The 147th Kentucky Derby Fashion: It is Not Just About the Horses

Saturday, May 7th 2016 was the 147th run of the Kentucky Derby.  It is an annual horse race that takes place at Churchill Downs in Louisville Kentucky and has been named by some as, “The Most Exciting Two Minutes in Sports.”  Since 1875, thoroughbred horses have competed for a substantial money purse, but the Kentucky Derby is just as much about the fashion, as it is the race.  Brightly colored outfits and fanciful hats abound at Churchill Downs, as well as “Derby Parties” around the globe.

kentucky derby fashion 2016
This year at the Kentucky Derby, citrus-y bright fabrics were all the rage.  For example, this man is sporting some orange sherbet trousers, a petal pink tie, and a simulated rosebud pocket square.  He manages to tone it down with the monochromatic white button-down and sports coat.  His date is the perfect accompaniment to his bright attire, with her grey and navy geometric skinny skirt, plain white cropped tank, and of course her wide-brimmed hat that has a flowing navy fabric bow.

daddy daughter duo derby

One adorable daddy/daughter duo at the 147th running of the Kentucky Derby was Anna Nicole Smith’s daughter Dannielyn and her father Larry Birkhead.  Dannielyn’s mint green dress and Larry’s matching sports coat was the essence of the popular derby drink “Mint Julep”.  The embellishment of pink flowers draping down on Dannielyn’s dress and in her up-doo was reminiscent of the blanket of flowers that is draped across the winning horse.  Daddy Larry picked up the pink in his button-down, bow-tie, and pocket square.

GTY_kendra_wilkinson_hank_baskett_kentucky derby

Last, but not least, Hank Bassett and Kendra Wilkins show how black and blue can be a winning combination.  Hank looks all “summery” in his column of white, which is accented by his slate blue sports coat and navy bow tie.  Kendra looks super chic in her tailored white blouse and high-waisted black pants, which was accessorized with a stylish wide-brimmed hat, black leather clutch, and saturated red platform sandals.

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Top Off Your Outfit with a Great Late Summer Hat

Now that Summer is here, it is time to protect yourself from the sun with a great hat. Men’s hats not only have a purpose, but also are a trendy fashion accessory. One style of hat that is “in” for both men and women this year is the fedora (unfortunately).

Unisex fedora straw panama hats men and women-min

We are used to seeing this thin-brimmed and molded crown type of hat in heavier fabrics like wool and leather, but for the warmer seasons the Fedora is lightened up by using woven straw and sometimes brighter ribbons to add interest to a casual summer outfit. Ones like these in brown, black, tan, and white are a popular, neutral accessory and these days can be worn by a man or a woman.

Another style of men’s hats that is back in fashion this year is the Bucket hat. It basically is made to look just like an over-turned bucket, but comes in many different colors and patterns. For example, Justin Beiber is photographed here with his bandana, shades, and Cochella black and white patterned bucket hat. The hat not only looks kinda cool, but also will give maximum sun protection to your ears, forehead, and hairline.


If you are a fan of the baseball-style hat, but are looking for something with a little more fashion, then you may be interested in the army-military type of cap. You get the same brim as the baseball cap, but the crown of the cap is squared off, in almost a pill-box shape. This one that is done in a grey fabric has the name-engraved side buttons for an accent, along with the round metal vents for keeping cool when it is hot.

Burberry Menswear hats-min

One style of men’s hats that I am not too fond of is this wide-brimmed floppy hat by Burberry. The dark one reminds me of a hillbilly and the light blue floppy hat is just a bizarre color and shape. I can also imagine that being Burberry, it is not a very inexpensive item either.

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5 Hats Women Should Rock

Gone are the days of the hat being a male-only athletic accessory. Women’s fashion is ever-evolving, and hats are the next best thing. Curious about the latest craze in women’s hats but not sure what you can or can’t do? I’ll tell you something – there is no such thing as not being able to pull something off. If you want to wear it, rock it!

From baseball caps and hats to jaunty berets, here are our favorite women’s hats, and how you can rock them.

