Our Favorite Kentucky Hat for the 2024 Races

a woman in a black and white hat next to a bouquet of roses
20 Best Kentucky Derby HatsAndy Lyons


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The Kentucky Derby is home to so many of our favorite Southern traditions: the mint juleps, the infield parties, and, of course, all those over-the-top hats. There are times when you might want your outfit to err on the side of subtle, but the Kentucky Derby is not that time. At Churchill Downs, the more ornate the better when it comes to guest's dress, and this couldn't be more true for their hats.

Often called fascinators, the two words aren't necessarily interchangeable. A fascinator sits on only one side of the head and is usually attached using a headband or hairpins. A formal hat sits on the head completely on its own and covers the entirety. Both are 100% acceptable at Churchill Downs and it's totally up to you which you would prefer. While fascinators can lean a bit more elegant (they are the choice of the royals, after all), but wide-brim hats provide more sun protection, which can be essential on those Kentucky afternoons. Whether you're making your way to the Downs this year or headed to a local Derby party, you're sure to be one of the best dressed there with one of these choices.

Women's Organza Fascinator

Red is the official color of the Kentucky Derby, also known as, "The Run of the Roses". This red fascinator will make a statement and pay homage to the history of the Kentucky race.

<p><a href="https://www.amazon.com/dp/B07DMDJZ5Z?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10050.g.19704466%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Women's Organza Fascinator </p><p>amazon.com</p><p>$19.99</p><span class="copyright">Haojing</span>

Asymmetric Disc Headband Fascinator

Pink is a huge color at the Kentucky Derby as it's the official color of the Kentucky Oaks, the race for 3-year old fillies, female horses, that is held each year on the eve of the Derby. This elegant fascinator is the perfect medium for those torn between a headband and traditional hat.

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.karenmillen.com%2Fus%2Fasymmetric-disc-headband-fascinator%2FBKK04668-6.html&sref=https%3A%2F%2Fwww.countryliving.com%2Fshopping%2Fg19704466%2Fkentucky-derby-hats%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Asymmetric Disc Headband Fascinator</p><p>karenmillen.com</p><p>$144.50</p><span class="copyright">Karen Millen</span>

Vineyard Vines Fascinator Sun Hat

Though this looks like a timeless hat, it's a fascinator for easy, all day wear. We love the vintage feel and classic design of this one. It's going to be perfect for this year's 150th anniversary!

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.vineyardvines.com%2Fproduct%2Fwomens-headwear%2Fkd24-fascinator-sun-hat%2F2F001572.html&sref=https%3A%2F%2Fwww.countryliving.com%2Fshopping%2Fg19704466%2Fkentucky-derby-hats%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Vineyard Vines Fascinator Sun Hat</p><p>vineyardvines.com</p><p>$118.00</p><span class="copyright">Vineyard Vines </span>

Flowers and Feather Net Fascinators Headpiece

The details on this one are incredible! From the plucky green leaves to the ribbon trim, there is so much to take in on this hat.

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.lightinthebox.com%2Fp%2Ffeather-net-fascinators-headpiece-with-feather-floral-flower-1pc-wedding-special-occasion-headpiece_p6894543.html&sref=https%3A%2F%2Fwww.countryliving.com%2Fshopping%2Fg19704466%2Fkentucky-derby-hats%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Flowers and Feather Net Fascinators Headpiece </p><p>lightinthebox.com</p><p>$19.49</p><span class="copyright">Light in the Box</span>

Bow Detail Headband Fascinator

If it's your first time at the Derby and you're not committed to a big hat yet, a simple headband fascinator like this may be the perfect fit!

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.karenmillen.com%2Fus%2Fbow-detail-headband-fascinator%2FBKK16878.html&sref=https%3A%2F%2Fwww.countryliving.com%2Fshopping%2Fg19704466%2Fkentucky-derby-hats%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Bow Detail Headband Fascinator</p><p>karenmillen.com</p><p>$79.90</p><span class="copyright">Karen Millen</span>

Lightweight Kentucky Derby Hat

Give a colorful look at Churchill Downs with this lightweight hat! It has enough details to turn heads but not so many that you're tired of wearing it after an hour.

<p><a href="https://www.amazon.com/dp/B00VKGU9H2?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10050.g.19704466%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Lightweight Kentucky Derby Hat </p><p>amazon.com</p><p>$29.88</p><span class="copyright">HISSHE Store</span>

Collection 18 Striped Brim Hat

There's something about stripes that always feel chic. This hat fits the bill for a perfectly put together look and will shade you from some of that Kentucky sun.

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.dillards.com%2Fp%2Fcollection-18-striped-brim-dress-hat%2F518032358&sref=https%3A%2F%2Fwww.countryliving.com%2Fshopping%2Fg19704466%2Fkentucky-derby-hats%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Collection 18 Striped Brim Hat</p><p>dillards.com</p><p>$118.00</p><span class="copyright">Collection 18 </span>

Kentucky Derby Grosgrain Straw Boater Hat

It's not all about the ladies' hats, men get in on the fun every year! This straw hat is a great accessory for any gentleman hitting the races.

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.vineyardvines.com%2Fproduct%2Fmens-headwear%2Fkd-multi-stripe-grosgrain-band-straw-boater%2F1F002546.html&sref=https%3A%2F%2Fwww.countryliving.com%2Fshopping%2Fg19704466%2Fkentucky-derby-hats%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Kentucky Derby Grosgrain Straw Boater Hat</p><p>vineyardvines.com</p><p>$118.00</p><span class="copyright">Vineyard Vines </span>

Feather Detail Fascinator

If you're looking for a little glamour and want to add a statement piece to your outfit, this fascinator is it! The floral and feather detail on top adds a feminine touch we love.

