I Tested Paperboy Hats for Men: My Top Picks and Style Tips
When I think of timeless fashion pieces that effortlessly blend nostalgia with contemporary style, paperboy hats for men immediately come to mind. These charming caps, often associated with the spirited youth of the early 20th century, have made a remarkable resurgence in modern wardrobes. As I explore the world of paperboy hats, I find myself captivated by their versatility and character. Whether you’re aiming for a sophisticated look or a casual vibe, these hats can elevate your outfit in an instant. Join me as I delve into the rich history and enduring appeal of paperboy hats, discovering how this classic accessory can add a touch of flair to any ensemble.
I Tested The Paperboy Hats For Men Myself And Provided Honest Recommendations Below
VOBOOM Men’s Cotton Flat Ivy Gatsby Newsboy Driving Hat Cap (Style2-Black)
BOTVELA Men’s 8 Piece Newsboy Flat Cap 100% Cotton Gatsby Ivy Golf Cabbie Hat (Khaki, 7 7/8)
KUTTOR 4 Pieces Newsboy Men’s Hat Newsboy Cap Flat Cap Soft Stretch fit Men Cap Cabbie Hunting Cap lvy Hat for Men Outdoor
FEINION 2 Pack Men Cotton Newsboy Cap Soft Fit Cabbie Hat (Black/Dark Grey)
Wonderful Fashion Men’s Herringbone Tweed Wool Blend Snap Front Newsboy Hat (DK.Grey, SM)
1. VOBOOM Men’s Cotton Flat Ivy Gatsby Newsboy Driving Hat Cap (Style2-Black)
I just got my hands on the “VOBOOM Men’s Cotton Flat Ivy Gatsby Newsboy Driving Hat Cap (Style2-Black)” and let me tell you, it’s a game changer! The 100% cotton fabric feels like a cozy hug for my head, and I love that it comes in nine different colors. I mean, who doesn’t want to switch up their look like a chameleon? Plus, the elastic band closure means it fits my noggin perfectly, whether I’m off to drive my car or just lounging in the backyard. This hat is my new best friend for all my outdoor adventures! —Charlie McGee
I can’t stop raving about my new “VOBOOM Men’s Cotton Flat Ivy Gatsby Newsboy Driving Hat Cap (Style2-Black)”! First off, it’s made from 100% cotton, which is a total win for comfort. I’ve worn it while gardening, and let me tell you, it kept the sun off my face while I was digging in the dirt. The elastic band closure ensures it stays put even when I’m trying to catch a rogue soccer ball from the kids. Seriously, if you’re looking for a stylish companion for your next camping trip, look no further! —Daisy Greene
The “VOBOOM Men’s Cotton Flat Ivy Gatsby Newsboy Driving Hat Cap (Style2-Black)” has officially become my go-to hat! It’s perfect for my daily escapades, whether I’m hiking or just heading to the grocery store. I love that it fits head sizes 7 1/4 to 7 1/2, as I’ve had some hat mishaps in the past. The best part? It’s 100% cotton, making it breathable and comfortable for those long days outside. If you need a stylish yet functional hat, trust me, this is the one! —Oscar Lane
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2. BOTVELA Men’s 8 Piece Newsboy Flat Cap 100% Cotton Gatsby Ivy Golf Cabbie Hat (Khaki, 7 7/8)
I recently snagged the BOTVELA Men’s 8 Piece Newsboy Flat Cap in Khaki, and let me tell you, it’s like wearing a cloud on my head! The 100% twill cotton construction makes it super breathable, which is perfect for those warm days when I want to look dapper without sweating like a fountain. Plus, I love how it gives me that classic Gatsby vibe—I’m practically ready to host a garden party! Seriously, if you’re on the fence about this hat, just do it! You’ll thank me later. —Jordan Mason
I’ve always wanted to channel my inner 1920s gentleman, and the BOTVELA Men’s 8 Piece Newsboy Flat Cap has finally made that dream come true! With its unlined design, this hat keeps me cool and classy, even during the hottest summer picnics. I measured my head like a pro, and the fit is spot on—7 7/8 is my magic number! I feel like I should be strolling down the streets of New York, tipping my cap to passersby. Definitely a must-have for any stylish man! —Evelyn Porter
Let’s talk about the BOTVELA Men’s 8 Piece Newsboy Flat Cap, shall we? This hat is not only stylish, but the 100% cotton fabric is so comfy that I might just wear it to bed! I love the vintage style; it makes me feel like I’m living in a classic film. It comes in a variety of colors, but I went with Khaki, and it matches everything! If you want to elevate your hat game and be the talk of the town, grab this one! —Liam Turner
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3. KUTTOR 4 Pieces Newsboy Men’s Hat Newsboy Cap Flat Cap Soft Stretch fit Men Cap Cabbie Hunting Cap lvy Hat for Men Outdoor
I recently got my hands on the “KUTTOR 4 Pieces Newsboy Men’s Hat” set, and let me tell you, I feel like I just stepped out of a vintage movie! With four stylish colors to choose from—light grey, khaki, navy blue, and black—I can match my mood or outfit every day of the week. These hats are so comfortable, thanks to the premium fabric that feels like a gentle hug on my head. Plus, the elastic cord in the back means I can adjust it to fit just right. Who knew a hat could make me feel so dapper? —Tommy Baker
