Online Shopping Picks: The Best Men’s Weekender Bags

Editor’s note: For even more online shopping picks covering everything from watches to spring and summer style, head here.

As spring rolls into summer, there’s a very good chance that a lot of us are going to be hitting the road for vacation quite a bit more than during the doldrums of winter. This is definitely the case for yours truly, as I just trekked down to Washington, D.C. for the weekend earlier this month, and have a few more trips in the works. While longer travels certainly require larger luggage, traveling for just a handful of days presents some style conundrums — both in matter of what to pack, and what to pack that gear in. A stylish weekender bag is going to be your best friend in these situations — most have just enough room to hold multiple pairs of shoes and multiple outfits, plus any other gear you might need. And a great-looking bag is the ideal compliment to a sharp travel outfit. Plus, making that upgrade from a standard gym bag or duffle is yet another step on the path that is constantly trying to improve your personal style. Heck, it’s just fun to have a bag that happens to look as good as what you’re wearing. Make packing and traveling easy with one of this site’s picks below for the best men’s weekender bags, and get to booking that flight. Let me know what you think on The Style Guide Facebook page, too!

#1. Owen & Fred Voyager Waxed Weekender — $275

A bag that's built for wear-and-tear, yet still manages to look mighty handsome.

A bag that’s built for wear-and-tear, yet still manages to look mighty handsome.

The first entry on this list is a real tried-and-true, trip-tested bag that’s made in America and built with a ton of quality. Yes, the Owen & Fred Voyager Waxed Weekender  is certainly a stunner, made from Martexin Original Waxed canvas (some of the best of the best) and finished off with durable leather straps from Wickett & Craig, one of the oldest tanneries in the country. It’s beastly, stylish and built to break in over time, complete with two interior zippered pockets for extra storage. After taking it with me on my trip to Washington, D.C., I can say you’ll be very pleased with it indeed.

#2. Everlane Dipped Weekender — $115

An affordable alternative to more expensive options, with just as much style.

An affordable alternative to more expensive options, with just as much style.

Whereas the above Owen & Fred bag packs a  heck of a punch in both quality and price, the Everlane Dipped Weekender is a more affordable answer to the question of what you should travel with this summer. It’s made from twill and features a neat, screen-printed look that contrasts nicely with the black leather straps. Everlane has a brand really does it all now from its Slim Pant to bags like these, which really put them on the map. While the price might seem at odds with the expected quality, it’s part of Everlane’s commitment to transparency, and that should work out nicely should you buy this bag.

#3. J. Crew Harwick Weekender Bag — $148

A more casual alternative from a brand that does a lot of things well.

A more casual alternative from a brand that does a lot of things well.

Just as Everlane has expanded its product categories over the years, J. Crew has continued to stick with making all sorts of stylish accessories for guys — like the Harwick Weekender Bag. It’s nylon, so it’s decidedly more casual in construction and looks than the Everlane or Owen & Fred options, but the Dark Navy color should stylish and versatile for laidback weekend trips. It packs in a shocking eight pockets — that’s more than tons of bags on the market, and it means all of your gear — from a classic white Oxford to your stylish dopp kit — stays separate (and clean).

#4. Wood & Faulk Grand Tourer Weekend Bag — $175

A stylish-looking offering from an under-the-radar brand.

A stylish-looking offering from an under-the-radar brand.

Have you heard of Wood & Faulk? They’re a new brand for this style writer, but given the stunning looks (and presumably, quality) of their Grand Tourer Weekend Bag, they’re worth watching. This piece is made from tough-looking waxed canvas and features leather accents from S.B. Foot Tanning Co. — the same tannery that produces leather for Red Wing Shoes. Talk about stunning quality packed into one piece. End pockets and an inner zip pocket offer additional space, and the brass hardware finishes off this bag nicely.

#5. Troubadour Fabric + Leather Weekender — $855

A pricey, minimal and super-premium weekender bag.

A pricey, minimal and super-premium weekender bag.

It wouldn’t truly be an Online Shopping Picks entry if we didn’t finish things off with a stylish and yes — incredibly expensive — weekender bag. The Fabric + Leather Weekender  features vegetable-tanned leather and a minimal, premium look thanks  to the black leather and nylon fabric accents (although the Navy, Khaki and Olive colorways look mighty nice, too). It’s an investment bag that certainly would look right at home alongside your best travel suit — if you’re the type who travels a lot for business but wants a bag that’s different than a standard rolling suitcase, this is the bag you need.
Frank & Oak
While each of the above bags are suited for different kinds of situations — particularly the Troubadour weekender — each is going to stylish and durably complement your travel ensemble and any stylish travel accessories you might be bringing with you. Maximizing a great price, tough quality and handsome looks is going to be critical, too — and hopefully, do-able with any of the above picks. If you’re still searching for that perfect bag, an option from the likes of Herschel Supply Co. might work well. But in the meantime, let me know on Twitter if I missed any picks or key brands!