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.karenmillen.com%2Fus%2Ffeather-detail-fascinator%2FBKK04697.html&sref=https%3A%2F%2Fwww.countryliving.com%2Fshopping%2Fg19704466%2Fkentucky-derby-hats%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Feather Detail Fascinator</p><p>karenmillen.com</p><p>$188.70</p><span class="copyright">Karen Millen</span>

Orange and Pink Feather Fascinator

The Derby is about going all out! From fancy to drinks to fancy looks, this fascinator is an easy way to stand out in the crowd. Instead of a headband, it's designed with a hair clip/comb to help secure it in place.

<p><a href="https://www.amazon.com/dp/B07PZ4F7TV?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10050.g.19704466%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Orange and Pink Feather Fascinator</p><p>amazon.com</p><p>$29.99</p><span class="copyright">Vimaro </span>

Magnolia Fascinator

How stunning is this?! Magnolias are one of the south's favorite flowers and we think any southern belle will look amazing in this fascinator. You can also get two-day shipping on this one!

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.etsy.com%2Flisting%2F1509327072%2Ftea-party-hat-magnolia-fascinator-hat&sref=https%3A%2F%2Fwww.countryliving.com%2Fshopping%2Fg19704466%2Fkentucky-derby-hats%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Magnolia Fascinator </p><p>etsy.com</p><p>$75.00</p><span class="copyright">Higgins Creek </span>

Fascinator with Alligator Clip and Ribbon

This handmade hat will turn heads at the Derby for a sophisticated look. The ribbon and feathers don't scream for attention but are a beautiful touch to an already classy fascinator.

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.etsy.com%2Flisting%2F1668721034%2Fwomens-fascinator-tea-party-hat-with&sref=https%3A%2F%2Fwww.countryliving.com%2Fshopping%2Fg19704466%2Fkentucky-derby-hats%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Fascinator with Alligator Clip and Ribbon</p><p>etsy.com</p><p>$27.99</p><span class="copyright">FlorisLinenStudio</span>

Flower Feather Fascinators Hat

A fascinator like this is elegant and classy, yet still ventures into the daring side with its size and shape. It comes in an array of colors as well so you can find the best one for your derby day look.

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.lightinthebox.com%2Fp%2Fnet-fascinators-headdress-headpiece-with-feather-flower-trim-1-piece-wedding-special-occasion-headpiece_p7511132.html&sref=https%3A%2F%2Fwww.countryliving.com%2Fshopping%2Fg19704466%2Fkentucky-derby-hats%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Flower Feather Fascinators Hat </p><p>lightinthebox.com</p><p>$19.99</p><span class="copyright">Light in the Box </span>

Organza Feather Clip Fascinator

On the flipside, if there's one time a year that you can go all out with your fashion statements, it's the Kentucky Derby. While feathers and bows might be a bit too much any other weekend out of the year, this one was made for the most show-stopping fascinators you can find.

<p><a href="https://www.amazon.com/dp/B07M76QP5S?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10050.g.19704466%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Organza Feather Clip Fascinator</p><p>amazon.com</p><p>$19.99</p><span class="copyright">Amazon</span>

Wide Brim Fascinator

There's something to be said for the woman who wears a classically elegant fascinator to the Derby, and it's definitely not that she's boring. Let your dress or jewelry steal the show and have this hat be the cherry on top of your stunning outfit.

<p><a href="https://www.amazon.com/dp/B0B56M3LS4?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10050.g.19704466%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Wide Brim Fascinator</p><p>amazon.com</p><p>$42.99</p><span class="copyright">Amazon</span>

Organza Derby Hat

Not all the wide-brim hats on the market are some form of straw. This organza option will let a gentle breeze flow through, perfect for those hot Kentucky afternoons.

<p><a href="https://www.amazon.com/dp/B06Y62485S?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10050.g.19704466%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Organza Derby Hat</p><p>amazon.com</p><p>$18.99</p><span class="copyright">Amazon</span>

Bowknot Straw Hat

If you'd rather splurge on your dress or jewelry than your hat but still want some coveted sun protection, then snag this inexpensive option on Amazon. It still provides plenty of shade and the adorable black bow adds a sophisticated touch that makes it perfect for the Derby.

<p><a href="https://www.amazon.com/dp/B07MPP2DPF?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10050.g.19704466%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Bowknot Straw Hat </p><p>amazon.com</p><p>$19.99</p><span class="copyright">Amazon</span>

Kentucky Derby Hat

Is there anything worse than splurging on the perfect dress and shoes only to remember last-minute that you totally forgot your hat? That's when this under $35 find comes in handy. No one will guess you got it on Amazon.

<p><a href="https://www.amazon.com/dp/B0B9BTMSLJ?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10050.g.19704466%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Kentucky Derby Hat </p><p>amazon.com</p><p>$32.99</p><span class="copyright">Amazon</span>

Kentucky Derby Fascinator

Why have a flower on your hat when your hat can be the flower itself? This classic rosette is larger than life in the best way.

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.etsy.com%2Flisting%2F597592678%2Feaster-mothers-day-kentucky-derby-bridal&sref=https%3A%2F%2Fwww.countryliving.com%2Fshopping%2Fg19704466%2Fkentucky-derby-hats%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Kentucky Derby Fascinator</p><p>etsy.com</p><p>$45.00</p><span class="copyright">Etsy</span>

Fascinator on a Headband

This fascinator brings so many classic elements to the table in the most elegant way: a rosette, wispy feathers, and a small veil. And all for under $15!

<p><a href="https://www.amazon.com/dp/B0755W4ZNC?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10050.g.19704466%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link rapid-noclick-resp">Shop Now</a></p><p>Fascinator on a Headband </p><p>amazon.com</p><p>$11.99</p><span class="copyright">Amazon</span>

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