POPSUGAR Celebrity

Hats Off! The Best Celebrity Kentucky Derby Beauty Style

May 7 2016 - 1:05pm

As we prepare for the Kentucky Derby (just a few short weeks away), we're scrounging up our best mint julep recipe [1] and some fancy fascinators. Above all, we're trying to figure out how to balance a big hat with a bold beauty look. That's why we're taking a look back at how stars do it up at the derby. Read on to see how everyone from Miranda Lambert to Lauren Conrad [2] served gorgeous inspiration in years past — and gave the term "hat hair" a much chicer meaning.

Betty Cantrell

At the 2016 Kentucky Derby, the Miss America winner [3] wore a sheer hat with coral accents that matched her outfit.

Hillary Scott

The Lady Antebellum singer wore a fluffy fishtail braid under her floppy hat at the 2016 Kentucky Derby.

Gren Wells

At the 2016 Kentucky Derby, the screenwriter wore an intricate, web-like headdress.

Tara Lipinski

The figure skater attended the 2016 Kentucky Derby wearing a red feather-accented fascinator.

Vanessa Lachey

The star peeked out coyly from beneath her large black-and-white topper at the 2015 Kentucky Derby, showing off rosy lips and cheeks.

Tara Lipinski

The figure skater attended the 2015 Kentucky Derby wearing a pretty pastel braided fascinator that mimicked the tones in her dress and hair.

Sarah Hyland

At the 2015 Kentucky Derby, the Modern Family star wore a crimson velvet hat with a beguiling cage veil.

Kendra Wilkinson

At the 2015 Kentucky Derby, Kendra's floppy black hat added even more sex appeal to her beauty look, which was focused around a smoky eye.

Lindsay Ellingson

The model attended the 2015 Kentucky Derby with an elegant maroon fascinator that made her skin look even more luminous.

Courtney Bingham

Model Courtney Bingham matched her floppy magenta hat to her lipstick at the 2014 Kentucky Derby.

Beth Behrs

At the 2014 Kentucky Derby, Beth's radiant complexion and fiery lipstick hue beautifully complemented her outfit.

Brooke Anderson

Actress Brooke Anderson tucked an updo under her large sapphire topper at the 2014 Kentucky Derby.

Miranda Lambert

Miranda accented her bold hair bow with cascading curls and a matching matte lipstick.

Tara Lipinski

Figure skater Tara Lipinski wore soft shades of pink, peach, and lilac to the 2014 Kentucky Derby, a pretty pairing to her rose-accented hat.

Jordin Sparks

Beach waves and coral lipstick were all Jordin needed to look fresh under her ivory hat at the 2014 derby.

Angela Bassett

At the 2014 Kentucky Derby, Angela set off her huge floral fascinator with glowing skin and sheer lip gloss.

Lauren Conrad

Always one for feminine beauty, Lauren Conrad [4] paired her signature glossy hair with pink lipstick and plenty of blush.

Krysten Ritter

A pop of red on the lips and a flick of black liner comprised Krysten Ritter's look for the 2013 Derby.

Angela Bassett

Actress Angela Bassett tucked her pixie under her elaborate chapeau and opted for rosy cheeks and bold brows.

Jane Seymour

British beauty Jane Seymour looked gorgeous with glossy hair and natural makeup.

Miranda Lambert

Peach lipstick and inky black eyeliner paired beautifully with Miranda Lambert's beachy waves at the 2013 Kentucky Derby.

Coco Rocha

In 2013, Coco Rocha paired her pink floral fascinator with her lip hue and a sexy cat eye.

Lauren Conrad

At the 2013 Unbridled Eve Gala, Lauren Conrad [5] opted for brushed-out waves and a sparking brooch.

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