How to Choose and Style a Newsboy Hat for Every Occasion?

If you’re wondering whether a newsboy hat can elevate your outfit or how to pick one that fits your style, the short answer is: absolutely, and it’s easier than you think. A newsboy hat (also called a baker boy hat or applejack cap) is a versatile accessory that blends vintage charm with modern flair, working for casual outings, workdays, and even semi-formal events. In this guide, we’ll break down everything you need to know—from what makes a newsboy hat unique to how to style it for your body type and budget.

First, let’s clear up what sets a newsboy hat apart from other caps. Unlike a baseball cap (which has a flat brim and structured crown), a newsboy hat features a soft, rounded crown with a small brim that’s usually turned up all the way around. It’s typically made from fabric like wool, cotton, or tweed, and often has a button on top (called a “top button”) and a band around the base of the crown.

Historically, the newsboy hat gained popularity in the late 19th and early 20th centuries, worn by newspaper boys (hence the name) and working-class men in Europe and North America. Today, it’s a unisex accessory loved for its nostalgic vibe and ability to add texture to any look. A key detail: quality newsboy hats have a “quilted” or “panelled” crown—usually 8 panels stitched together—which gives them their signature shape. For example, a classic wool newsboy hat from brands like Stetson or Brixton will have this 8-panel design, ensuring it holds its shape without feeling stiff.

One of the biggest myths about newsboy hats is that they only suit certain face shapes—but that’s not true. With the right fit and style, anyone can pull one off. Here’s a quick breakdown to help you match the hat to your face shape:

I once helped a friend with a square face shop for a newsboy hat. At first, he tried a stiff, wide-brim style that made his jaw look even sharper. But when we switched to a soft cotton newsboy hat with a slightly rounded brim, it instantly softened his features—he ended up buying two!

The newsboy hat’s greatest strength is its versatility. Here’s how to style it for common events, with practical examples:

For a laid-back look, pair a cotton or linen newsboy hat with a simple t-shirt, high-waisted jeans, and white sneakers. If it’s cooler, add a denim jacket or a chunky sweater. For women, a flowy sundress with a straw newsboy hat (great for summer) adds a playful, retro touch. I often wear this combo on weekends—last month, I got three compliments on my outfit while grabbing coffee!

If your workplace has a business-casual dress code, a wool or tweed newsboy hat works perfectly. Pair it with a tailored blazer, a button-down shirt, and chinos (for men) or a midi skirt (for women). Avoid overly bright colors—stick to neutral tones like black, gray, or camel to keep the look professional. A colleague of mine started wearing a camel tweed newsboy hat to work, and it quickly became her signature accessory—her boss even mentioned how put-together it made her look!

For dressier occasions, opt for a newsboy hat made from luxurious materials like velvet or silk. Men can pair it with a tailored suit in a complementary color (e.g., a black velvet hat with a navy suit), while women can wear it with a midi dress or a jumpsuit. Just make sure the hat doesn’t overshadow your outfit—keep the rest of your look sleek and simple. At a friend’s autumn wedding last year, I saw a guest wear a burgundy velvet newsboy hat with a black midi dress, and it was one of the most stylish outfits there.

Not all newsboy hats are created equal. Here’s what to look for to ensure you get a quality hat that lasts:

The hat should sit comfortably on your head—snug but not tight. To find your size, measure the circumference of your head just above your ears (use a soft tape measure). Most brands offer sizes from 55cm to 59cm (small to large), but some have adjustable bands (hidden inside the hat) for a better fit. If you’re between sizes, go for the larger one—you can always add a hat liner to make it smaller.

You don’t need to spend a fortune on a newsboy hat, but cheaper options (under \(20) often use low-quality materials that fade or lose shape quickly. Mid-range brands like Brixton (\)40–\(80) and Madewell (\)30–\(60) offer great quality for the price. For luxury options, brands like Gucci or Hermès make high-end newsboy hats (\)200+), but these are more of an investment. I’ve had a Brixton wool newsboy hat for three winters, and it still looks as good as new—worth every penny!

Even with the right hat, a few missteps can ruin your look. Here are the top mistakes to steer clear of:

Yes! Short hair (bob cuts, pixie cuts) pairs perfectly with newsboy hats. The hat adds volume to your look without hiding your hairstyle. For men with short hair, a newsboy hat adds a touch of personality to a simple haircut.

It depends on the material. Wool/tweed hats should be spot-cleaned with a damp cloth and mild soap—avoid washing them in water, as this can shrink the fabric. Cotton/linen hats can be hand-washed in cold water and laid flat to dry. Straw hats should only be wiped with a dry cloth to prevent water damage.

Absolutely! Newsboy hats have been a staple in fashion for years, and they show no signs of going out of style. In fact, many fashion brands (like Zara and Mango) have released new newsboy hat styles for 2025, including bold colors and mixed materials (e.g., leather-trimmed cotton).

Yes—most newsboy hats are unisex. The only difference might be in sizing (some brands offer “women’s” sizes that are slightly smaller), but for the most part, you can shop for the same styles regardless of gender. It’s all about how you style the hat to fit your personal look.