Preppy Dresses & Skirts for Derby, Deb Balls, the Beach Club & Everyday Style!

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Plaid Tie Front Mini Shirt Dress
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from $ 29.00
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from $ 29.00
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Floral Spaghetti Strap Zip-Back Romper
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$ 49.00
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$ 49.00
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Polka Dot Grecian Wide Leg Jumpsuit
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$ 49.00
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$ 49.00
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Star Pattern Surplice Dress
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$ 59.00
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$ 59.00
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Save 29%
Printed Ruched Swim Dress and Swim Bottoms Set
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$ 34.95
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$ 34.95
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$ 49.00
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Printed Ladder Detail Swim Dress and Swim Bottoms Set
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$ 34.95
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$ 34.95
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$ 49.00
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Striped Drawstring Waist Sleeveless Romper
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$ 39.00
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$ 39.00
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Elastic Waist Tiered Midi Skirt
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$ 39.00
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$ 39.00
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Printed Smocked V-Neck Tiered Dress
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$ 49.00
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$ 49.00
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Leopard Print Butterfly Sleeve Tiered Dress
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$ 49.00
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$ 49.00
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Grecian Tiered Sleeveless Dress
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from $ 24.00
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from $ 24.00
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Swiss Dot Tie Neck Mini Dress
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$ 49.00
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$ 49.00
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Tie Neck Tiered Dress with Decorative Buttons
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$ 49.00
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$ 49.00
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Leopard Print Smocked Tie Shoulder Dress
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$ 49.00
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$ 49.00
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Printed Tie Front Sleeveless Jumpsuit
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$ 49.00
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$ 49.00
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Floral Round Neck Split Midi Dress
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$ 49.00
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$ 49.00
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Polka Dot Tie Front Ruffled Midi Dress
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$ 49.00
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$ 49.00
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Floral Tie Front Frill Trim Pleated Dress
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$ 49.00
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$ 49.00
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Alyssa Wintertime Spice Plaid Shirt Dress in Navy by Southern Tide
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$ 128.00
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$ 128.00
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Adrienne Metallic Sweater Dress by Southern Tide
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$ 82.95
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$ 82.95
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$ 158.00
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Gabriela White Denim Skirt by Southern Tide
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$ 45.95
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$ 45.95
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$ 88.00
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Stretch Twill Tunic Dress in Royal Stewart Plaid with Velvet Trim by Castaway Clothing
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$ 178.00
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$ 178.00
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Ali Corduroy Skirt with Embroidered Woody & Christmas Trees by Castaway Clothing
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$ 125.00
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$ 125.00
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Stretch Twill Ali Skirt in Blackwatch Plaid by Castaway Clothing
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$ 65.95
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$ 65.95
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$ 125.00
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Stretch Twill Ali Skirt in Royal Stewart Plaid by Castaway Clothing
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$ 65.95
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$ 65.95
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$ 125.00
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Renata Dress by Marine Layer
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$ 125.00
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$ 125.00
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Carlotta Mini Dress by Show Me Your Mumu
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$ 138.00
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$ 138.00
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Mackinac Dress by Duffield Lane
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$ 124.00
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$ 124.00
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Cheyenne Stripe Dress by Southern Tide
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$ 76.95
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$ 76.95
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$ 148.00
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Seersucker Fit and Flare Dress by Vineyard Vines
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$ 82.95
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$ 82.95
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$ 158.00
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Sadie Seersucker Embroidered Dress by Southern Tide
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$ 82.95
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$ 82.95
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$ 158.00
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Nassau Stripe Dress by Lauren James
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$ 45.95
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$ 45.95
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$ 88.00
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Whisper Light Ruffle Hem Sweet Heart Dress by French Connection
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$ 148.00
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$ 148.00
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$ 148.00
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Long Sleeve Flare Fringe Tunic Dress by Sail to Sable
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$ 248.00
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$ 248.00
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French Terry Short Sleeve Dress by Sail to Sable
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$ 158.00
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$ 158.00
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Natalie Side Button Skirt by Lauren James
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$ 39.95
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$ 39.95
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$ 76.00
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No matter who you are or where you live, every lady needs a dress or skirt outfit to help her feel confident and beautiful no matter the occasion. If you are searching for the perfect dress or skirt to wear to your next event, Country Club Prep has got you covered. There is no need to hop from store to store when Country Club Prep has all the brands and styles that you could ever dream of. Whether it is Sail to Sable, Gretchen Scott Designs, Kiel James Patrick, Lauren James, or Southern Tide that you love, we have it all! We are your go-to for casual everyday dresses or items to wear for more semi-formal occasions.

Just imagine walking in to the country club or dinner party wearing one of these beautiful dresses or skirts pictured below. The only reactions you could possibly receive are positive ones, so go ahead and give one of them a try. We promise, you really will not regret it! With all of the lovely colors and patterns to choose from you cannot go wrong with any selection. Pair any of these dresses or skirts with a nice pair of heels, wedges, or sandals and you will be able to feel as confident as you know you should feel. We also have plenty of necklaces, bracelets, and other accessories on our website that will add a little more pizazz to your new outfit in order to provide your dress or skirt with a full look. Feel free to check all of these extras out on any of the tabs listed above (we promise that there are endless outfit combinations) and go ahead and give that dress we know you have been eyeing a try.