Casual Dresses

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Perfect for downtime, our spring collection of casual, ready-to-wear dresses come in cute and flirty designs that make dressing up a breeze. Keep it chill in casual styles like slip, satin, crochet, wrap, and snap button down. Make your off-days your best dressed days with beautiful spring dresses. From long to short sleeves, strapless to off-shoulder, floral to animal prints, and chiffon to knit, say yes to these dresses that’ll have you looking effortlessly chic. Whether it’s catching up at Sunday brunch with the girls, running errands, or a weekend getaway trip with a special someone, we’ve got versatile designs you want - from short to long. Although springtime means more sunshine, don’t be discouraged from slipping into a cozy sweater dress. A ribbed knit dress adds texture and provides a visually appealing element to your OOTD. Even if you’re just dressing up for a grocery run, a pair of clean, white sneakers and a cross body purse makes this ensemble all the more trendy. Casual Fridays at the office? Save the workwear dresses for your Monday to Thursday grind and opt for a sweet, ditsy print midi dress. Layering on a year-round basic piece, like a cropped denim jacket will channel that lowkey vibe you’re going for. Once you're off the clock, you’ll be excited to hit the night out in this cute outfit as you’re grabbing drinks with friends! Whether you’re topping off a basic white tee with a satin dress or slipping into some cowboy boots paired with an off-shoulder mini, you truly can’t go wrong with styling up or down your casual dress looks. Shop and add your own personal twist on Windsor’s simple, stylish, and trendy line of casual dresses.