Top 7 Weekender Travel Bags


I’m quite the travel – and travel accessory – buff. With road trip season upon us, weekenders are the perfect companion for a cottage getaway or big city road trip.

I absolutely love weekenders. They are stylish, functional, and I continue to buy them, even though I have more than enough… It’s a problem, I know.

One note, though, is that weekenders are great for specific travel. That is, weekender bags are for cars, not planes, and only sometimes trains. Why? Well, weekenders do not traditionally have wheels, and if you are walking a fair bit (say, throughout an airport, or from the train station to a hotel close by), it can be very heavy to carry a bag so full, and you might regret your luggage choice. However, if you’re driving to your destination, you don’t have to worry about carrying it over your shoulder for a significant period of time. Just pack it in the trunk and you’re ready to go!

  1. Everlane – The Twill Weekender: Elegant, minimalist, chic. This weekender is beautifully made, functional, stylish, and very affordable. If you haven’t heard of Everlane, this brand is all about creating designer-quality products for a fair price. They share their cost for each product, and then reveal their mark-up so that you can see what you are actually paying for. For example, the true cost of this bag to the company is $36 (they show you a breakdown on the site for materials, labour, hardware, duties, and transport), and then show you their mark-up in contrast to traditional retail mark-up. It’s a very interesting concept, and the brand creates consistently great products, making this Twill Weekender a terrific investment.
  2. Longchamps – Le Foulonné: This is the ultimately luxe weekender. This bag is made of cognac coloured leather (my personal favourite), though it comes in a variety of colours. Sporting firm handles and a wide shoulder strap, this is a functional and beautiful bag for the ultimate cottage traveller. For the significant price-tag, I would recommend this to someone who travels often enough to make the investment worthwhile. Note, too, that the leather will make for a much heavier luggage than a canvas weekender. Otherwise, it’s absolutely divine.
  3. Madewell – The Transport Weekender: If you want to invest in a beautiful, quality leather weekender, but Le Foulonné is too much of an investment, this Madewell piece is stunning and definitely for you. Displayed above in true black + cognac handles, it also comes in a gorgeous cognac colour called “english saddle.”At less than half the price of the Longchamps piece, the Transport Weekender also comes with handles and a shoulder strap, a matching luggage tag, with one zipper pocket and two sleeve pockets on the inside. I’m also a big fan of Madewell and have quite a few of their leather pieces. The leather is gorgeous and holds up really well over time.
  4. Tumi – Durban Explandable Duffel Voyageur: The Voyageur is definitely the most travel-friendly option listed. It’s lightweight, durable, and stylish. It has an exterior pocket, interior pocket, adjustable shoulder strap, and expands and extra 3.5″ for extra packing room. It also has a back pocket which can be opened from underneath so as to slide onto the handle of a travel-size rolling luggage. Tumi has such a solid reputation when it comes to producing top quality travel luggage, and the Voyagueur is no exception. It comes in this beautiful jewel-toned blue, as well as a solid black with gold hardware.
  5. Cuyana – Weekender Bag: Ever since I discovered Cuyana roughly one year ago, I’ve been in love with the brand. Their motto is “fewer, better things” – and what a great motto that is. Earlier this year, I embraced a minimalism mentality (see here and here), and the Cuyana vision is so perfectly in line with that mentality, making its products – this weekender included – a perfect fit with my lifestyle. This lightweight and durable twill canvas weekender comes in Black, Charcoal, and Mustard, with a stunning red-orange lining. It’s very spacious and well-proportioned so you can pack quite a lot, fill it right up to the top, and zip it easily. You can also have the bag monogrammed as an added personalized touch.
  6. Lo and Sons – The Catalina: I love this weekender! In fact, I’m currently using it now (as I write to you from Chicago <3). Large and spacious, I currently have 2 weeks worth of clothing packed inside, as well as 4 pairs of shoes. It also comes with a separate zip-up compartment for your shoes at the bottom of the bag, which was one of the reasons I decided to purchase this weekender in the first instance. It comes in 7 colours, with Dove Grey (pictured above) and Thistle (a gorgeous wine colour) being my two favourites. To boot, The Catalina is also machine washable, making it very easy to clean after a long trip!
  7. Longchamps – Boxford Large Travel Bag: Gorgeous and sturdy, The Boxford Large is an excellent travel companion. It pairs a canvas body with leather  accents, which makes the bag significantly lighter and a little more low-maintenance than Le Foulonné, which requires more care to maintain the leather during travel. The Boxford offers the timeless signature look of Longchamps (it greatly mirrors the brand’s famous Le Pliage bag), with a travel-friendly twist: it’s more spacious, it has sturdy shoulder straps, a luggage tag, and a small pouch attached inside. You can’t go wrong with this classic.


Happy travels!
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