I Swear That Dressing Like Hailey Bieber at Pilates Makes My Form Infinitely Better

Over the years, I've learned that a cute outfit is what actually motivates me to get to the gym or a Pilates class. Feeling put-together makes the workout experience more enjoyable and, interestingly enough, improves my form. However, lately I've been in a fashion rut, feeling uninspired to create chic looks. So I decided to take style notes from Hailey Bieber.
Whether in New York or L.A., Bieber is often seen leaving her Pilates classes in elevated workout outfits. Her looks blend sporty and practical with sophisticated and chic, standing out from what I usually see others wearing. For example, she rarely wears a three-piece look but might wear a matching sports bra and workout leggings set, then add unique outerwear, such as a trench coat or leather bomber jacket, to give the set her personal touch. Plus, whether intentional or not, she knows what makes a cute Pilates-to-brunch uniform, mixing formal pieces with casual ones to make it look like she didn't come from a sweaty workout class.
What's also interesting is that when it comes to activewear brands, she relies on only a few. In recent months, ALO Yoga and Form have been her top two choices. Bieber knows what she likes, which reflects her clear sense of personal style.
Considering all these elements, I took it upon myself to find five of Bieber's best and most recent Pilates looks and re-create them with affordable yet expensive-looking pieces. With that said, keep scrolling to see her outfits and shop the essentials to achieve her style.
Outfit 1
This is one of my favorite Pilates outfits that Bieber has worn. I love how she styled casual leggings with a sophisticated leather trench coat and classic ballet flats. The juxtaposition between the pieces is what makes it visually interesting and stylish. Finishing the look with a leopard-print shoulder bag made it a statement piece not just for walking into a Pilates class but also for grabbing a post-Pilates matcha.
Get the look:
Outfit 2
For a more relaxed look, Bieber opts for a white graphic tee, gray leggings, and white New Balance sneakers. This ensemble says, "I'm heading to take a quick Pilates class and then rushing to get home and get ready for the day"—yet it still looks put-together. This is achieved by the fitted tee and the addition of an elegant leather bag.
Get the look:
Outfit 3
Remember the Intimissimi boatneck top that Kendall Jenner wore on Jay Shetty's podcast, which instantly went viral, solidifying it as a fall wardrobe staple? Well, Bieber owns it too. Instead of styling it with jeans like Jenner did, she used it to elevate the look of bike shorts, transforming them from purely sporty to chic. For the cherry on top, she finished the look with The Row's small Park tote and elevated slippers, since sneakers aren't required for Pilates.
Get the look:
Outfit 4
Sporty jackets made from technical fabric are everywhere right now. Whether paired with trousers, miniskirts, or denim, they add a playful edge to more sophisticated pieces. However, here, Bieber keeps the sporty vibe of the jacket by pairing it with bike shorts and sneakers. Ultimately, it's a good alternative to bike shorts and a pullover sweatshirt, which can appear less mature.
Get the look:
Outfit 5
When you don't want to wear leggings but it's not warm enough for shorts, flared activewear pants are a great option. Here, Bieber shows a simple way to style them, which includes a white tank top, zip-up sweater, and elevated flip-flops.
Get the look:
Nikki Chwatt is an associate fashion editor based in New York City. She joined Who What Wear in 2024 after writing fashion, beauty, and lifestyle content for WWD, Well+Good, Editorialist, and more. With a passion for personal style and the creativity that comes with it, one of Chwatt's goals is to help others understand that there is no such thing as a “good” or “bad” style; it’s just about putting an outfit together that makes you feel confident in yourself. When she's not writing, you can find her taking a Pilates class, reading a powerful romance novel, or exploring a new wellness spot in Manhattan.
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