The Best Kentucky Derby Hats and Fascinators

Like many of you, I’ve long been a fan of the Kentucky Derby. It’s one of my favorite sporting/fashion events of the year. This year it’s taking place on Saturday, May 7th, which will be here before you know it. One thing is for sure, you definitely want to dress up for the occasion! You’ll want a gorgeous hat, dress, beautiful shoes and that’s just the beginning! You can never be overdressed for this special event. The Kentucky Derby is always super popular on the blog, and so I try to get started very early with my annual blog posts. A few weeks ago, I dished on the top Derby inspired party props and decor trends in time for the 148th annual run for the roses. Today, I’m excited to share the best Kentucky Derby hats and fascinators for women of all ages.

Without further adieu, here are a few trendy Kentucky Derby hats and fascinators you’ll adore! PS: Please be sure to check my and Kentucky Derby section for fun dresses that are perfect for the annual run for the roses!

 

The Best Kentucky Derby Hats and Fascinators In Time For The Run For the Roses

Fancy Kentucky Derby hats you’ll love!

I love this fancy and affordable Kentucky Derby hat! It comes in three different color and is perfect for Derby inspired events too!

NORDSTROM Asymmetrical Sinamay Derby Hat Navy Combo kentucky derby hats
NORDSTROM Asymmetrical Sinamay Derby Hat Navy Combo

 

 

NORDSTROM Asymmetrical Sinamay Derby Hat Ivory kentucky derby hats
NORDSTROM Asymmetrical Sinamay Derby Hat Ivory

 

 

NORDSTROM Asymmetrical Sinamay Derby Hat Pink Light kentucky derby hats
NORDSTROM Asymmetrical Sinamay Derby Hat Pink Light

 

 

NORDSTROM Sinamay Derby Hat Ivory Combo kentucky derby hats
NORDSTROM Sinamay Derby Hat Ivory Combo

 

 

NORDSTROM Sinamay Derby Hat Pink Light Combo kentucky derby hats
NORDSTROM Sinamay Derby Hat Pink Light Combo

 

 

NORDSTROM Sinamay Bow Derby Hat Black Combo kentucky derby hats
NORDSTROM Sinamay Bow Derby Hat Black Combo

 

 

NORDSTROM Feathered Sinamay Hat Pink Medium kentucky derby hats
NORDSTROM Feathered Sinamay Hat Pink Medium

 

 

The brand August Hat Company has quite a few beautiful Derby hats in a wide array of colors and styles!

AUGUST HAT Dahlia Hat Peach Natural kentucky derby hats
AUGUST HAT Dahlia Hat Peach Natural

 

 

This beautiful June’s Young hat in pink and black is ideal for the Run for the Roses! It has incredible reviews, is beloved by many, and is only $35.99!

June's Young Women Race Hats Organza Hat with Ruffles Feathers
June’s Young Women Race Hats Organza Hat with Ruffles Feathers

 

 

This gorgeous wide brim hat is only $29.99 and has outstanding reviews! This Amazon fashion find is available in many different colors to compliment your outfit beautifully.

missmoon Womens Organza Wide Brim Kentucky Derby hat white
missmoon Womens Organza Wide Brim Kentucky Derby hat white

 

 

Elegant Dome Simamay Feathers Overlay Netted Derby Floppy 6" Brim Dress Hat Pink kentucky derby hats
Elegant Dome Simamay Feathers Overlay Netted Derby Floppy 6″ Brim Dress Hat Pink

 

 

Marzi Straw Rosette Dress Hat Navy Blue kentucky derby hats
Marzi Straw Rosette Dress Hat Navy Blue

 

 

Marzi Tiered Lightweight Derby Hat Black kentucky derby hats
Marzi Tiered Lightweight Derby Hat Black

 

 

Floppy Kentucky Derby hats

You can’t go wrong with a floppy straw hat! Not only will it be perfect for the Derby, but you will wear it time and time again all spring, summer, and into fall.