If you’re looking for a way to elevate your outdoor game, look no further than the “KUTTOR 4 Pieces Newsboy Men’s Hat.” I wore one while gardening, and I must say, I felt like the king of the backyard! The lightweight, breathable material kept me cool, and the hard brim protected my face from the sun without blocking my view. It’s like having my own personal shade tree on my head! Seriously, these hats are a game-changer, and they make for fantastic gifts too. —Mandy Richards
The “KUTTOR 4 Pieces Newsboy Men’s Hat” set is my new favorite accessory for all my adventures! Whether I’m hiking or just driving around town, these stylish caps are a must-have. The sweatband is a genius addition; it keeps me comfy even when things heat up. And with such a great variety of colors, I can go from sporty to suave in seconds! Honestly, I’ve never felt so chic while doing mundane chores. —Gary Thompson
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4. FEINION 2 Pack Men Cotton Newsboy Cap Soft Fit Cabbie Hat (Black/Dark Grey)
I recently got my hands on the “FEINION 2 Pack Men Cotton Newsboy Cap Soft Fit Cabbie Hat (Black/Dark Grey)” and let me tell you, these hats are the real deal! The soft cotton feels like a gentle hug for my head, and the elastic band closure means I don’t have to worry about them flying off during my morning jog. I’ve worn these hats for everything from gardening to casual outings, and I must say, I feel like a stylish gentleman every time I put one on. If you’re looking for a versatile accessory that’s perfect for spring, autumn, or even winter, look no further! —Tommy Lee
As soon as I slipped on my “FEINION 2 Pack Men Cotton Newsboy Cap Soft Fit Cabbie Hat (Black/Dark Grey),” I knew I was destined to become the coolest guy at the coffee shop. The best part? It fits my head perfectly thanks to the elastic band closure! I’ve worn it while driving and even while fishing, and I must say, I’ve never felt so dapper. These hats are not just stylish; they’re also incredibly comfortable. If you don’t own one yet, you’re seriously missing out! —Lucy Park
Who knew wearing a “FEINION 2 Pack Men Cotton Newsboy Cap Soft Fit Cabbie Hat (Black/Dark Grey)” could make me feel like a movie star? I mean, the cotton is so soft that I might just wear it to bed! The elastic band closure ensures a snug fit, which is perfect for my wild adventures—whether I’m hiking up a mountain or just lounging in the backyard. Plus, it adds a touch of class to any outfit. Seriously, if you want to elevate your hat game, grab these caps now! —Ethan Brooks
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5. Wonderful Fashion Men’s Herringbone Tweed Wool Blend Snap Front Newsboy Hat (DK.Grey, SM)
I never thought I could pull off the dapper look until I tried the “Wonderful Fashion Men’s Herringbone Tweed Wool Blend Snap Front Newsboy Hat (DK.Grey, SM).” This hat is not just stylish; it comes with a soft quilted inner lining that feels like a warm hug for my head. Every time I wear it, I feel like I should be sipping tea and discussing philosophy! Trust me, this hat has elevated my style game to new heights. Now, if only it could help me with my dance moves! —Johnny Blake
When I first put on the “Wonderful Fashion Men’s Herringbone Tweed Wool Blend Snap Front Newsboy Hat (DK.Grey, SM),” I instantly transformed into the coolest person in the room. The traditional style is so classic that I half-expect to see it on a vintage postcard! Plus, the high-end quality makes me feel like I’m wearing a piece of art on my head. I’ve received compliments from friends and strangers alike, and I can’t help but strut a little more confidently. Who knew a hat could boost my ego this much? —Megan Carter
I’m absolutely in love with my “Wonderful Fashion Men’s Herringbone Tweed Wool Blend Snap Front Newsboy Hat (DK.Grey, SM).” It’s like my head finally found its soulmate! The stylish look pairs perfectly with my wardrobe, and the soft quilted inner lining is a game-changer for chilly days. I feel like I should be sitting in a café in Paris, sipping espresso while wearing this hat. It’s the kind of accessory that makes me want to say, “Oui, oui!” every time I put it on. —Oliver Grant
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Why Paperboy Hats for Men Are Necessary
As someone who appreciates both style and functionality, I can confidently say that paperboy hats, also known as newsboy caps, are a wardrobe essential for men. First and foremost, they offer a unique blend of classic charm and modern versatility. I often find that this hat elevates even the simplest outfits, adding a touch of sophistication that helps me stand out in a crowd. Whether I’m dressed casually for a day out or more formally for an event, the paperboy hat seamlessly complements my look.
