How to Wear Hats with Long Hair: Stylish Tips & Tricks
Long hair gives you plenty of styling options, but finding the right hairstyle to pair with a hat can sometimes be a challenge. The right combination can help keep your hair comfortable, secure, and looking great—even after the hat comes off.
Fortunately, wearing a hat with long hair doesn’t mean sacrificing your style. In this guide, we’re covering some of the best hat styles for long hair, along with practical tips for styling your hair under a cap.
The Best Hats for Long Hair
Certain hat styles work especially well with long hair. Beanies and slouchy caps, for example, are great options for thick or curly hair because they offer a more relaxed fit without flattening your natural texture. If you prefer to wear your hair long and loose, a wide-brimmed hat can complement your hairstyle while creating a balanced, put-together look.
For warmer weather, lightweight options like straw fedoras and bucket hats offer plenty of coverage while helping keep your hair out of your face.
Baseball caps are another versatile choice, especially for a casual or sporty look. The adjustable opening at the back also gives you more freedom to experiment with different hairstyles, from ponytails and braids to buns and other pulled-back styles.
Styling Long Hair Under a Cap
Hair Down
Baseball caps usually have an opening at the back that you can tuck a low ponytail through, giving your hair a bit of style with minimal effort. If you like to keep your long hair down, just tuck it behind your ears before you put the cap on—this will prevent loose strands from getting in your face, especially if you have bangs.
Styling & Accessorizing
Wearing your hair down is a simple and practical option that pairs well with almost any hat. To add a little more dimension to the look, try using a curling iron to create loose waves or soft curls. You can also add accessories like hoop earrings, which pair especially well with casual baseball caps.
Getting a Good Fit
Struggling to keep your cap on? In this case, part your hair down the middle and make sure each side is lying flat first, which should prevent the cap from riding up. If you're getting a bad case of hat hair, you might need to adjust the back strap or size up so your cap isn't fitting too snugly.
Hat Hairstyles: Ponytails, Braids & Buns
Our Ponytail Hats are designed to give you more freedom when styling longer hair, making them perfect for braids, buns, and, of course, high ponytails.
A ponytail is one of the easiest hairstyles to pair with a hat. With a traditional cap, a low or mid ponytail usually works best depending on the placement of the back opening. Ponytail hats offer even more flexibility, allowing you to comfortably wear your ponytail higher while keeping your hair secure and out of the way.
Braids are another practical option, especially when you want to keep your hair contained throughout the day. You can easily switch up the style depending on your hat and the occasion. Try a side braid with a cozy beanie in the winter or a pair of loose braids under a sun hat for a relaxed summer look.
Buns are equally convenient, particularly when you’re short on time. A low bun pairs well with many traditional hat styles, while caps designed with ponytail openings can accommodate higher buns and give thicker or longer hair more room.
Comfort Tips for Wearing Hats All Day
We all want to look great when we wear a hat, but your ultimate goal should be comfort first. You ideally want to forget that you're even wearing a hat because it fits so comfortably.
On a hot day, you'll absolutely want to switch to lighter fabrics and a comfortably-fitting band.
Be mindful of what you're using in your hair before you put a hat on. Oils and creams will have no escape under a stuffy hat, and they could end up staining the hat. If your hair starts getting itchy or your head feels sweaty, take a short break from the hat to get some much-needed air.
Finally, don't wear a hat with wet hair. Even if you've got relatively short hair, all hat styles will prevent your hair from drying properly and even cause some breakage.
So, there's the lowdown on how to wear a hat with long hair. If you're looking for a casual option to wear with a pony, check out our range of adjustable ponytail hats.
