Preppy Dresses
Get ready to step into a world of effortless charm with preppy dresses that capture the essence of classic style and modern flair. Whether you're heading to brunch with friends or a weekend getaway, these fresh new styles offer the ideal blend of elegance and everyday ease. Think crisp lines, playful patterns, and a touch of sophistication that takes you from beach to street in style. Discover your look with Tillys' great assortment of preppy dresses designed for those who love to make a statement while keeping it cool and comfortable.
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A pink floral midi dress with a cinched scoop neckline, adjustable straps, and a leg slit.
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A blue plaid maxi dress with a V-neckline, zipper closure, and a flowy silhouette.
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A vibrant floral print dress with a smocked bodice and square neckline, made from 100% viscose.
A blue gingham mini dress featuring a tie detail, adjustable straps, and a corset-like bodice.
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A navy sleeveless bodycon dress with classic polo stripes, collared neckline, and button front placket.
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A red sleeveless bodycon dress with classic polo stripes, collared neckline, and button front placket.
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A light blue gingham mini dress with adjustable straps, ruched bust, and tiered flare skirt.
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A black gingham cotton mini dress with a halter neck, open back, and button front detailing.
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A brown plaid mini dress with a fold-over neckline, lace-up back, and cut-out detail.
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A preppy black mini sweater dress with a V-neckline, layered collar, and pleated skirt.
A red gingham slip dress with adjustable straps and embroidered details, crafted from a cotton-polyester blend.
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A pink plaid slip dress with adjustable straps, V-neckline, and back zip closure.
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A sleeveless tank dress with a textured pattern and scoop neckline, made from polyester and rayon.
A breathable leopard print maxi dress with lace trim, adjustable straps, and built-in lining.
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A medium wash denim dress with a button-front design and adjustable spaghetti straps.
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A vibrant floral print dress with a V-neckline, short sleeves, and a smocked back in viscose.
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A fitted black halter dress with ribbed construction and self-tie straps, made from rayon and nylon.
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A cute off-the-shoulder butterscotch midi dress with ruffle hem, made from 100% viscose.
A stylish black maxi dress with removable straps and metal logo trim, made from 100% cotton.
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A lavender mesh slip dress with vibrant floral print, tiered ruffles, and adjustable spaghetti straps.
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A dark blue lace tier slip dress with tied spaghetti straps and a smocked back for a chic fit.
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A multi-colored floral midi dress with a V-neck, button front, and short sleeves, made of 100% viscose.
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A vibrant pink floral tube dress with ruffle details and an elastic smocked waist for a flattering fit.
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A cream sweater dress with bell sleeves and high neckline, made from soft rib knit fabric.