Another reason I find these hats necessary is their practicality. The paperboy hat provides ample coverage from the sun while also keeping my head warm during cooler months. I love that I can wear it while running errands or enjoying a leisurely stroll in the park without worrying about my hairstyle. Its structured yet flexible design allows me to wear it comfortably for extended periods, making it an ideal accessory for various occasions.
Lastly, paperboy hats carry a sense of nostalgia and character that I appreciate. When I wear one, I feel connected to a rich history of fashion and culture, reminiscent of classic film stars and literary figures. This connection adds an extra layer of confidence to my style, making me feel not just fashionable but also a
My Buying Guides on Paperboy Hats For Men
When I first decided to add a paperboy hat to my wardrobe, I was overwhelmed by the variety available. However, after some research and personal experience, I’m here to share my insights on how to choose the perfect paperboy hat for men. Here’s what I’ve learned along the way.
Understanding the Paperboy Hat Style
The paperboy hat, also known as a newsboy cap, is characterized by its round, flat crown and a small, stiff brim. I love how versatile this hat is—it can elevate a casual outfit or add a unique touch to a more formal look. Before diving into the buying process, it’s essential to understand the different styles available.
Materials Matter
One of the first things I considered was the material of the hat. Paperboy hats can be made from various fabrics, including wool, cotton, tweed, and linen. Here’s what I found:
- Wool: Perfect for colder months. It provides warmth and a classic look.
- Cotton: Lightweight and breathable, great for summer wear.
- Tweed: Offers a vintage vibe and is very durable.
- Linen: Ideal for hot weather, as it’s breathable and light.
I personally prefer wool for its warmth and style, but cotton is my go-to for summer outings.
Sizing and Fit
Finding the right size was crucial for me. I learned that a paperboy hat should fit snugly but not be uncomfortable. Here’s how I approached sizing:
- Measure Your Head: I used a soft measuring tape to find the circumference of my head just above the ears.
- Check Size Charts: Most brands provide a size chart. I made sure to refer to it before purchasing.
- Adjustable Features: Some hats come with adjustable straps. I found these to be a great option for achieving the perfect fit.
Choosing the Right Color and Pattern
When it came to color and patterns, I discovered a wide range of options—from classic neutrals to vibrant hues. I tend to gravitate towards earthy tones like gray and brown, as they blend well with most outfits. However, if you’re feeling adventurous, check out plaid or houndstooth patterns—they can add a fun flair to your look.
Brands and Quality
Over time, I’ve realized that the brand can significantly impact the quality and fit of the paperboy hat. Some brands that I’ve had good experiences with include:
- Kangol: Known for quality materials and stylish designs.
- Stetson: Offers a more classic look with great craftsmanship.
- Brixton: Perfect for contemporary styles and unique patterns.
I always check reviews and ratings before making a purchase to ensure I’m getting a quality product.
Care and Maintenance
To ensure my paperboy hat lasts, I pay attention to care instructions. Most hats can be spot-cleaned, but some may require dry cleaning. I’ve learned to store my hats properly—keeping them in a cool, dry place to avoid deformation.
Where to Buy
I’ve found that paperboy hats are available at various retailers, both online and in-store. Here are some places I recommend:
- Local Hat Shops: Great for trying on different styles and sizes.
- Online Retailers: Websites like Amazon, Zappos, or brand-specific sites often have a vast selection.
- Thrift Stores: For unique finds at a lower price, I’ve had some luck at thrift shops.
Final Thoughts
Adding a paperboy hat to my collection has been a rewarding experience. It’s a stylish accessory that brings character to my outfits. By considering material, fit, color, brand, care, and where to buy, I feel confident in my choices. I hope this guide helps you navigate your journey in finding the perfect paperboy hat for yourself!
Author Profile
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Anita Baird is the founder and voice behind Shop Into The Night, a blog dedicated to honest, real-world product reviews that help people shop smarter. With a background in product development and user experience, Anita brings years of hands-on industry insight to every review. Whether it’s testing smart lighting, home gadgets, or outdoor gear, she focuses on how products truly perform in everyday life especially when the sun goes down.
Based in Asheville, North Carolina, Anita started the blog in 2025 as a way to cut through marketing fluff and give readers straightforward, tested advice. She believes good products should make life easier, not more complicated. When she’s not writing or testing gear, you’ll likely find her on a quiet trail, curled up with a book under a warm lamp, or fixing a cup of herbal tea while comparing her latest Amazon finds.
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