How to Wear a Henley for Men

The Henley shirt is a must-have in any man’s wardrobe, as it’s versatile enough to wear on countless occasions. Need something casual? A Henley provides great informal style. Looking for comfort? You can layer your outfit with a Henley, or wear it as a feature piece. The opportunities are endless, and we’re here to show you just how creative you can get with this guide on how to wear a Henley for men. Then, purchase a Henley of your own from Vintage 1946!

Hot and Cold: The Molten Lava Henley


Since Henleys are such great pieces to wear with just about anything else you have as an outer layer, there’s some room to play around with colors. One of the best ways to do that is to combine our Rib Henley Molten Lava with the Polar Fleece Vest. Think of it as fire and ice.

The combination of cotton/polyester fabric in the Rib Henley provides great breathability and function, which is exactly what you need when spending time outdoors. Plus, the contrast stitching on the Henley adds a stylish element that will help it pop, even when you’re wearing such a striking outer piece.

A Striking Color Combination: The Negative Slub Henley


You can also play around with the types of pants you wear in your outfit, giving you an unlimited amount of variation with your Henley. Let’s start with our Negative Slub Henley in Balsam Green. It’s a 100% cotton piece with contrast stitching that adds an extra style element.

Pair this with another bold color, such as the Classic Vintage Twill Relax Fit in Burnt Orange. The green/orange palette is a fashion-forward combination that will help you stand out without wearing something drastically different. However, if you think these colors are too bold, you can mute them with a conservative outer layer while preserving the vibrant colors that make up your outfit.

How to Wear Your Henley

We’ve given you two examples of outfit matches you can wear with your Henley. But we also have some rules of thumb for wearing Henleys if you don’t have the accompanying pieces:

  • Dress the Henleys up. Sure, you can always wear an ordinary pair of jeans and sneakers. But you’ll find the Henley has even more versatility if you pair it with a brown belt and a smart pair of slacks.
  • Take care to get the proper fit. A Henley is a great casual piece, which means that it looks great if it fits. But if you get it a size too big, it can begin to look sloppy. That’s why it’s important that you shop around for the Henleys that come in your

Shop Henleys at Vintage 1946

We hope you’ve enjoyed this guide on how to wear a Henley for men. If you’d like to purchase one of our great designs, browse all of our Henleys from Vintage 1946 now!