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!
The brand August Hat Company has quite a few beautiful Derby hats in a wide array of colors and styles!
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!
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.
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.
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!
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.
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!
Greetings from… Churchill Downs!
Statement hats are all the rage these days! This fun “hello summer” floppy straw hat is only $25!
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.
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!
This classy broad brim fedora will look phenomenal with your favorite midi length or maxi dress at the Derby or at brunch!
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.
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! 🙂
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!