The Best Men’s Weekender Bags of 2019

Whether you’re taking a weekend getaway or packing up for a shorter business trip, a stylish, functional weekender bag is the perfect travel companion. We’ve discussed some of our favorite weekender-style bags before, but these bags are so useful and versatile that we decided it was time for an update. All of these bags meet carry-on requirements and are ideal for 1-3 days of travel. Here are our picks for the best weekender bags of 2019.

Check out all our picks below plus a few extra bags that we added for good measure!

 

Stuart & Lau -$385

A truly excellent bag, we love the mix of waterproof nylon and full grain leather, as well as the simple, lined interior and clean design. An added bonus, this bag comes in multiple sharp color options and also comes with a matching, full-grain leather strap. It may seem like a small detail but the two exterior pockets on each end are a really handy design detail that gives you some extra storage flexibility. The navy and tan colorway we tested was great, but we also really like the olive and black combo.

 

Herschel – $90

We’re big fans of Hershel’s backpacks, briefcases, and wallets, so it makes sense that their weekender bag would be excellent as well. This bag boasts a very nice price point that belies it’s sturdy, high-quality construction and materials. It’s constructed with heavy-duty nylon and has an integrated shoe compartment that we thought was a nice feature. While we preferred the basic, monochromatic black and grey colors, the huge range of colors and patterns is a nice bonus if you prefer more colorful options.

 

Everlane – $98

As with all things Everlane, this bag has a great price point and super simple, classy design. In our previous weekender video, we chose this one as well, but it had a rubber bottom. In this newer version, they’ve done away with that and added metal feet instead, which we feel is a downgrade. But overall, it’s still a great bag at a great price.

 

Combatant Gentlemen – $110

We loved the price point and mix of leather and canvas with the shoe handy shoe compartments and this bag is a really excellent value. The bag has a unique garment bag design to it but in the end, we weren’t a fan of this aspect because it could potentially affect the clothes you normally put in a garment bag as they can get smashed on the sides and bottom. But, other than this small part, this bag was really great.

 

Frost River – $215

The Frost River bag is made in the USA and boasts a great mix of affordability and quality.  It’s constructed with heavy-duty materials that will age beautifully and last a long time. The leather accents are very nice and the hardware is sturdy. The top zipper design opens up very wide to make packing easier and the exterior pockets are perfect for stashing books, magazines or an iPad, both nice design touches.

 

Filson – $395

Another made in the USA, heritage brand, Filson builds extremely durable, handsome bags that will literally last you a lifetime.  If you favor the more rugged, woodsy look, this is the bag for you.  It’s constructed of very sturdy canvas, outstanding leather accents, and strong hardware.  It has a very large capacity and features a beautiful all-leather shoulder strap. This bag takes some time to break in but will only get better over time.

 

Want Les Essentials – $450

This stylish weekender bag boasts a sleek, monochromatic design that we really loved. There’s minimal branding and it features very nice cotton canvas accented with Italian leather details. We loved that the entire base was leather, a very nice touch. While the shoulder strap wasn’t all leather, overall this bag is very nice and has exceptional design.

 

Billykirk – $550

Another outstanding American-made bag, Billykirk is known for their leather goods and excellent quality.  This handsome bag is made from heavy waxed canvas and very nice leather accents (including an all-leather shoulder strap!) that will age beautifully. The style is clean and simple but with a bit of a rugged vibe that’s not too over-the-top. It’s really a great mix of modern classic styles. It comes in two great colorways but we especially love the all-black version, it’s really sharp.  This bag also comes in smaller and larger versions, so if you’re looking for more or less space but love the looks you’ve got some options here.

 

Frank Clegg – $925

Dorian has owned this bag personally for 4 years now and it looks brand new. This bag has it all: clean, classic design, buttery soft tumbled leather that just gets softer with age, an all-leather shoulder strap, lined interior and no metal feet on the bottom. Plus the design features just the right amount of structure to it. It’s a pleasure to own and use this bag, it’s the best of the best.

POTW: Leather Weekender Bag

We see a ton of bags, some good ones and plenty of bad ones, and finding a good-looking AND well-priced leather weekender bag can be super tough.  We recently got a chance to check out one of the weekender bags from Beckett Simonon and we were so impressed we had to make it our Pick of the Week!

The bag features excellent leather quality, a solid build and a nice set of features, all at a great price.  We loved the tan color but it also comes in a few other colorways.  Make sure to check out the links below for all the options!

      

Tan Weekender Bag

 

      

Black Weekender Bag

 

      

Oxblood Weekender Bag

 

      

Their Other Collections

 

Dorian’s Outfit

Topman Shirt

Barton Perreira Glasses

Nvidia Grenchen Chronomaster (Vintage)

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