3 Fashion Stylists Share Must-Have Fall Shoe Trends Starting at $30

Stylist-Approved Fall Footwear Trends

If you were to take a peek inside my closet, one thing would become immediately clear: I have an obsession with shoes. They are more than just an accessory for me — they're the foundation of my entire outfit. While I have several go-to pieces that never fail me, I’m currently on the hunt for the standout footwear that will elevate my fall wardrobe.

To help guide my search, I reached out to three fashion stylists — Cynthia Kennedy, Jeni Elizabeth, and Lana Ashby Rowder — who shared their top picks for this season's must-have shoe trends. From metallic sneakers to riding boots, these styles are not only stylish but also incredibly versatile.

Penny Loafers

Penny loafers are making a strong comeback this fall, and for good reason. These timeless classics can instantly elevate any outfit while maintaining a comfortable feel. According to Kennedy, they’re a “true classic making a comeback” and are perfect for pairing with jeans or trousers without sacrificing style.

The Cole Haan Stassi Penny Loafers are a great option. Designed with pointed toes, tonal whipstitched details, and low stacked heels, they offer both comfort and sophistication. Many celebrities, including Anne Hathaway, Jane Fonda, and Dakota Johnson, have been spotted wearing similar styles lately.

Riding Boots

Equestrian-inspired boots are back in full force this fall. Both Elizabeth and Kennedy recommend tall riding boots as a practical and stylish choice. These flat knee-high boots are a more comfortable alternative to heeled styles and come in deep, rich colors that transition well into winter.

Sam Edelman Mable Leather Riding Boots are a standout pick. Featuring rounded toes, exposed side zippers, and tiny buckle details at the back, these boots are designed with both comfort and functionality in mind. They come in sizes 5–12, with half sizes available, making them accessible for a wide range of foot types.

Metallic Sneakers

Metallic sneakers are a fun way to add some flair to your fall outfits. Elizabeth notes that metallics are everywhere this season and recommends them for their ability to pair with everything from jeans to workout leggings.

The Project Cloud Memory Foam Sneakers are a great option. Designed with a lace-up silhouette, quilted detailing, plush memory foam insoles, and non-slip rubber outsoles, these sneakers are both stylish and comfortable. One customer raved about their support and comfort, saying they felt like a more expensive shoe.

Suede Booties

Suede booties are another trending style this fall. Rowder loves how they add a soft, boho edge to structured fall layers. She suggests pairing them with a midi skirt and turtleneck or cropped trousers and a leather jacket.

The Marc Fisher Matter Ankle Boots are a great choice. Designed with pointed toes, tonal stitching, and block heels, these booties come in six colors and sizes 5–11, with half sizes available. Their cushioned insoles make them ideal for all-day wear.

Fuzzy Clogs

Fuzzy clogs have been popular in Hollywood for a few seasons now, and according to Rowder and Kennedy, they’re still going strong this fall. These slip-on styles offer hidden footbed support and are perfect for cozy, on-the-go days.

The Cushionaire Hana Clogs are a budget-friendly option. With rounded toes, adjustable buckles, and cork footbeds with arch support, they provide both comfort and style. Available in 17 colors and sizes 5–12, these clogs are ideal for strolling through the park or enjoying a pumpkin patch.

Loafer Mules

Loafer mules are another trend to watch this fall. Elizabeth expects to see them everywhere, from school to supermarkets. Rowder especially likes fur-lined versions, which offer plush warmth and a luxe feel perfect for chilly mornings.

The Steve Madden Rafe Loafers are a stylish choice. Featuring square toes, penny-style openings, and subtle stacked heels, these mules add a focal point to neutral outfits. They’re a great way to mix comfort with sophistication.

Neutral Sneakers

Neutral sneakers are a versatile addition to any fall wardrobe. Kennedy recommends shades like beige, brown, or off-white in leather or suede for their clean, minimal look. They can be dressed up with a slip dress and blazer or kept casual with jeans and a ball cap.

The Rihero Lace-Up Sneakers are a great option. Designed with color-blocked neutral hues, soft suede insets, and removable elastic insoles, these sneakers are both stylish and functional. They come in sizes 5.5–11, making them suitable for a wide range of foot sizes.