It's the most wonderful time of the year. No, not Christmas. The Kentucky Derby! Even if you're not obsessed with horses, placing bets, or making the pilgrimage to Churchill Downs, you can still reap the benefits of this glorious time of year. Why not find the nearest Kentucky Derby party and show off your style? It's the perfect opportunity to go big with fashion, and even bigger with the hat on your head. Not sure what to wear to a Kentucky Derby party? Don't fret — that's what online shopping is for.

Whether you're a minimalist whose wardrobe consists of black and white, a girl who can't get enough of flirty dresses, or someone who's got a closet full of every color in the rainbow, you're bound to find something in your closet that's derby worthy. There's no shortage of creativity when it comes to dressing yourself for the Derby and parties that celebrate it, so let yourself get a little crazy with your attire. Grab your nearest pair of pearl earrings, your best shoes, a bag to carry home your winnings, and you're off to the races. Or at least to a party to watch 'em. (And ladies, don't forget your hat!)

1. Feminine & Flirty


This orm-fitting pencil midi dress ($36) adds some major va-va-voom to your Derby activities, and comes complete with a flirty ruffle.

2. Bright & Beautiful


This bold midi dress ($140) balances the bright yellow by adding an intricate lace overlay detail. You'll be the brightest babe in the crowd, while still adhering to the chic theme of the event.

3. Boho Babe

Old Navy

The best part about this chiffon hi-lo maxi dress ($35) is that it also comes in maternity sizing ($45). Dress it up with a pair of wedges or keep it low key with a pair of sandals — the possibilities are endless.

4. Classic Cool

Old Navy

If there's one thing I know to be true about fashion, it's that you can never own too many black dresses. Dress this midi tank dress ($25) up, or dress it down. The choice is yours. Just add a monstrous hat, and everyone will admire your minimalist, classic vibe.

5. Preppy Party

J. Crew

Nothing says I'm preppy and ready to party like a little gingham sundress ($138). This emerald green and sky blue checked take on the pattern is sure to turn heads.

6. Tomboy Chic


Not into dresses? Check out this patterned romper ($120) for a change of pace.

7. Floral Fun


This sleeveless belted dress ($140) is the perfect way to celebrate spring. Just add a big 'ole hat, some pearls, and you're ready to show off at every Derby party in town.

8. Derby Mama


This adorable maternity square-neck dress ($55) almost makes me wish I was pregnant. Delicate and breezy, this dress is perfect for any mom-to-be.

9. Funky Frills


Pairing horizontal and vertical stripes with a burst of floral at the hem? This multi-patterned dress ($130) is sure to be a showstopper.

10. Easy Breezy


Play it cool and comfortable with this maxi shirtdress ($70). An epic take on a fashion favorite, this dress is anything but boring.

11. Polka Dot Party


This fun take on a polka-dot dress ($140) has a mod cut out in the back, shaking up a plain ole swing dress into something a little more cutting edge.