10 Best Bags for Autumn/Winter – The Ultimate Guide!

by Welcome to Outsons

As it’s coming back into the winter period, it’s sadly time to start thinking about work and university. You’ll need to start thinking about what you’ll need when preparing for going back to work after your summer holidays. We think a good bag is the best place to start.

Whether it’s a backpack, satchel, or holdall, every man needs a new bag to take to work. As the autumn and winter seasons approach us, it’s time to start wearing knitwear jumpers and winter coats ready for the colder weather. However, no winter outfit would be complete without a sturdy bag to carry your laptop and books in. Here’s a list of the best men’s work bags, men’s shoulder bags and all sorts of other bags for this autumn and winter season.

We have selected three classic black bags, the most appropriate colour for work or school, and the colour that will go with just about everything. When you use a black bag, you don’t have to spend any unnecessary time trying to match the colour with the rest of your outfit, which works great for us.

Black bags are so easy to style, as the colour will pretty much go with everything. For a monochrome look, wear your bag with a plain white T-shirt and black jeans. Finish the look with a leather jacket for those James Dean vibes.

Herschel Bags

Let’s bring in a touch of colour with our Herschel bag selection. Herschel are all about quality, and rightly so, too! When you invest money in a bag you want that guarantee that it won’t break on you, especially if you carry laptops and important documents in it. Herschel uses their signature poly fabric lining in all of their bags, to prevent just this.


The grey Retreat Backpack is a fully functioning, high-quality bag that will serve you many purposes over many years. It has a padded laptop sleeve inside, meaning it’s a great pick for work. Another strong feature is the shoulder straps which are contoured, making this an easy and comfortable backpack to carry. Grey makes a nice alternative to black. It’s easy to style as it will compliment with most other colours.

The Herschel Novel men’s Duffle Bag is one of our favourites: it’s one of the best shoulder bags for men. The grid pattern is minimal and will add that little extra lift to a suit. This bag costs £84, but you are guaranteed quality. It’s a small investment for a bag that you’ll get a lot of use out of, and that will last you a long time. This bag doubles up as a perfect gym bag. No longer do you have to put your reeking trainers in with the rest of your gym gear, as this bag has a fitted section where you can keep your shoes separately. This is also great if you are, unfortunately, one of those switch-my-loafers-for-horrendous-trainers commuting types.

Khaki has made a popular comeback this summer, with so many men buying into the colour. This Herschel Backpack in Khaki is a much simpler design to the Retreat Backpack, ridding of the extra exterior straps. This backpack is, however, jazzed up with water-resistant tarpaulin and seatbelt webbing straps.

A khaki bag will go hand in hand with a khaki piece of clothing. Try to keep it just one other item, as you don’t want to be covered head to toe in the same tone. When wearing khaki, keep the rest of the outfit muted down. Black and khaki are friends, and that’s probably how it should stay.

Eastpak Bags

Eastpak are so sure of the quality of their bags that they have put a 30-year warrantee tag on all of their products. So, if you’re a little bit hasty about investing into an Eastpak bag, we hope this reassures you.

Their bags are known for serving the traveller. With their simple designs and high-quality materials, they are the obvious go-to choice for explorers. They create a huge range of products from backpacks to suitcases, so we have picked out our favourites ready for your travels.


Have you ever struggled with your luggage? Sometimes we want a bag that is big enough to carry everything we need for our travels, but not too big to carry. This Authentic Travel Tranverz Duffle Bag is our saviour. This holdall will pack in everything you need for a get away with its lockable zippers and wheels. The best part is that it looks great and is on trend at the same time.

If you need a practical and stylish bag that’s got a lot of extra room to carry your documents and laptop in for work, then the Eastpak Padded Pak’r Backpack is a perfect choice. This Eastpak backpack has professionalism written all over it. The slick black design is minimal enough to match any suit outfit, whilst the leather look of the bag is still retaining an element of style. Also, the leather detailing adds an extra element, stopping the bag from becoming too dull.

I don’t know about you, but when it comes to my holiday I get so so bored of dusting off the same suitcase year after year. What’s more, it’s quite embarrassing seeing my old, battered and outdated suitcase make its way around the conveyer belt. Well, if this sounds like you as well, fret not. Eastpak creates suitcases that do all the jobs it’s meant to do whilst being modern and stylish. You’re welcome.


