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

56 products

Filter by

Printed Spaghetti Strap Mini Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Openwork Round Neck Short Sleeve Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Tied Polka Dot Balloon Sleeve Layered Dress
Regular Price
$ 59.00
Sale Price
$ 59.00
Regular Price
Unit Price
per 
Ruched Grecian Neck Tie Waist Mini Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Ruched Round Neck Short Sleeve Mini Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Swiss Dot Tie Neck Sleeveless Dress
Regular Price
$ 59.00
Sale Price
$ 59.00
Regular Price
Unit Price
per 
Swiss Dot Tied Surplice Short Sleeve Dress
Regular Price
$ 59.00
Sale Price
$ 59.00
Regular Price
Unit Price
per 
Raw Hem Button Up Denim Dress
Regular Price
$ 59.00
Sale Price
$ 59.00
Regular Price
Unit Price
per 
Square Neck Long Sleeve Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Pocketed Striped Round Neck Short Sleeve Dress
Regular Price
$ 59.00
Sale Price
$ 59.00
Regular Price
Unit Price
per 
Floral Mock Neck Mini Dress
Regular Price
$ 59.00
Sale Price
$ 59.00
Regular Price
Unit Price
per 
Printed Tassel Tie Flounce Sleeve Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Floral V-Neck Tie Waist Sleeveless Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Round Neck Tie Belt Flounce Sleeve Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Tie Belt Ruffled Tiered Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Frill Trim Spaghetti Strap Mini Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Printed Button Front Tie-Waist Sleeveless Collared Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Printed V-Neck Curved Hem Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Color Block Round Neck Ruffle Hem Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Save 41%
Christmas Pompom Trim Knit Skirt
Regular Price
$ 29.00
Sale Price
$ 29.00
Regular Price
$ 49.00
Unit Price
per 
Textured Button Down Slit Shirt Dress
Regular Price
$ 59.00
Sale Price
$ 59.00
Regular Price
Unit Price
per 
McKenna Check Dress in Dutch Blue by Southern Tide
Regular Price
$ 148.00
Sale Price
$ 148.00
Regular Price
Unit Price
per 
Pleated Flutter Sleeve Belted Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Ditsy Floral Pleated Belted Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Polka Dot Grecian Wide Leg Jumpsuit
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Save 29%
Printed Ruched Swim Dress and Swim Bottoms Set
Regular Price
$ 34.95
Sale Price
$ 34.95
Regular Price
$ 49.00
Unit Price
per 
Striped Drawstring Waist Sleeveless Romper
Regular Price
$ 39.00
Sale Price
$ 39.00
Regular Price
Unit Price
per 
Elastic Waist Tiered Midi Skirt
Regular Price
$ 39.00
Sale Price
$ 39.00
Regular Price
Unit Price
per 
Printed Smocked V-Neck Tiered Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Leopard Print Butterfly Sleeve Tiered Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Swiss Dot Tie Neck Mini Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Leopard Print Smocked Tie Shoulder Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Printed Tie Front Sleeveless Jumpsuit
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Floral Round Neck Split Midi Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Polka Dot Tie Front Ruffled Midi Dress
Regular Price
$ 49.00
Sale Price
$ 49.00
Regular Price
Unit Price
per 
Alyssa Wintertime Spice Plaid Shirt Dress in Navy by Southern Tide
Regular Price
$ 128.00
Sale Price
$ 128.00
Regular Price
Unit Price
per 

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.