Spring 2024 Preppy New Arrivals for Men & Women

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Stretch Twill Cisco Short with Tee Time in Liberty by Castaway Clothing
Regular Price
$ 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
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$ 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
Regular Price
$ 118.00
Sale Price
$ 118.00
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Cisco Short in Osterville Patch Madras by Castaway Clothing
Regular Price
$ 118.00
Sale Price
$ 118.00
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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
Regular Price
$ 98.00
Sale Price
$ 98.00
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Vineyard Madras Pants by Country Club Prep
Regular Price
$ 145.00
Sale Price
$ 145.00
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$ 145.00
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Cotuit Madras Pants by Country Club Prep
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$ 145.00
Sale Price
$ 145.00
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$ 145.00
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Montauk Madras Pants by Country Club Prep
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$ 145.00
Sale Price
$ 145.00
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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
Sale Price
$ 120.00
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The Merciful Marlin Resort Short by Country Club Prep
Regular Price
$ 79.50
Sale Price
$ 79.50
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Sunwashed Channel Marker 8" Short by Southern Tide
Regular Price
$ 89.50
Sale Price
$ 89.50
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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
Regular Price
$ 95.00
Sale Price
$ 95.00
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The Fischer Belt by Holderness & Bourne
Regular Price
$ 110.00
Sale Price
$ 110.00
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$ 110.00
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Tan Seersucker Shorts by Country Club Prep
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$ 120.00
Sale Price
$ 120.00
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Pot Leaf Stretch Twill Cisco Short in Slate by Castaway Clothing
Regular Price
$ 98.00
Sale Price
$ 98.00
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Stretch Twill Cisco Short with Shamrocks in Nantucket Navy by Castaway Clothing
Regular Price
$ 110.00
Sale Price
$ 110.00
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Cisco Short in Royal & Navy Seersucker by Castaway Clothing
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$ 78.00
Sale Price
$ 78.00
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Ohana Print Cisco Short by Castaway Clothing
Regular Price
$ 110.00
Sale Price
$ 110.00
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Heather Stripe T3 9" Gulf Short by Southern Tide
Regular Price
$ 89.50
Sale Price
$ 89.50
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Stretch Twill Harbor Pant with Embroidered Christmas Trees by Castaway Clothing
Regular Price
$ 148.00
Sale Price
$ 148.00
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$ 148.00
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T3 Brrrº Gulf Performance Short by Southern Tide
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$ 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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Save 47%
Men's Class V Board Shorts by The North Face
Regular Price
$ 31.95
Sale Price
$ 31.95
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$ 60.00
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Great Outdoors Needlepoint Belt by Smathers & Branson
Regular Price
$ 185.00
Sale Price
$ 185.00
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$ 185.00
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Starburst Needlepoint Belt by Smathers & Branson
Regular Price
$ 185.00
Sale Price
$ 185.00
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$ 185.00
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Smathers Life Needlepoint Belt by Smathers & Branson
Regular Price
$ 185.00
Sale Price
$ 185.00
Regular Price
$ 185.00
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Patriotic Dog on Point Needlepoint Belt by Smathers & Branson
Regular Price
$ 185.00
Sale Price
$ 185.00
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$ 185.00
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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.