag
Looking for the perfect bag to pair with your rugged Frye leather boots? Look no further than the Frye Logan Overnight Bag, an incredibly timeless and utterly classic weekender bag that’ll absolutely get better the more you use it (kind of like your Frye leather boots, no?). The Logan Overnight Bag is like no other bag on the market when you consider the use of slate pull-up leather — some of the best leather around.
WP Standard Leather Weekender Duffel
In the way of handsome accessories that also offer up the potential for go-anywhere, tough style, the WP Standard Leather Weekender Duffel is the way to go. It’s the sort of duffel that calls to mind vintage styling potential, mixed with the everyday carry potential you need for, well, weekend trips. Two external pockets provide the potential to carry more gear than you even planned on bringing — not to mention, this bag will garner some serious style points. What more could you want?
Herschel Supply Novel Weekender Duffel
Among bags that can get the job done subtly and stylishly, Herschel takes the cake. The Novel Duffle takes the nylon construction for which the brand is known and adds a super-handy and ingenious shoe compartment that can tidily pack your favorite pair of sneakers, a crisp chukka boot or a sharp set of leather Oxfords for day or night. Plus, the saddle leather handles and detailing add a new dimension to a bag that’s understated and functional yet still stylish. And, you know exactly what type of bag you’re getting thanks to the distinctive white logo patch, virtually synonymous with quality.
North St. Weekender Backpack
North St. Bags helpfully blends the adventure-ready with a city-focused sensibility, complete with vibrant color combinations and plenty of needed bells and whistles (but nothing additional that happens to be frivolous). Take the dual utility of the North St. Weekender Backpack, a two-for-one bag that’s perfect for quick jaunts and more utilitarian, long-haul flights in equal measure. We’d recommend you pick it up just as soon as you can.
Horizn Studios SoFo Weekender
Weekender bags aren’t just made for looking great propped on the end of your destination’s stylish couch (although that’s an added bonus). A weekender bag also carries your gear safely from A-to-Z without missing a beat, and such is the case with the water-resistant Horizn Studios SoFo Weekender. Available in four simple, stylish colors, it’s a must-buy right now.
Porter-Yoshida & Co Tanker 2Way Boston Duffle Bag
Did you ever think you’d see a weekender bag with a lining that calls to mind a rugged bomber jacket? That’s what Porter-Yoshida has done with the ridiculously tough Tanker 2Way Boston Duffle Bag, lined in an orange-shell rescue fabric akin to MA-1 bomber jackets. This bag is more than just for show — it’s one of the best you can buy right now.
Adventure Troubadour Weekender
When it comes to making bags that blur the lines between exceptional functionality and luxury quality, Troubadour stands out — in a decidedly stellar way. The Fabric and Leather Duffle blends 100 percent natural, vegetable-tanned Italian leather with the more technical qualities you might expect to see in a bag built for the field, including rivet-reinforced straps injected with technical rubber, plus tough nylon. It’s a heritage-quality duffle with the functional specs to make any head turn. A top flap, plus internal mesh side pockets, make it easy to access anything you might need on the go, from a premium pen to a nice dive watch.
Lundi Bellecourt 36 Hours Bag
Weekend trips are, by their definition, meant to pack a lot into a short amount of time — just as you need a bag that can carry a lot without weighing you down. Meet the Lundi Bellecourt 36 Hours Bag from Trouva, a handsome and investment-level bag with just enough space for the essentials when time is of the essence.
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