A Holdall Is Perfect For Travel PHOTO CREDIT: Vascular Wear

An all-black look is perfect for travelling. Keep it cosy and warm with a long sleeved T-shirt and some jeans (we all know how cold planes can get). Traveling is also one of the few occasions that it’s acceptable to wear joggers out and about, so take this chance and go for it.

Rains Bags

If you’re looking for a practical everyday backpack with a classic twist, then a Rains bag is a perfect place to start. Not only do Rains have us covered on the practical front, they also design pretty cool bags, meaning we’re covered on style, too.

England is known for its shitty weather, and fortunately, Rains have thought of this. Rains make their bags from waterproof materials so, any valuable items like your laptop or books will stay bone dry. Unfortunately, we can’t guarantee that the rest of you will.


Rains make great bags, and their Weekend Bag is no exception. As their name suggests, they have us covered for when it rains. This bag is constructed out of water resistant materials and even has a waterproof zip. As well as having handles, this bag has a shoulder strap which is adjustable for comfort. This bag really is a no brainer for a weekend getaway.

We are firm believers that every man should own at least one utility bag, so if you haven’t got one yet, let this be yours. The Rains Utility Bag comes in both black and grey and is ideal for long travels or weekends away. It has a lot of storage space for a bag with two extra zip sections on the front for good measures.

The Rains Messenger Bag is a classic, and must-have for any style conscious man. This bag has plenty of space on the inside, which you can seal with the front flap and double hooks. The hook closure feature gives the bag a stylish, neat and contemporary look. It almost has hints of a military aesthetic, just to make people know how professional you really are. There is also a laptop sleeve within the lining of the bag, making it perfect for taking to work.


Styling A Messenger Bag PHOTO CREDIT: Pinterest

Why not match your rains bag with a rains coat? They are classic, timeless rain coats which will last you this Autumn / Winter and many more to come. Finish your look with some jeans and boots. When it’s raining, try to avoid wearing suede boots out – this will only go and ruin them.

C6 Bags

The C6 bags are designed for the office. They’re lightweight, durable and have padded internal mesh organiser sections for all of your documents. Some of the C6 bags can be worn in multiple ways, ensuring they fit around your personal comfort preferences. If you’re one of those who carries your laptop with you everywhere you go, then look no further.


The C6 Simple Pocket Back Pack Rip Stop Blue is exactly what it says on the tin. It’s simple in design and does all that you need a backpack to do. With its lightweight material, this backpack will work well for commuting across the city.

The defining innovation that the C6 Packaway Tote Bag brings to the table, is that you can carry it in three distinct ways. Hidden inside a zipper compartment, this bag contains shoulder straps, meaning that you can wear your laptop like a backpack if both of your hands are occupied. However, when you aren’t using these, they can be neatly zipped away. As an alternative to the shoulder straps, you can use the handle grips and hold the bag like a brief case, or use the long strap and wear it like a satchel bag. This really is the best men’s shoulder bag and the best computer bag for men. What more could you want?

mens suit accessories hat bag tie street style


Partner these bags with your suit to create an edgy office look, or wear it as an accessory to your smart casual outfit. The great thing about all the ways you can wear the C6 bags is that they can, therefore, be worn with different outfits as well.

The Best Bags for Autumn/Winter

  • Think about the style of men’s bags you’re looking for. There are many different styles out there, whether it’s a duffle bag, backpack or satchel, they all have pro’s and con’s.
  • Think about what you need your bag for. The type of bag you get can depend a lot on the purpose you need it for. Think about this and choose accordingly. Getting a laptop bag for a camping trip isn’t going to be the best idea. Get a men’s overnight bag for this.
  • Think about your outfit. Whether you like it or not, your bag is an important part of any outfit. Therefore, it’s important to wear outfit’s that go well with it.
  • Be comfortable. Bags are predominantly meant to make your life easier. Make sure you get a bag that you can wear comfortably and does the job you want it to.
Stussy Duffle Bag Street Style


On That Note

No matter what you’re doing with your days, good bags for men are always going to be an essential item of men’s fashion. It’s therefore important that you spend a bit of time and effort into choosing a bag that’s right for you. If you follow this guide then you will hopefully be inspired to find a great bag for this autumn and winter season. 

Feature image from Pinterest

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