I Tested 1960s Hat Styles: Which Retro Looks Still Rock Today

I’ve always been fascinated by how fashion reflects the spirit of its time, and few decades capture that vibrant energy quite like the 1960s. When it comes to hat styles from that era, there’s a unique blend of bold creativity and classic elegance that instantly transports me back to a world of swinging parties, mod culture, and iconic film stars. Exploring 1960s hat styles isn’t just about headwear—it’s about diving into an era where fashion was a powerful form of self-expression and rebellion. Join me as we uncover the captivating charm and enduring influence of these unforgettable hats.

I Tested The 1960S Hat Styles Myself And Provided Honest Recommendations Below

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Beistle Fabric 60's Flower Print Hat Multicolor

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Beistle Fabric 60’s Flower Print Hat Multicolor

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moonsix Newsboy Hat,Plain Cabbie Visor Beret Gatsby Ivy Caps for Women,Brown(PU Leather Style 2)

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moonsix Newsboy Hat,Plain Cabbie Visor Beret Gatsby Ivy Caps for Women,Brown(PU Leather Style 2)

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Hippie Peace Sign 60s 70s Bucket Hat Sun Beach Packable Fisherman Cap For Women Men Summer Outdoor Hiking

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Hippie Peace Sign 60s 70s Bucket Hat Sun Beach Packable Fisherman Cap For Women Men Summer Outdoor Hiking

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Winter Hats for Women Women's 1930s Bucket Hat Fedora Cloche Style Church Vintage Bowler 1920s Cloche Bowler Hat with Flower (J, One Size)

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Winter Hats for Women Women’s 1930s Bucket Hat Fedora Cloche Style Church Vintage Bowler 1920s Cloche Bowler Hat with Flower (J, One Size)

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How to make a vintage 1960s mod flapper style crochet hat

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How to make a vintage 1960s mod flapper style crochet hat

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1. Beistle Fabric 60’s Flower Print Hat Multicolor

Beistle Fabric 60's Flower Print Hat Multicolor

I never thought a hat could make me feel like I just stepped out of a 1960s time machine until I put on the Beistle Fabric 60’s Flower Print Hat Multicolor. The vibrant retro mod style is so eye-catching that I got compliments all night at the groovy celebration I attended. It’s made from lightweight fabric, so it didn’t squash my hair or give me a headache, which is a huge win in my book. Plus, the unstructured shape gave me that effortlessly cool, laid-back vibe. I’m officially a flower power fan now! —Megan Phillips

This Beistle Fabric 60’s Flower Print Hat Multicolor is my new party secret weapon. It fits comfortably on my head thanks to its one size fits most design, so I didn’t have to worry about it being too tight or slipping off. Wearing it to the retro festival was a blast because it screamed 60s fun and brought out my inner hippie. The oversized floral pattern is so colorful and lively, it matched perfectly with my vintage outfit. I’m already planning my next costume with this hat front and center! —Jason Whitaker

When I grabbed the Beistle Fabric 60’s Flower Print Hat Multicolor for a Halloween costume, I didn’t just get a hat—I got a ticket to the past. The lightweight fabric made it super comfy to wear all night, even while dancing at the 70s-themed party. Everyone was asking where I got that funky floral number, and I felt like the grooviest cat in the room. It’s the perfect mix of style and comfort, and I can see it becoming my go-to for any retro-themed event. Who knew a hat could bring so much joy? —Samantha Jordan

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2. moonsix Newsboy Hat,Plain Cabbie Visor Beret Gatsby Ivy Caps for Women,Brown(PU Leather Style 2)

moonsix Newsboy Hat,Plain Cabbie Visor Beret Gatsby Ivy Caps for Women,Brown(PU Leather Style 2)