BP. Bow Band Floppy Straw Hat Natural Black kentucky derby hats saturday may 6 2017
BP. Bow Band Floppy Straw Hat Natural Black

 

 

 

Inverni Iris Straw Hat w/ Netting, Natural Black kentucky derby hats
Inverni Iris Straw Hat w/ Netting, Natural Black

 

 

 

I originally shared this post in 2017, and here we are in fall 2021 and this Rag & Bone hat is still as popular as ever! This is one that will look just as fab with a dress or jumpsuit as it will with jeans and a top or a sweater. This gorgeous hat is available in the classic colors black and in pecan. It’s a fashion essential for women of all ages!

RAG & BONE Floppy Brim Felted Wool Fedora Black kentucky derby hats
RAG & BONE Floppy Brim Felted Wool Fedora Black

 

 

 

This extremely popular, classy, and chic straw sun hat is available in eight colors! It is perfection and one that will dress up any outfit.

ERIC JAVITS 'Hampton' Straw Sun Hat Black kentucky derby hats
ERIC JAVITS ‘Hampton’ Straw Sun Hat Black

 

 

 

EMANUEL GERALDO Floppy Straw Hat Natural kentucky derby hats
EMANUEL GERALDO Floppy Straw Hat Natural

 

 

 

HINGE Zigzag Woven Sun Hat Black Combo kentucky derby hats
HINGE Zigzag Woven Sun Hat Black Combo

 

 

CASLON® Raw Edge Floppy Hat Ivory kentucky derby hats spring 2017
CASLON® Raw Edge Floppy Hat Ivory

 

 

My love is strong for this elegant Eric Javits oversized floppy straw hat! It is now available in the color peanut and is ideal for the spring and summer soiree seasons!

ERIC JAVITS Floppy Straw Hat Black kentucky derby hats
ERIC JAVITS Floppy Straw Hat Black

 

 

 

BP. Stripe Floppy Brim Straw Hat Natural kentucky derby hats
BP. Stripe Floppy Brim Straw Hat Natural

 

 

Greetings from… Churchill Downs!

EUGENIA KIM Greetings From Sequined Sun Hat Ivory kentucky derby hats
EUGENIA KIM Greetings From Sequined Sun Hat Ivory

 

 

 

Eugenia Kim Carmen Hat Ivory Natural Feather kentucky derby hats
Eugenia Kim Carmen Hat Ivory Natural Feather

 

 

 

Hat Attack Lampshade Hat Natural Navy kentucky derby hats
Hat Attack Lampshade Hat Natural Navy

 

 

 

Melissa Odabash Jemima Floppy Hat Beige kentucky derby hats
Melissa Odabash Jemima Hat Beige

 

 

 

Artesano Playa Crochet Hat Blue Steel Natural Knotted Cord Band kentucky derby hats
Artesano Playa Crochet Hat Blue Steel Natural Knotted Cord Band

 

 

 

Statement hats are all the rage these days! This fun “hello summer” floppy straw hat is only $25!

BP. Hello Summer Floppy Straw Hat Natural Summer kentucky derby hats
BP. Hello Summer Floppy Straw Hat Natural Summer

 

 

 

Eugenia Kim Sydney Oversized Sun Hat Navy Blue Pom Poms kentucky derby hats
Eugenia Kim Sydney Oversized Sun Hat Navy Blue Pom Poms

 

 

Must Have Fedora and Panama Style Derby Hats For Women

Fedora and Panama-style hats for women just in time for the Kentucky Derby! These hats would be perfect with a cute romper or trendy jumpsuit! First on my list is this packable fedora sun hat! I love everything about it, especially the contrasting ribbon. This hat will be a staple in your wardrobe all season long.

Eric Javits 'Classic' Squishee® Packable Fedora Sun Hat Cream Black kentucky derby hats
Eric Javits ‘Classic’ Squishee® Packable Fedora Sun Hat Cream Black

 

 

 

ERIC JAVITS 'Squishee® IV' Wide Brim Hat Bark kentucky derby hats
ERIC JAVITS ‘Squishee® IV’ Wide Brim Hat Bark

 

 

EUGENIA KIM Darling Straw Hat Color Natural with Black Crystals kentucky derby hats
EUGENIA KIM Darling Straw Hat Color Natural with Black Crystals

 

 

 

Kate Spade New York Sunhat with Pom-Poms Black kentucky derby hats
Kate Spade New York Sunhat with Pom-Poms Black

 

 

 

I have long been a fan of the Brixton Joanna Hat! I bought mine over two years ago. My mom loved my hat so much that she ordered one for herself. This is my favorite hat that I own! The hat is also available in felt, and I purchased it during the Nordstrom Anniversary Sale this past summer. I’m obsessed! It’s the most comfortable style ever. I highly recommend this hat!

