The Kentucky Derby is as much about high fashion as it is about horse racing, and nothing epitomizes this better than the iconic Derby hat. A well-chosen hat can elevate your entire look, exuding the sophistication, charm, and a touch of Southern tradition that goes hand in hand with this iconic celebration.
However, wearing a Kentucky Derby hat involves more than just selecting a stunning piece, and styling it correctly takes some finesse.
Here are some practical tips to help you wear your Kentucky Derby hat with confidence and style.
1. Choose the Right Hat for Your Face Shape
Not all hats suit every face shape, so it's important to find a style that flatters your features:
Round faces: Opt for a hat with an angular brim or asymmetrical design to add definition.
Square faces: A rounded or floppy-brim hat softens angular features.
Oval faces: You can pull off almost any hat style, so feel free to experiment.
Heart-shaped faces: A medium-brim hat with soft curves balances out a wider forehead.
Choosing the right hat for your face shape ensures that your look is balanced and flattering. Experiment with different styles to see what enhances your features best.
2. Style Your Hair to Complement Your Hat
MARSEILLE FASCINATOR HAT - Neutral-Blush Pink
Your hairstyle plays an essential role in ensuring your Kentucky Derby hat sits comfortably and looks fabulous. A well-thought-out hairstyle can enhance the elegance of your hat and ensure it stays in place throughout the day.
Consider both comfort and style when deciding how to wear your hair with a Kentucky Derby hat.
Choose Simple Hairstyles for Wide-Brim Hats
If you're opting for a dramatic wide-brim hat, consider soft curls, a low chignon, or a side-swept style to avoid bulkiness under the hat. Sleek, simple styles ensure the hat remains the focal point.
Complement Fascinators & Smaller Hats with a Sophisticated Hairdo
If you're wearing a fascinator or smaller headpiece, you can go for an elegant updo, half-up hairstyle, or even voluminous waves. Secure the fascinator with discrete bobby pins to keep it in place.
Part Your Hair Right for Hats with a Tilt
If your hat is designed to sit at an angle, adjust your hair part accordingly so that your look remains balanced and elegant.
Stick with Sleek Hairstyles for Extravagant Hats
If your hat is particularly ornate, consider sleek, tucked-back hair to keep the focus on your headpiece.
Weather-Proof Your Hairstyle
Since the Kentucky Derby is an outdoor event, prepare for potential wind or humidity by using anti-frizz products and securing your hair with extra pins if necessary.
Use Hair Accessories
If your hair needs additional support, use decorative pins, stylish headbands, or a touch of hairspray to secure your look without detracting from your hat.
3. Keep Your Hat Secure All Day
Nothing is worse than an ill-fitting hat that constantly shifts or falls off. Use these tricks to keep your hat in place:
Hatpins: Traditional hatpins can anchor your hat securely to your hair.
Headbands or combs: Some hats come with built-in combs or headbands for added security.
Elastic bands: If your hat includes a hidden elastic band, make sure it's snug but comfortable.
Securing your hat properly will help you avoid constant adjustments. Choose a method that works best for your hair type and hat style.
4. Coordinate Your Hat with Your Outfit
Your hat should complement—not clash with—your outfit. Think of it as an extension of your outfit rather than an afterthought.
Finding the right balance between your dress and hat will create a seamless and polished Kentucky Derby look.
Choose a Hat First or Last—Not in the Middle
Either start with your hat and build your outfit around it or pick your dress first and then find a hat that enhances it. Avoid choosing both simultaneously, which can make coordination overwhelming.
Play with Colors
Choose a hat that either matches or tastefully contrasts with your dress. If your dress is patterned, a solid-colored hat works best. For solid dresses, play with vibrant or pastel-colored hats. Match Textures & Fabrics
A lace hat pairs beautifully with a lace dress, while a sinamay or straw hat works well with breezy, flowy fabrics.
Look at the Proportions
If your dress has elaborate details or embellishments, choose a more understated hat. On the other hand, a simple, sleek dress can be elevated with a bold, extravagant hat. For example, a large-brimmed hat looks stunning with a fitted dress, while a more delicate fascinator works well with a voluminous or ruffled ensemble.
Keep an Eye on the Weather
A light-colored hat with breathable materials is best for warm, sunny race days, while darker tones or structured styles can work better for cooler weather.
Stay in Season
Spring colors like blush pinks, pastels, whites, and florals are always a great choice for the Kentucky Derby, ensuring you stay stylish and seasonally appropriate.
Consider Fabrics & Texture
Think about the material of your dress when selecting your hat (or vice versa). If your outfit features lace, chiffon, or other delicate fabrics, a straw or lightly embellished hat will pair beautifully. If your dress is structured, a more defined or sculpted hat will complement it well.