Jill Courtemanche Millinery

horse racing

Kentucky Derby 2023

Horse RacingJill CourtemancheComment

Our client wearing her custom “Le Profile” hattinator featured in Garden & Gun’s, “Dazzling Hats and More at Churchill Downs”, May 8, 2023 - Photographed by Nerissa Sparkman

The couple of months leading up to the Kentucky Derby is the busiest and most fun time of the year!

For me, Derby Season starts in early January when production begins on new designs and all the ideas I have had percolating in my head start to come to life. I spend time in the fall sourcing new materials and commissioning new hat blocks so I can get to work right after the holidays.

Once the samples are finished, usually around mid-March, I open the studio for custom appointments and begin traveling around the country to do Trunk Shows.

I always encourage clients to bring in the outfit(s) they plan to wear so I can help them choose the perfect style hat, match the colors and tailor the trimmings to their outfit.

The chaos is real and it is always a mad dash to get all of the hats made and shipped in time but I wouldn’t have it any other way.

I love working one on one with clients to create their perfect, custom hat and it’s so fun to receive pictures of clients in their finished “looks” at the track on Derby day and in the weeks following.

Connecting with so many amazing women and getting to be a small part of the fun and joyous occasions in their lives is the best part of what I do!


A few of our favorite custom hat and dress pairings, from left to right: pink and red “Le Profil” hattinator with Lela Rose dress, yellow satin “Dahlia” headband with Simkhai dress, pink and white “Canotier” hat with Lela Rose dress, purple “Contraire” saucer with floral Zimmerman dress, aqua, red and white “Le Profile” hattinator with Edeline Lee outfit, fuchsia and white “Éclat de la Lune” fascinator with Express shoe, “Garden Party Sylvie” hat wit floral Zimmerman dress, natural and red “Le Profile” hattinator with Zhivago dress.


The best part of the whole process is seeing everyone all dressed up and enjoying their day at the track!

Adventures in Louisville

Travel, Horse RacingJill Courtemanche2 Comments

A couple of weeks ago I had the pleasure of traveling to Louisville, Kentucky to showcase my hats at some pre-Kentucky Derby shopping events. This was my first time in Louisville and I can tell you, this is one charming city!

Much to my dismay it was snowing when I arrived and when I drove into town I was surprised to find it deserted. Wondering what I had gotten myself into, I headed to the recently opened hotel bar, Eight Up for diner and found the snowy night had brought out the best of southern hospitality. In between the delicious lamb bolognese and chatting with the locals I learned the first of 3 amazing things about Louisville, they know how to make a cocktail. My standard cocktail is a French martini and it usually requires some back and forth with a bartender but these guys nailed it, and it looked as great as it tasted.

Gallopalooza - horse themed street art

Gallopalooza - horse themed street art

From there I had some free time so I headed over to NuLu, an arts district filled with galleries, small shops and cafes. This is where I learned the second amazing thing about Louisville, they play great music. I am not sure if it was because they needed a boost to get them through the storm or that's just how they roll but every place I went was playing great music and always just a touch too loud so you could really feel it. A few places I would recommend checking out: Please & Thank You, Scout and The Green Building.

My last stop was at a great antique market down the road, Crazy Daisy. I found some amazing vintage iron shoe lasts which I bought to repurpose as display fixtures in the shop.

The French Martini at Eight Up

The French Martini at Eight Up

The next morning I was up bright and early to do a segment on WHAS for Great Day Live all about hat trends and what's hot for Derby Season. It was so much fun and once again everyone was so lovely! You can watch the segment here.

While I was there I couldn't resist popping one of my hats on their Gallopalooza horse. I am a sucker for street art, and these fantastic horses were all over the city. Their bright colors and bold designs definitely stood out against the snowy backdrop and gave the city some much needed spring color.

That evening I was delighted to be a vendor at the Wine, Women and Shoes event at The Henry Clay benefiting Family Scholar House. Everyone was dressed to the nines, incredibly charming and clearly out to have a good time. It was a great evening for a great cause and I am so happy they invited me to be a part of it!

On Sunday I did a trunk show with the amazing ladies at Clodhoppers. I couldn't believe it when I found out that Louisville does not have a major department store, this seemed impossible to me but I quickly came to realize that with stores like Clodhoppers, they don't need one. This boutique is filled with great designers like Milly, Alice & Olivia and Mara Hoffman and the ladies really know their stuff. It was really fun to watch them style clients in great looks for Derby and then turn them over to me to create a custom hat to match. I am thrilled to be working with these ladies and thrilled that they will be carrying my hats and fascinators through derby season.

That night was my only night to really go out for a proper diner and the foodie in me had been asking everyone for the two days prior what they thought the best restaurant in town was. The name that kept coming up was Jack Fry's and I can tell you, I was not disappointed. In spite of the crowd, I was lucky to snag a seat at the bar and it was here that I learned the third amazing thing about Louisville, the people are beyond gracious. I shared some great conversation, food and more amazing cocktails with groups of total strangers who love their city. It was a super fun way to end my trip and if you ever find yourself at that bar, the shrimp and grits is heaven.