BRIXTON Joanna Straw Hat Navy Khaki kentucky derby hats
BRIXTON Joanna Straw Hat Navy Khaki

 

 

 

HINGE Straw Boater Hat Natural kentucky derby hats fascinators
HINGE Straw Boater Hat Natural

 

 

 

This classy broad brim fedora will look phenomenal with your favorite midi length or maxi dress at the Derby or at brunch!

ERIC JAVITS 'Daphne' Broad Brim Fedora Natural Black kentucky derby hats
ERIC JAVITS ‘Daphne’ Broad Brim Fedora Natural Black

 

 

 

HALOGEN® Straw Panama Hat Natural kentucky derby hats
HALOGEN® Straw Panama Hat Natural

 

 

 

This white straw Panama fedora will look just as great with your distressed denim shorts and your favorite top as they will a maxi length floral print dress! It’s beyond fabulous and has been extremely popular for over four years.

RAG & BONE Straw Panama Hat White kentucky derby hats
RAG & BONE Straw Panama Hat White

 

 

 

Eric Javits Squishee® Straw Cap Natural kentucky derby
Eric Javits Squishee® Straw Cap

 

 

According to the official Kentucky Derby website, Kate Middleton is responsible for the rising popularity of fascinators! Don’t you just love them? I’m obsessed! They’re perfect for a weekend at Churchill Downs (or your bestie’s Derby shower/party). PS: Many of these fascinator headbands come in a variety of colors. Be sure to follow the links for details and additional colors! 🙂

NORDSTROM Sinamay Fascinator Headband Blue Combo kentucky derby hats and fascinators
NORDSTROM Sinamay Fascinator Headband Blue Combo

 

 

NORDSTROM Veil Fascinator Headband Teal Bright kentucky derby fascinators
NORDSTROM Veil Fascinator Headband Teal Bright

 

 

 

NORDSTROM Sinamay Fascinator Headband Pink Combo kentucky derby hats fascinators
NORDSTROM Sinamay Fascinator Headband Pink Combo

 

 

 

Nordstrom Floral Bouquet Fascinator Headband Ivory Pink Combo kentucky derby fascinators
Nordstrom Floral Bouquet Fascinator Headband Ivory Pink Combo

 

 

 

Nordstrom Border Fascinator Headband Black Combo kentucky derby fascinators
Nordstrom Border Fascinator Headband Black Combo

 

 

NORDSTROM Bow Fascinator Headband Pink Turquoise Combo kentucky derby fascinators
NORDSTROM Bow Fascinator Headband Pink Turquoise Combo

 

 

 

NORDSTROM Dot & Feather Fascinator Headband Black Pink Combo kentucky derby fascinators
NORDSTROM Dot & Feather Fascinator Headband Black Pink Combo

 

 

 

NORDSTROM Sinamay Fascinator Derby Hat Pink Combo kentucky derby hats
NORDSTROM Sinamay Fascinator Derby Hat Pink Combo

 

 

Amazon has quite a few gorgeous fascinators in a variety of styles, colors, and price ranges! I am a huge fan of fascinators, they are the perfect Derby accessory!

Gorgeous Devastator Ascot Derby Fascinator Hat - With Headband Lilac kentucky derby hats fascinators
Gorgeous Devastator Ascot Derby Fascinator Hat – With Headband Lilac

 

 

Kentucky Derby Fascinator Turquoise By HeadCandi
Kentucky Derby Fascinator Turquoise By HeadCandi

 

 

Discover even more gorgeous spring and summer fashion essentials for women of all ages in the Candie Anderson Style Section: https://candieanderson.com/style

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