Spring 2024 Preppy New Arrivals for Men & Women

67 products

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Drawstring High Waist Shorts
Regular Price
$ 49.00
Sale Price
$ 49.00
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Tied High Waist Shorts
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$ 49.00
Sale Price
$ 49.00
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Stretch Twill Cisco Short with Tee Time in Liberty by Castaway Clothing
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$ 110.00
Sale Price
$ 110.00
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$ 110.00
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Stretch Twill Cisco Short with Fin & Tonic in Navy by Castaway Clothing
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$ 110.00
Sale Price
$ 110.00
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$ 110.00
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Island Canvas Short with Tequila, Salt & Lime in Dark Denim by Castaway Clothing
Regular Price
$ 110.00
Sale Price
$ 110.00
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$ 110.00
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Gingham Party Panel Cisco Short by Castaway Clothing
Regular Price
$ 118.00
Sale Price
$ 118.00
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$ 118.00
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Cisco Short in Hingham Patch Madras by Castaway Clothing
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$ 118.00
Sale Price
$ 118.00
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Cisco Short in Osterville Patch Madras by Castaway Clothing
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$ 118.00
Sale Price
$ 118.00
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Floral Spaghetti Strap Zip-Back Romper
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$ 49.00
Sale Price
$ 49.00
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Cross Country PREP-Formance 9.5" Short by Johnnie-O
Regular Price
$ 98.00
Sale Price
$ 98.00
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$ 98.00
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Cisco Short in Red, White, and Blue Seersucker by Castaway Clothing
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$ 89.50
Sale Price
$ 89.50
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Leeward Print Cisco Short with by Castaway Clothing
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$ 118.00
Sale Price
$ 118.00
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ACKformance Short with USA Flag in Cement by Castaway Clothing
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$ 118.00
Sale Price
$ 118.00
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Stretch Twill Cisco Short with Surfing Santa by Castaway Clothing
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$ 98.00
Sale Price
$ 98.00
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Backrush Heather Lounge Short by Southern Tide
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$ 69.50
Sale Price
$ 69.50
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Vineyard Madras Shorts by Country Club Prep
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$ 120.00
Sale Price
$ 120.00
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Cotuit Madras Shorts by Country Club Prep
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$ 120.00
Sale Price
$ 120.00
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Montauk Madras Shorts by Country Club Prep
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$ 120.00
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$ 120.00
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The Merciful Marlin Resort Short by Country Club Prep
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$ 79.50
Sale Price
$ 79.50
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The Sea Breeze Linen Short by Country Club Prep
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$ 95.00
Sale Price
$ 95.00
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The Broad Street Linen Short by Country Club Prep
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$ 95.00
Sale Price
$ 95.00
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Pot Leaf Stretch Twill Cisco Short in Slate by Castaway Clothing
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$ 98.00
Sale Price
$ 98.00
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Stretch Twill Cisco Short with Shamrocks in Nantucket Navy by Castaway Clothing
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$ 110.00
Sale Price
$ 110.00
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Ohana Print Cisco Short by Castaway Clothing
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$ 110.00
Sale Price
$ 110.00
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Save 47%
Tarpon Flats Fishing Shorts by Southern Marsh
Regular Price
$ 28.95
Sale Price
$ 28.95
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$ 55.00
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per 
Save 47%
Malibu Printed Shorts by Lauren James
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$ 33.95
Sale Price
$ 33.95
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$ 64.00
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per 
Save 47%
Catalina Eyelet Shorts by Lauren James
Regular Price
$ 35.95
Sale Price
$ 35.95
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$ 68.00
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T3 Brrrº Gulf Performance Short by Southern Tide
Regular Price
$ 99.50
Sale Price
$ 99.50
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Heather T3 Gulf Short by Southern Tide
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$ 85.00
Sale Price
$ 85.00
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Stretch Twill Cisco Short with Embroidered Racing Horses by Castaway Clothing
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$ 110.00
Sale Price
$ 110.00
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Cisco Short with Embroidered Hangover Special by Castaway Clothing
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$ 98.00
Sale Price
$ 98.00
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Tonal Seersucker Skipjack Short by Southern Tide
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$ 89.50
Sale Price
$ 89.50
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Hayes Jean Short by Southern Tide
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$ 75.00
Sale Price
$ 75.00
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Save 47%
Aubrey Ruffle Hem Short by Lauren James
Regular Price
$ 30.95
Sale Price
$ 30.95
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$ 58.00
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Neal Stretch Twill Shorts by Johnnie-O
Regular Price
$ 79.00
Sale Price
$ 79.00
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Save 50%
Plain Front Island Short in Faded Red by Country Club Prep
Regular Price
$ 49.50
Sale Price
$ 49.50
Regular Price
$ 99.50
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Shop the latest new preppy styles and brands offered from Country Club Prep. Do we have great brands? You know it! How about Barbour, Sperry, Jack Rogers, Vineyard Vines, Southern Proper, Southern Tide, Southern Marsh, Sail to Sable, Lilly Pulitzer and about 180 more (click here for all brands)? When you think "preppy," there's only one place to go - Country Club Prep. There's a reason we're the best retailer on the web.