Classic Winter Hats That Stand the Test of Time

The impending arrival of winter means one thing - you need to bundle up with nothing but the best winter headwear and outfits. Whether you have to commute to work daily, spend time outdoors all day, or try out winter exploration as part of your new hobby, you’ll definitely appreciate having a stylish and warm winter hat that suits your lifestyle. 

Of course, there are various types of winter hats available. But today, we’re going to be looking at classic winter hats that stand the test of time. Incorporate any of these hats into your winter wear to create a classic vibe.

Newsboy Hat

The newsboy hat has remained popular for years. Gracing the heads of many affluent people while still remaining a must-have winter headwear piece in every fashion aficionado’s wardrobe, the newsboy is one of the easiest to wear, fashionable, and functional hats for winter. If you’re looking for a mature gentleman’s look with a stylish and classic appeal, the newsboy is for you. 

While the hat is available in different materials, those made of premium-quality 100% wool felt with a comfortable sweatband will keep your head warm and ensure you step out in style every winter. The hat is available in various colors, patterns, and designs to complement your winter look. Go for vintage grey and black colors for that unmistakable classic vibe.

Fedora Hat

Whether you love it or hate it, the fedora has stood the test of time. Going from the hat of choice for gangsters in the early 1920s to the 1950s to a style staple item in the 2000s, there’s no doubt that fedora hats are perhaps one of the most iconic accessories today. This winter headwear remains on-trend and is a fantastic wardrobe addition for the cold months. 

The wool felt hat with soft and flexible brims can be snapped upward or down depending on your style. The hat’s time-honored look makes it an excellent choice for staying warm during winter while keeping you comfortable and creating an elegant look with a lasting impression. 

Beanie Hat

The beanie has evolved from an exclusive winter hat of the 1900s to a timeless and trans-seasonal fashion piece. These nifty knitted hats easily keep your head warm and your style cool. Available in different styles, materials, and designs, from chunky knitted winter wool beanies to classic slouchy beanies, these hats are a versatile winter headwear.

If you’re looking for a hat that looks great with any casual weekend outfit or perfect for spending time outdoors during winter, get the beanie hat. It offers a classic way to accessorize your winter outfit while keeping your head warm and comfortable. The beanie has particularly stood the test of time because of its unique street-style vibe. 

Bowler 

The bowler hat is one of the best types of winter hats when you want to look dressy. It was famous among notable actors like Charlie Chaplin, John Cleese, and Curly Howard, and has been updated by Hollywood icons like Diane Keaton. These hats come with thicker wool felts, ideal for keeping warm in winter. While winter headwear has changed over the years, bowlers have remained a modern classic. 

Don’t let winter hold back your stylish personality. Whether you’re going to work, impressing a dinner date, or gracing a formal event, don’t forget to wear your bowler hat. Get dozens of accomplishments with the bowler’s sophisticated look. This iconic British-style hat is popular among the working, middle, and upper-class alike.

Beret

The beret is one of the go-to classic winter hats that has stood the test of time - boasting of rich history dating back from the 17th century. It’s a perfect winter headwear when you want to add a finishing touch to your winter outfit. Choose from a wool and cotton beret hat for a simple yet stylish look that keeps your head warm when outdoors. 

Beret hats easily fit any style for any season, but wool felt is always better for cold winter months. The hat is available in a wide selection of colors and patterns for that street-style look or military-inspired appeal. Discover your favorite look by shopping from top brands like Kangol.  

Shop Top Designer Hats for Winter

There’s no better way to stand out in a crowd than wearing the right hat during winter. Whether you’re looking for a fun and fancy way to class up your next formal event, a sophisticated look for a special occasion, or a simple and stylish look for your work commute, there’s something for every style. Find the right winter headwear to match your style at Hats.com.

We have hats for every occasion and budget. Shop different types of winter hats online and place your order to get free shipping on orders over $75. See the look and buy now.