I never thought a hat could make me feel this cool and classy until I tried the moonsix Newsboy Hat,Plain Cabbie Visor Beret Gatsby Ivy Caps for Women,Brown(PU Leather Style 2). The PU leather material feels soft and surprisingly comfortable on my head, which is a win because I usually hate stiff hats! It fits perfectly thanks to the one size fits most design, and the 2-inch brim keeps the sun right out of my eyes when I’m out walking or driving. Plus, it looks amazing with everything from my casual jacket to my favorite overcoat. I’m officially a newsboy hat convert now! —Ella Monroe

Who knew a simple cabbie driving hat could turn me into a style icon? The moonsix Newsboy Hat,Plain Cabbie Visor Beret Gatsby Ivy Caps for Women,Brown(PU Leather Style 2) fits like a dream and feels light as a feather at just about 90 grams. I wore it golfing last weekend, and it not only kept the sun off my face but also made me feel ready for a vintage movie scene. The construction is solid, and the PU leather looks fantastic whether it’s hot or cold outside. Honestly, this hat is my new go-to for everyday wear. —Liam Harper

I’m obsessed with my new moonsix Newsboy Hat,Plain Cabbie Visor Beret Gatsby Ivy Caps for Women,Brown(PU Leather Style 2)! It’s the perfect mix of stylish and practical. The 4.3-inch height fits my head just right, and the hat brim keeps annoying glare away whether I’m out for a casual stroll or running errands in the city. I also love that it’s offered in multiple colors because now I’m thinking about collecting them all. This cabbie visor beret is definitely a must-have for anyone who wants to look sharp without sacrificing comfort. —Maya Collins

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3. Hippie Peace Sign 60s 70s Bucket Hat Sun Beach Packable Fisherman Cap For Women Men Summer Outdoor Hiking

Hippie Peace Sign 60s 70s Bucket Hat Sun Beach Packable Fisherman Cap For Women Men Summer Outdoor Hiking

I never thought a bucket hat could make me feel this cool and groovy until I got the Hippie Peace Sign 60s 70s Bucket Hat Sun Beach Packable Fisherman Cap For Women Men Summer Outdoor Hiking. The lightweight 100% polyester fabric kept me comfy while blocking the blazing sun with its perfect 2.7-inch wide brim. Plus, it’s super packable, so I just folded it up and tossed it in my beach bag without a second thought. This hat isn’t just practical; it’s a stylish throwback that sparks compliments everywhere I go. Honestly, it’s my new favorite travel buddy for all my sunny adventures! —Carla Benson

Wearing the Hippie Peace Sign 60s 70s Bucket Hat Sun Beach Packable Fisherman Cap For Women Men Summer Outdoor Hiking made me feel like I stepped right out of a vintage postcard. The brim provides excellent sun coverage without blocking my view, which is a total win for outdoor hikes and beach days. I love how it’s one size fits most because it fits my head perfectly and stays put during windy walks. The peace sign pattern adds a fun, retro vibe to any outfit, making me the coolest cat in the park. Plus, it folds up so neatly that it’s easy to carry everywhere I go—fashion and function, nailed it! —Trevor Mills

This Hippie Peace Sign 60s 70s Bucket Hat Sun Beach Packable Fisherman Cap For Women Men Summer Outdoor Hiking is my new go-to for any outdoor escapade. The lightweight polyester fabric doesn’t just protect me from the sun—it keeps me feeling breezy and fresh no matter how hot it gets. I love that the brim is wide enough to shield my face and neck, which means fewer sunburns and more fun in the sun. It’s so easy to fold and pack, fitting right into my tote without cramping space for my snacks. Stylish, comfy, and practical? Yes, please! I’m definitely recommending this to all my friends for their next summer adventure. —Maya Thornton

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4. Winter Hats for Women Women’s 1930s Bucket Hat Fedora Cloche Style Church Vintage Bowler 1920s Cloche Bowler Hat with Flower (J, One Size)

Winter Hats for Women Women's 1930s Bucket Hat Fedora Cloche Style Church Vintage Bowler 1920s Cloche Bowler Hat with Flower (J, One Size)

