The Best Weekender Bag: A Review

So, you are going away for the weekend and every bag you have in your closet is either too small, too big, too old, or too heavy. You pack and repack and it just isn’t working. Why is something that should be so simple be such a struggle! It could be your packing style, or, more likely, it could be the bag.

The best weekender bag allows you to pack the essentials as well those oh, so important extras, but also keeps you from over packing and getting flack for the weight of your bag. You know what I’m talking about. There are so many factors to consider. Is it is plane friendly? Does it come with a comfortable shoulder strap? Is it waterproof? Will it hold a laptop? These factors and many more were used in this evaluation. Each of these weekenders is practical, stylish, and perfect for men and women alike. There are prime choices for any budget.

Beis | The Weekender

This beautiful bag is the most popular weekender on the list. It comes in two neutral colors, black and beige, and is made of cotton with PVC trim and water resistant, polyester lining. There is a removable shoulder strap that makes trekking across the airport to make your connection or wading through the city’s crowded sidewalks to catch your train a breeze. Are you going on a business trip for a few nights? There’s a padded laptop sleeved built in. When you need something in a pinch, there’s an easy-access outer pocket that is perfect for your phone, passport, charger, keys, or ticket. Not only does this bag work well as a weekender, but it is also perfect as a carry on and has a luggage sleeve so you can attach it to the handle of your suitcase. The underside of the bag has a wet compartment for shoes, toiletries, and dirty laundry. There is nothing this bag can’t do.

For more details or to purchase this bag, click here.

United By Blue | Trail Weekender

The Trail Weekender by United by Blue is the perfect bag for the adventurer. It is a classic duffle made of rugged, water repellent, recycled polyester. It comes in fun prints as well as basic black and is appointed with leather straps and zipper pulls. A comfortable, cross body strap is key when in a rush getting to your destination and the Trail Weekender has it. You can carry it on the plane and stow it under the seat so you don’t have to deal with the overhead compartment. There are multiple interior pockets including an internal laptop compartment for those who have to work while they play! It’s the perfect size for a long weekend and if you aren’t an over packer, there should be room to spare. This bag goes anywhere from a ski weekend to a relaxing spa vacation.

For more details or to purchase this bag, click here.

Lo and Sons | Catalina

Options are key with Lo and Sons Catalina weekender bag. There are 3 different sizes to choose from and it comes in both a men’s and women’s version. There are even 3 different high quality material options- washed cotton canvas, organic cotton canvas, or water resistant, durable, 600D recycled poly. This bag has all the perks you love including a luggage handle sleeve, a bottom wet pocket and an easy access outside pocket. There is even a key strap for easy access. Color choices are limited to mostly earth tones, but it’s a small price to pay when it comes to the quality and style of this bag. The Catalina is great for road trips or plane trips.

For more details or to purchase this bag, click here.

Away | The Everywhere Bag

You will be the talk of the train station with The Everywhere Bag. This sleek, modern take on the weekender will keep you looking smart for business as well as pleasure. There are multiple color options and you can even decide between nylon and leather. It has a luggage handle sleeve and multiple interior pockets for a 15-inch laptop, pens, notebooks and more. The removable shoulder strap is helpful when you are juggling tickets, passports and your phone. Some additional features include a hidden exterior cellphone pocket and a waterproof umbrella pocket. Get it monogrammed so there is no mistaking it’s yours. Style meets function with this bag and you will definitely get your money’s worth.

For more details or to purchase this bag, click here.

Bennett Winch | The Weekender

The Bennett Winch Weekender is a high end upgrade to the classic military duffle. Handmade in England out of British bonded canvas and military-grade cotton webbing, it is the perfect accessory for any weekend excursion. Not only does it hold all of your essential needs for a getaway, but there is also a laptop sleeve and an outer, easy access pocket perfect for keys or a cellphone. There are two separate waterproof compartments for shoes and any wet or dirty clothing you may accumulate and a removable shoulder strap for comfortable carrying. It comes in a range of rich colors and will look great strapped to the back of your motorcycle or on your shoulder as you enter your luxury hotel for the weekend!

For more details or to purchase this bag, click here.

Summing It Up

Whether you are going away for a quick weekend to a quaint Bed and Breakfast, taking a red eye to catch an important business meeting, or going on a quick excursion with the kids, these weekenders are the best options available. Each is high quality, efficient and stylish. You will be the envy of the airport and be cool and collected during the most stressful traveling situations.

What are some of the things you just can’t travel without?  Will it fit in one of these weekenders?  Comment below!

Bon Voyage!


  1. Satz

    Hi Gin,

    Lovely post, I must say all the bags are excellent. However, If i have to pick my favorite then it will be The Everywhere Bag from Away as it fits into every setting. I love the size and quality. They are adaptable to the gym, commuting, work, travel …everywhere! I personally think it’s a little expensive for a smallish nylon bag, but the design and the features make it up. If it’s in the budget (and if it’s in stock), then I am considering a level up to the elegant leather version.

    1. Gin

      Thanks so much! Yes, I love that one as well. I guess I love them all, or they wouldn’t have made the list! It really just makes me want to buy one of each! I’m glad you found a bag that works for you.

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