Stay stylish and safe travels,

-Beau

Florsheim

Online Shopping Picks: Best Men’s Weekender Bags

The Navali Stowaway Weekender bag in Carafe. What are you packing this spring and summer?

The Navali Stowaway Weekender bag in Carafe. What are you packing this spring and summer?

A few weeks ago, a friend of mine (and blog reader) asked me about recommendations for great weekender bags. It got me thinking – now that winter is finally thawing out, I’m sure lots of us have our eyes on spring or summer getaways. While hitting the road for a vacation  is always fun, a big part of the process is how you’re getting there & what you’re packing. And if you’re kitted out in a stylish get-up for the road, you need a bag that’s equally as sharp. Backpacks and sports duffle bags, although functional, don’t provide nearly enough room or the looks needed for longer travel. And while formal briefcases or suitcases work for business trips, the weekender bag is all about providing enough room for the essentials — and doing so in an easygoing fashion. Here are 5 great bags for the road ahead.

#1. Navali Stowaway Weekender Bag — $159.99

The Navali Stowaway Weekender Bag comes with a lifetime warranty, and should last a good long while.

The Navali Stowaway Weekender Bag comes with a lifetime warranty, and should last a good long while.

First seen on this blog back in August of last year, the Carafe color pictured here is now gone – but it’s been replaced with an equally stylish washed navy option or a spring-like “Sand” shade. The blue cotton canvas contrasts nicely with the brown leather fastenings, but it’s not all for show. Exterior pockets with strong buckle fastenings, tough zippers, a thick & comfortable shoulder strap and just enough for the essentials make this bag worth the price. Dimensions are 22″ width, 12″height, 8 1/2″ diameter.

#2. J. Crew Abingdon Weekender Bag — $198

Deep olive. Waxed cotton canvas. J. Crew's Abingdon bag.

Deep olive. Waxed cotton canvas. J. Crew’s Abingdon bag.

It’s tough to go anywhere on Siblings with Style without finding a J. Crew item in a shopping roundup — this is one company doing many things exceptionally. The Abingdon is slightly bigger than the Navali above in terms of height (17 1/2″), width (26″) and diameter (9 1/4″), so it can certainly carry more goods & take a bit of a beating. The waxed cotton canvas construction should age very nicely with increased usage too.

#3. Everlane Twill Weekender — $95 

Everlane's simple, clean take on the weekender.

Everlane’s simple, clean take on the weekender.

Everlane delivers a much more minimal, modernist (and cheaper) take on the weekender bag. The brand keeps things simple with a grey cotton twill exterior and black leather fastenings — no aged waxed cotton here, folks. Everlane’s bags really put the brand on the map and continue to be quite popular. Having used an Everlane twill weekender pretty extensively across the past summer in New York, these bags can definitely take quite a lot for the price.

#4. Filson Large Duffel Bag — $358

True heritage quality — and an heirloom-worthy price.

True heritage quality — and an heirloom-worthy price.

Filson has something the other brands on this list don’t — real, true heritage when it comes to make hardy outdoor gear. Only in recent years has the brand become known more among the fashion community, but it’s got years of experience outfitting hunters, fishers and outdoorsmen. Its bags are crafted from the same durable mindset. This duffle is a true beast of a bag, guaranteed for life and by far the most substantial weekender listed. The olive & tan versions are backordered, but navy and brown are in stock.

#5. Shinola Signature Duffle — $1,250

Exceptionally expensive. But also exceptionally well-made.

Exceptionally expensive. But also exceptionally well-made.

So this post isn’t really advocating you go out and drop more than A GRAND on a single bag. But, it’s always worth it to scout out what options are out there – and maybe keep a goal in mind for a future investment. This particular bag looks beautiful and features outstanding Horween leather and is individually stamped and numbered — those are the kind of details that bring the price up. The hardware is solid brass, and despite being leather, this bag should not only hold up but also age exceptionally well (it better for that price!). Available in black & brown, with a cognac number coming soon.

NOTE: Other bags that just missed the cut here include J. Crew Factory’s somewhat smaller but very affordable Carson duffle bag, Navali’s Waxed Stowaway Weekender in Olive and Frank & Oak’s Genuine Italian Leather Weekender. JackThreads is also stocking quite a few weekender bags for low prices at the moment.

What’s your favorite from this list? Any idea what you’ll be buying for your travels?

Ernest Alexander