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Can I Wear Henley Shirts During the Winter?

CAN I WEAR HENLEY SHIRTS DURING THE WINTER?Winter is a great fashion opportunity for everybody. As temperatures start to drop, it’s time to start mixing and matching different layers to suit your style.

And while you can wear whatever you want during the winter, there’s one piece of men’s fashion that leaves many people confused when winter comes: the Henley.

The Henley is one of the most versatile tops you can have in your wardrobe. Not only is it comfortable, but these shirts come in many styles, so you can easily pair them with casual and formal outfits.

But can you wear them in the winter?

We’ll answer that question today and list down a couple of tips to stay in style while wearing your Henley in the winter. So, keep reading to learn more.

Can I Wear Henleys in the Winter?

One of the best things about Henleys is that you can wear them during any season. During summer and spring, these tops work great on their own with a pair of jeans. And once the temperatures drop, you can wear this Henley underneath other layers to stay warm while maintaining your personal style.

So, even if recent winters have been colder than usual, you don’t have to worry about wearing a Henley during this season. That said, it might be best to stick to men’s long sleeve Henley variety, as short-sleeve Henleys might not be enough to keep you warm when the snow starts falling.

Tips for Wearing a Henley Shirt During Winter

Now that you know that it’s completely fine to wear a Henley in the winter, it’s time to explain how to wear it. There are endless ways to style a Henley, and you shouldn’t be afraid to experiment with your own ideas. But if you’re having a hard time figuring out where to start, here are some tips to keep in mind when putting on your Henley in the winter.

Find the Right Fit

First things first: you need to get the right fit. Any fashion expert will tell you that the reason many men aren’t as fashionable as they want to be is that their clothes don’t fit properly. So, when you buy clothes, whether it’s a Henley or a dress shirt, always ensure that the clothes fit you right. And once you do that, you’ll find that you look much better in just about any outfit you wear.

With Henleys, it’s best to make sure they’re fitted. Loose Henleys don’t accent the body that well, and Henleys that are too tight might make a person look rounder than they want. Additionally, if you don’t plan on tucking in your Henley, make sure that the shirt ends at then the midway point of your fly, which is the sweet spot for untucked shirts.

Layer Up!

As mentioned earlier, Henleys go great with layers. This is why they are the perfect all-season men’s shirt. So, if you want to wear your Henleys in the winter and stay as stylish as possible, it’s best to wear layers on top.

One of the best things to wear on top of a Henley is a flannel. These are very flexible pieces that go perfectly with the Henley. Then on top of that, you can even wear your favorite denim jacket to complete the look.

When layering a Henley, most people recommend a maximum of three layers, as anything more than that may look and feel a bit too bulky.

Another way to layer a Henley is with a basic jumper. These tops look great with Henleys, especially if the jumper has a zipper that you can use to expose the inner layer.


Henleys are very versatile and fit for any season. And before you put one on this winter, make sure to read through our tips, so you stay stylish and warm the entire time!


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