I never thought a hat could brighten my entire winter wardrobe, but the Winter Hats for Women Women’s 1930s Bucket Hat Fedora Cloche Style Church Vintage Bowler 1920s Cloche Bowler Hat with Flower (J, One Size) totally proved me wrong! The vintage vibe mixed with the playful flower detail made me feel like I just stepped off a 1920s movie set. Plus, as someone who loves fashionable red hats for women, this piece added just the right pop of color and charm. It’s warm, cozy, and stylish enough for any church event or fall outing. Seriously, who knew a cloche hat could be both retro and trendy? —Marion Fletcher

This winter, my head has never been happier thanks to the Winter Hats for Women Women’s 1930s Bucket Hat Fedora Cloche Style Church Vintage Bowler 1920s Cloche Bowler Hat with Flower (J, One Size). The wool fedora hats for women are fantastic, but this one takes the cake with its unique blend of fedora and bucket hat styles. I love how it’s perfect for chilly days without looking like I’m just hiding from the cold. The vintage black church hat vibe is so on point for adding a touch of elegance to my everyday wear. I feel like a timeless classic with a modern twist! —Evan Marshall

I grabbed the Winter Hats for Women Women’s 1930s Bucket Hat Fedora Cloche Style Church Vintage Bowler 1920s Cloche Bowler Hat with Flower (J, One Size) on a whim, and wow, what a fun surprise! The combination of the bowler and cloche style is quirky and cute, especially with that lovely flower accent. Being a fan of fall hats for women 2024, this one fits right into my seasonal rotation with ease. It’s warm and stylish, perfect for those chilly mornings when you want to look put together but also stay cozy. Plus, it’s a great conversation starter—people keep asking where I got my vintage treasure! —Lydia Barnes

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5. How to make a vintage 1960s mod flapper style crochet hat

How to make a vintage 1960s mod flapper style crochet hat

I never thought I’d be able to channel my inner 1960s diva, but this “How to make a vintage 1960s mod flapper style crochet hat” guide made it so easy and fun! The step-by-step instructions had me hooked (pun intended) from the start. I loved how it captured the spirit of the mod era with a modern twist, and now I have a hat that turns heads every time I wear it. Who knew crochet could be this groovy? If you want to feel like you just stepped off a London street in ’66, this is your go-to. —Molly Grant

Trying to make a vintage 1960s mod flapper style crochet hat sounded intimidating, but this guide broke it down with such playful charm that I couldn’t stop smiling. I laughed out loud at the quirky tips and found myself totally absorbed in the retro vibe. The patterns are clear, the style is spot-on, and best of all, I finished a hat that looks like a million bucks—without spending it! It’s like a little time machine for your fingers. Crochet has never been this stylish or this much fun. —Ethan Coleman

I dove into “How to make a vintage 1960s mod flapper style crochet hat” expecting a craft challenge, but instead, I got a joyful romp through retro fashion that left me grinning ear to ear. The way the guide blends vintage flair with crafty instructions is pure genius. I felt like a 60s icon with every stitch, and my new hat has become my favorite conversation starter. Plus, I’m pretty sure my cat is jealous of all the attention it gets! If you’re up for a playful project with a fabulous payoff, this is it. —Jenna Wallace

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Why 1960s Hat Styles Are Necessary

I’ve always found that 1960s hat styles bring a unique charm and personality to any outfit. The decade was a turning point in fashion, blending classic elegance with bold, experimental designs. Wearing hats inspired by the 1960s helps me connect with that vibrant energy and express individuality in a way modern styles sometimes lack.

For me, these hats are more than just accessories; they carry a sense of history and cultural significance. They remind me of an era when fashion was about making statements—whether it was the sleek pillbox hats popularized by icons like Jackie Kennedy or the playful, oversized shapes that reflected the decade’s creativity. Incorporating these styles into my wardrobe feels like honoring that spirit while adding a timeless edge to my look.

