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The Best Weekend Bag For Those Stylish Days Away

Discover our picks of the best weekend bags for short getaways. From Filson, and Away, to M&S, Bennet Winch and many more.
WORDS BY: 
Sam Brady

For stylish men, it pays to have a dependable weekend bag. Whether an enjoyable country getaway or a more formal business trip. Ensuring you have picked correctly, the right travel bag can be a godsend. A sturdy weekend bag with a considered design makes packing a dream. Keeping all your essentials compartmentalised and in tip-top condition for when you need them most. 

Why Choose a Weekend Bag

It is inevitable that the shorter the time away, the fewer items men need to pack. Less days sightseeing or visiting friends means a reduced number of outfit rotations. The benefit of this is that you only need some of the room a carry case might offer. So, you can ditch that old suitcase with the wobbly wheels and upgrade to a handsome new weekend bag.

Not as bulky as a carry case, you have more options for storing a weekend bag as you travel—tucked away nicely in the boot of a car or under the seat on public transport. It feels less of a slog to take with you, even if it means being a little more selective with what you take for the trip. 

How to Pack a Weekend Bag

The key to utilising your weekend bag to full effect is preparation. Are you going to be spending time outdoors? What's the weather forecast? etc. Once we know more, men can filter out items that don't fit the brief. 

I'd recommend taking one pair of shoes. Remember you'll have a pair on whilst travelling. Then cover the basics, such as wash bag, socks and underwear. No one wants to be caught short in this department. 

Next, pack comfortable and versatile garments. Knitwear, chinos and oxford shirts, for example, are interchangeable. Meaning they can produce different variants of smart casual attire. These pieces can also be rolled to save space in your bag. Lastly, use any gaps to fill with accessories and tech that don't need to be more securely packed. We don't want our precious watch or passport loose at the bottom of our bag.  

Keep reading to find our picks of the best weekend bags we recommend, from Filson to COS. There is something for every budget. 

1. Filson Rugged Twill Duffle

Filson Rugged Twill Duffle Bag

Filson has produced a scuff-resistant bag that is hardy enough to join you on any journey. Brass zippers and storm-repellent flaps combine with durable, water-resistant fabric to make a robust choice for the adventurous man. In addition, this bag has been carefully mapped out to meet maximum cabin requirements. So, no surprise bills at check-in.

2. Troubadour Weekender Holdall

Troubadour Weekender Holdall

This clean-lined weekend bag from accessory experts, Troubadour has been created to withstand the elements. The water-resistant material has been reinforced with leather to develop an enduring bag built to last.

3. M&S Premium Leather Weekend Bag

M&S Premium Leather Weekend Bag

M&S is a reliable choice for wallet-friendly menswear that won't buckle under the strain of modern life. Crafted from premium leather, this bag encloses inner zipped compartments to keep your garments and valuables organised and secure.

4. COS Desserto Weekend Bag

COS Desserto Weekend Bag

COS has harnessed Desserto®, a plant-based material, to craft this overnight bag. Inside is a padded laptop sleeve and slip pockets, making this an ideal accompaniment for any short stays.

5. Reiss Carter Travel Bag

Reiss Carter Travel Bag

Travel in style with this sleek leather option from the British brand, Reiss. Black, luxurious leather has been crafted into a pared-back design that seamlessly integrates into any gent's wardrobe. It's understated but deceivingly tailored, with all the hallmarks of quality you expect from the brand.

6. Arket 48hr Tote Bag

Arket 48hr Tote Bag

Giving us an understated, minimalist design, Arket has played to its strengths with this bag. With enough room for everything a man needs for a couple of days, it is produced from a water-repellent shell fabric of recycled nylon. For longer stays, you can level up to the 72hr alternative.

7. Maverick & Co Barcelona Weekender Bag

Maverick & Co Barcelona Weekender Bag

You don't have to be a fan of the football team to marvel at the majestic beauty of this weekender. Yes, it's in collaboration with Barcelona, but the colourway and elevated design make this bag a real winner.

8. Bennett Winch Weekender

Bennett Winch Weekender

This weekend holdall was the first bag designed by the founders of this brand, and they struck gold with this piece. The rugged aesthetic houses waterproof pockets and the exterior has been cut from durable cotton canvas and trimmed with leather. The fact it is made on these shores is a bonus.

9. Loewe Amazona Leather-Trimmed Holdall

Loewe Amazona Leather-Trimmed Holdall

Looking for a twist on your traditional travel accessory? This bag was originally created by Loewe 40 years ago, and with the cycles of fashion, it has returned to the fore. The signature anagram-jacquard canvas has been reinforced with leather and finished with hand-painted edges. It is a statement, and the price matches this audacious exterior.

10. Hackett Suede Bowling Bag

Hackett Suede Bowling Bag

Cultivators of classic British style, Hackett has manufactured this bowling bag using the finest Italian suede. Men also benefit from full-grain leather reinforcement keeping your travel wardrobe (or bowling ball) nicely contained.

11. GANT Essential Duffle Bag

GANT Essential Duffle Bag

Sometimes all men need is a simple, reliable accessory. The GANT holdall won't win any design prize, but the laidback nature hides a piece crafted from premium cordura. Currently half-price on the GANT website. This won't be around for long.

12. Kovered Waxed Canvas Holdall

Kovered Waxed Canvas Holdall

There is something distinctly British countryside about waxed cotton. This large, capacity holdall has all the space you need for a trip outside the city, with a vintage feel to the style. The bag has been treated to withstand the worst of weather and given unique accessories like full-grain leather handles for added quality.

13. Antler Prestwick Bag

Antler Prestwick Bag

From a brand well-versed in travel goods, comes this spacious weekend bag. The refined silhouette houses multiple storage compartments in a water-resistance matte finish. A great pick for that important business trip.

14. Away Luggage Duffle Bag

Away Luggage Duffle Bag

This might be a compact duffle bag, but don't let that fool you. There is enough storage for everything you might need for a four-day getaway. Made from recycled, water- and abrasion-resistant materials, it is lightweight and durable, with an additional shoulder strap for travel comfort.

15. Stubble & Co Weekend Bag

Stubble & Co Weekend Bag

This neat overnight bag is an ideal carry-on-sized holdall designed for short breaks. Crafted with British Millerain Tekwax® water-resistant canvas, it includes a handy laptop compartment within its 40-litre storage area.

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