Sperry’s hottest fall trends for women

It’s FINALLY fall! The leaves are changing, temperatures are dropping, and that means it’s time to break out the fall looks! This season is all about embracing cozy, weather-ready footwear—and staying stylish, of course! We’re breaking down seven of this season’s biggest shoe trends set to dominate the autumn fashion scene and dropping our picks along the way!

Two Tone

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Our picks: Authentic Original Penny Double Sole Croc Embossed Loafer (Unisex sizing) and Women’s Seaport Two-Tone Penny Loafer
The two-tone shoe trend is making a big comeback this fall! It’s two times the style all in one step. We love how contrasting colors add pops of visual interest to any look. Check out our Seaport Two-Tone Penny Loafer for that classic loafer look, or our Two-Tone Crest Vibe Sneaker for a casual, textured option.

Penny Loafers

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Our picks: Women’s Seaport Penny Leather Loafer and Women’s Lug Penny Loafer

Penny loafers are always in style, and this fall, this silhouette is making a strong return . A little casual, a little dressy, these slip-on shoes bring a whole lot of style to both every day and formal occasions. This season, we’re rocking our take on the classic loafer, the Seaport Penny, and for those who want a bolder step, Sperry offers penny loafers with chunky soles! Perfect for those warmer fall days and for adding effortless style to any look. Add a penny for a nod of nostalgia.


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Our picks: Women’s Torrent Chelsea Waterproof Rain Boot and Women’s SeaCycled™ Crest Vibe Textile Platform Sneaker

If you’re looking to add some height without sacrificing comfort, platforms are the way to go this fall. While platform shoes come in various styles, we’re adding some lift to our look with the Torrent Chelsea rain boot and the Crest Vibe platform sneaker. The added height makes them perfect for elongating your legs while adding a fashionable edge to your outfit.

Ballet Flats


Our pick: Women’s Piper Ballet Flat

Ballet flats have always been a go-to choice for women seeking comfort and style. This fall, they continue to be a popular choice. We’re rocking the Piper Ballet flat this fall. Made with premium leather, signature Sperry box stitch details, and available in two colors, this shoe is a true wardrobe staple. Perfect for the office or a night out with friends.

Chunky Outsoles
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Our picks: Women’s Chunky Leather Boat Shoe and Women’s Highland Chelsea Boot
Chunky outsoles are back in a big way this fall. Characterized by their thick soles, these shoes provide both comfort and stability and are great for pairing with a cute skirt or wide leg pants. Don’t miss the Chunky Leather Boat shoe, back in seasonal wine Cordovan and classic tan and black, or the all new Highland Chelsea boot to make an edgy statement that’s high style.

Colorful Sneakers

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Our picks: Women’s Crest Vibe Cheetah Sneaker and Women’s Crest Vibe Cosmo Sneaker

Sneakers have become a staple in everyone’s shoe collection, and they’re not going away any time soon. This fall, sneaker trends are evolving with a focus on unique and eye-catching designs. We’re repping the Cloud CVO Corduroy sneaker in floral-printed honey yellow and pine for some texture, and the Crest Vibe Cheetah print sneaker for some added visual flair.

Fashion Forward Boots

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Our picks: Women’s Seaport Heel Waterproof Leather Boot and Women’s Acadia Boot

No fall shoe collection would be complete without a selection of stylish boots. This season, fashion-forward boots are taking center stage. We’re merging style and function in our Seaport Hell Waterproof leather boot, a sleek leather look that goes with everything, and the Acadia boot, a weather-ready style made for chilly, slushy mornings.

This fall, shoe trends are all about combining style and comfort. Whether you’re a fan of classic designs like penny loafers and ballet flats or prefer the edgier look of chunky outsoles and fashion-forward boots, Sperry has you covered for stylish, on-trend looks that’ll last you all season long.