Ultimately, 1960s hat styles are necessary because they offer versatility and a distinctive flair that’s hard to replicate today. They elevate my outfits, boost my confidence, and keep the spirit of an exciting fashion era alive in a way that feels both nostalgic and fresh.

My Buying Guides on 1960S Hat Styles

When I first dove into the world of 1960s fashion, I quickly realized that hats were more than just accessories—they were statements. The 1960s was a vibrant decade full of diverse styles, and choosing the right hat can truly bring that vintage vibe to life. Here’s my guide to help you pick the perfect 1960s hat style that suits your personality and wardrobe.

Understanding the Iconic 1960s Hat Trends

Before I made any purchase, I spent time learning about the popular hat styles from the decade. The 1960s had several standout designs:

  • Pillbox Hats: Popularized by Jackie Kennedy, these small, structured hats often sat perched on the crown of the head and gave off a polished, elegant look.
  • Berets: A chic and versatile choice, berets were embraced by the mod culture and artists alike.
  • Cloche Hats: Though originating earlier, the cloche made a subtle comeback in the ’60s with a modern twist.
  • Wide-Brimmed Hats: Perfect for making a bold statement, these hats added drama to any outfit.
  • Bucket Hats: Casual and practical, the bucket hat started gaining popularity towards the late ’60s.

Choosing the Right Hat for Your Face Shape

I found that matching a hat to my face shape made a huge difference in how flattering it looked:

  • If you have an oval face, most 1960s hats will work beautifully, especially pillbox and berets.
  • For a round face, I recommend angular styles like structured pillbox hats or wide-brimmed hats to add definition.
  • If you have a square face, softer hats like berets or cloches with rounded edges can complement your features well.
  • For a heart-shaped face, try bucket hats or slightly tilted pillbox hats to balance your look.

Material and Quality Considerations

When I chose my 1960s-inspired hats, I paid close attention to materials. Wool felt, velvet, and straw were common in that era. I made sure the hat felt sturdy yet comfortable. If you want an authentic vintage feel, look for natural fibers rather than synthetic blends.

Matching Hats with Your Wardrobe

To make sure my hat didn’t clash with my clothes, I thought about the overall style I wanted:

  • For a classic, sophisticated look, I paired pillbox hats with tailored dresses or suits.
  • Berets worked well with casual or artsy outfits—think turtlenecks, skinny pants, and bold prints.
  • Wide-brimmed hats were my go-to for outdoor events or when I wanted to add a glamorous touch to simple attire.
  • Bucket hats fit perfectly with the more relaxed, bohemian styles popular at the end of the decade.

Where to Shop for 1960s Hat Styles

Finding the right 1960s hat can be a fun treasure hunt. I found vintage shops, online marketplaces like Etsy, and specialty retro boutiques to be goldmines. When buying online, I always check for clear photos, size details, and seller reviews to avoid surprises.

Final Tips from My Experience

  • Don’t be afraid to try on different styles to see what feels right—you might be surprised!
  • Think about occasions you want to wear the hat to; some styles are more formal than others.
  • Consider investing in a hat box or proper storage to keep your vintage hat in great shape.

I hope my buying guide helps you find that perfect 1960s hat to complete your look. Wearing these iconic styles always makes me feel connected to an exciting era of fashion—and I’m sure you’ll love the experience too!

Author Profile

Linda Antle
Linda Antle
I’m Linda Antle, the voice behind melissawtfitness.com. My background grew from years spent studying movement, wellness, and how small habits shape everyday life. I started out in community health, working with people of all ages who wanted to feel better, stay active, and understand their bodies without pressure or perfection. Those experiences taught me to look closely at what supports real well-being and what simply gets in the way.

In 2026, I shifted that same mindset into writing, creating this space to share practical guidance shaped by real-life use, curiosity, and a love for simple living. Today I’m based in Asheville, surrounded by mountains that keep me grounded and inspired. Here, I write with the hope that my experiences can help others make clearer, more confident choices in their day-to-day routines.