Baseball Caps and Hats

You don’t play baseball? That’s cool, you’re not a tomboy? That’s cool too. Baseball caps and hats aren’t just for the guys anymore! Girls are totally rocking them too now, and with hair-up or hair-down; the right baseball style cap can really pull together an outfit. While many on the market tend to be a little gimmicky, bold block colours or monochromatic blacks and whites in leather are a great accompaniment to any baseball cap or hat look. Check out some of the themed baseball caps and hats available at Spencer’s website.


Felt Wide Brim

Hats aren’t solely seasonal either, and hats for women can typically be worn year-round – score! My favourite style for summer or winter is the felt brimmed hat: soft, feminine and beautiful, while still keeping the sun out of your eyes, this hat suits both a bikini and flip-flops, or a big woollen winter coat. Style blog Who What Wear have a great guide to styling wide brim hats.


Oversize Floppy Hat

Oozing sophistication, this oversized hat is perfect for the warmer months and gives off the vibes of lounging around by a pool and sipping mimosas. Great for beachwear, the oversized floppy hat totally rocks over the summer – keeping your face completely shaded. Style blog Always Dolled Up has lots of tips on styling a floppy hat.


Bowler Hat

Despite what you’ve heard, the Bowler hat is simply reserved for old men and Charlie Chaplin. The bowler is an example of women’s fashion – particularly accessories – becoming increasingly androgynous. Girls can totally rock the bowler, sat back high on the head, with your hair down for an effortlessly chic look that says, “What? I just threw this hat on …” Check out the Definitive Guide to Wearing Bowler Hats – yes, there IS a Definitive guide!



The Trilby, (often known also as a Fedora) has been getting a bit of a bad rap lately among our male counterparts. That won’t stop us ladies, however! The trilby is super-cool, and is both fashionable and functional – becoming somewhat a summer staple. A great way to style a trilby is with classic vintage pieces with a feminine flair – think pastels and florals. Add a bit of punch with some killer heels or edgy boots. Check out celebrities like Reese Witherspoon and Liv Tyler rocking their trilbys.

Hats do more than just keep your head warm – they look awesome and stylish, too. Which hat are you going to rock this season: sporty baseball caps and hats, or the funky trilby or bowler?

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Men’s Fashion Review – Brokn Legend Traveler’s Dark Blue Denim Cap

The Brokn Legend brand of men’s hats has the belief that hats are more than just a man’s accessory, they are a “companion on his journey” through life. The cap style hats are constructed of high quality indigo denim fabric and have a “Vintage” look about them with the distressed brim and cap, which makes them look like they has been with you a long time, even though the hats may be new to you. The Vintage style patches that are applied to the crown of the cap remind me of the different patches that used to be collected years ago and sewn by hand to clothing. They usually meant something to the wearer, like a state that you had travelled to or to mark a special event in your life.


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Men’s Fashion Advice – Winter/ Spring Hats

There are so many kinds of hats in the world – caps, bowlers, snap backs, sombreros… But when looking into “Winter-wear” for men, The North Face is a company that you have probably heard of before. One style of hat that is made by them, which has maintained its popularity throughout the years is the “Beanie”.

It is a close- fitting cap that is knit out of acrylic yarn and has an internal band of fleece that provides the extra warmth that you will need on those cold, windy days. The “Bones Beanie”, for example, comes in blue, green, pink, orange, purple, grey, and black.

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Win a fabulous hat from Block Headwear!!!

Gents, it’s time for another great contest! This week our friends at Block Headwear are giving away a super-chic hat! Block Headwear design and produce hats and caps with a simple and relaxed yet still distinctly New York City vibe.

There’s three ways to try and nab the fashionable piece:

1) Post a comment to this post detailing the most ridiculous hat you’ve ever seen. I think a number of Lady GaGa’s choices fit the bill…

2) Hit the Like button the Block Headwear page. If you decide to enter this way, be sure that we’ll be able to contact you through Facebook in order to get you your prize!

3) Follow Block on Twitter (@Blockheadwear) and tweet, “I Rock @Blockheadwear!” If you decide to enter this way, be sure that we’ll be able to contact you through Twitter in order to get you your prize!

Please note contest is limited to persons in the U.S. and Canada. One winner will be selected at random.

The deadline’s Tuesday, September 13th, 2011 at 6 pm EDT. And don’t forget to include your email address in your submission! Good luck, gents!

Check out the Block Headwear Blog

Free Sweepstakes and Giveaways

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