Yes you can wear a sleeveless floral maxi in the winter, and here is the proof. We love the juxtaposition of this flattering silhouette with the deep, rich reds and purples. This versatile dress, made of viscose and nylon, could easily transition from day to night. Sizes XS to XL (which is equivalent to about a 16). Buy from Farm Rio.

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Whether the ceremony takes place at home, at the court house, or the couple's favorite watering hole, you want to feel special, and this knee-skimming dress is equal parts chic and understated. For a fantastic price, no less! We love the sheer shoulder and ruffle cap sleeve. Sizes 0 to 18. Buy from Bloomingdale's. 

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A style as comfortable as your favorite blouse and jeans; a print that makes it special. We love the contrast of the fresh flowers against a black backdrop on this A-line chiffon dress. The ruffles, frills and high-low hem are sure to make you feel pretty, and party ready. Sizes 4 to 20. Buy from Nordstrom.

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Feathers make everything more fun—especially when they provide a festive punch to an otherwise minimalist crewneck silhouette. We love the sleeves, the side slits and the flexible length, which could look good midi or maxi, depending on your height and preference. Sizes XXS to XXL (which is about 0 to 18). Buy from Tuckernuck.

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First, a disclaimer: tent styles are tricky and can make you look bigger than you are. That said, this high-low "Tien" dress caught our eye, from its halter neckline (self tie in back!) to the bubble hemline. It's flirty and forgiving. Worth a try! Sizes XS to XL (0 to 16). Buy from Saks Fifth Avenue. 

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A cut that says special occasion, in a material that won't feel overdone for day. This one shoulder maxi in jersey material is perfect for a daytime event, or even evening by the pool. The draping is chic; the thigh-high slit gives it an edge. Sizes 0-16. Buy from Anthropologie.

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Delicate and feminine in an easy-to-wear style. The black under layer keeps the print from coming off too loud. The sheer sleeves and neckline help to dress it up. the mid calf length means it could work for cocktail, but it doesn't seem too overdone for day. Warning: the low cut back is pretty, but will require a special bra. Sizes 0 to 16. Buy from Saks Fifth Avenue.

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When you feel like wearing your favorite LBD...but crave a splash of color. This makes a pretty choice, with its flutter sleeve and asymmetrical below-the-knee hemline. A dress you'll no doubt wear again and again. Sizes 2 to 16. Buy from Nordstrom.

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Plum is a great color for a wedding. It conveys opulence, yet blends in well with pinks, blues, and other wedding party colors. We adore the ruffled sleeve on this lovely day dress. Likely to hit best on smaller chested ladies, but worth a shot. Sizes 0 to 14. Buy from Bergdorf Goodman.

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Well if it's good enough for recent mother of the bride Andie MacDowell, sign us up, too! This tropical gem is perfect for a beachy or destination event. The silk chiffon maxi with balloon sleeves offers full coverage without weighed you down. The keyhole cutout is a fun, subtle wink and we love the addition of the organza flower tie at the waist combined with the cool print. Pairs well with strappy heels, or flat sandals, as MacDowell chose.  Sizes XS to XL. Buy from Verishop. 

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Subtle and sophisticated. Made of jersey knit this midi-length dress accentuates your curves with the benefit of sharp draping. We love the puff sleeve and the gold hue, which feels elevated but won't clash with the bridal party. You're sure to wear this one again and again. Sizes 2 to 16. Buy from Anthropologie.

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An A-line halter dress is always in style and this vibrant print is a fun choice, especially for an outdoor event. Sizes 00 to 12. Buy from Saks Fifth Avenue.

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