Popular Preppy Clothing for Women & Men

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Save 13%
Men's Bit by a Croc Driving Shoes by Country Club Prep
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 225.00
Unit Price
per 
Save 13%
Men's Young Partner Bit Driving Shoes in Briar Waxy with Off-White Stitching by Country Club Prep
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 225.00
Unit Price
per 
Save 9%
Classic White Suede Sport Buck by Country Club Prep
Regular Price
$ 200.00
Sale Price
$ 200.00
Regular Price
$ 220.00
Unit Price
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Carrickfergus Waxed Cotton Jacket by Dubarry of Ireland
Regular Price
$ 349.00
Sale Price
$ 349.00
Regular Price
$ 349.00
Unit Price
per 
Men's Key West Penny Loafer Driver Shoes in Briar Brown by Country Club Prep
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 195.00
Unit Price
per 
Montauk Madras Pants by Country Club Prep
Regular Price
$ 145.00
Sale Price
$ 145.00
Regular Price
Unit Price
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Dancing Bears Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
Unit Price
per 
Vineyard Madras Pants by Country Club Prep
Regular Price
$ 145.00
Sale Price
$ 145.00
Regular Price
$ 145.00
Unit Price
per 
Montauk Madras Shorts by Country Club Prep
Regular Price
$ 120.00
Sale Price
$ 120.00
Regular Price
Unit Price
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Quack Attack Leather Tab Belt in Green by Country Club Prep
Regular Price
$ 59.50
Sale Price
$ 59.50
Regular Price
$ 59.50
Unit Price
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Guatemalan Leather Back Belt by Country Club Prep
Regular Price
$ 59.50
Sale Price
$ 59.50
Regular Price
$ 59.50
Unit Price
per 
Save 48%
The Victoria Sherpa Pullover in Gray by Nordic Fleece
Regular Price
$ 77.95
Sale Price
$ 77.95
Regular Price
$ 149.00
Unit Price
per 
Dancing Bears Needlepoint Belt in Oatmeal by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Navy & Red Surcingle Downing Bit Loafer by Smathers & Branson
Regular Price
$ 295.00
Sale Price
$ 295.00
Regular Price
$ 295.00
Unit Price
per 
Save 7%
American Flag Needlepoint Belgian Loafers by Smathers & Branson
Regular Price
$ 395.00
Sale Price
$ 395.00
Regular Price
$ 425.00
Unit Price
per 
Save 13%
Men's Young Partner Driving Shoes in Gridiron Brown by Country Club Prep
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 225.00
Unit Price
per 
Shamrock Needlepoint Belt in Dark Navy by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Tennessee Life Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Dancing Bears Needlepoint Belt in Navy by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Georgia Life Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
American Flag Needlepoint Belt in Navy by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Save 69%
The Original Frosty Tipped Pile 1/2 Zip Pullover in Putty by True Grit
Regular Price
$ 49.50
Sale Price
$ 49.50
Regular Price
$ 159.50
Unit Price
per 
Key West Croco Combo Penny Loafer by Country Club Prep
Regular Price
$ 225.00
Sale Price
$ 225.00
Regular Price
$ 225.00
Unit Price
per 
Luck of the Irish Shamrock Leather Tab Belt in Navy by Country Club Prep
Regular Price
$ 59.50
Sale Price
$ 59.50
Regular Price
$ 59.50
Unit Price
per 
Preston Washed Calfskin Penny Loafer by Country Club Prep
Regular Price
$ 300.00
Sale Price
$ 300.00
Regular Price
$ 300.00
Unit Price
per 
Fairway Flamingos Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Georgia 2022 Back to Back National Championship Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 195.00
Unit Price
per 
Scratch Golf Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Grateful Dead Moondance Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Rainbow Trout and Fly Needlepoint Belt by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Stretch Twill Cisco Short with Shamrocks in Nantucket Navy by Castaway Clothing
Regular Price
$ 110.00
Sale Price
$ 110.00
Regular Price
Unit Price
per 
Pink Seersucker Pants by Country Club Prep
Regular Price
$ 135.00
Sale Price
$ 135.00
Regular Price
$ 135.00
Unit Price
per 
Save 77%
Scarborough Reversible Sherpa Hooded Cardigan by Nordic Fleece
Regular Price
$ 35.00
Sale Price
$ 35.00
Regular Price
$ 155.00
Unit Price
per 
Traditional Madras Shorts by Country Club Prep
Regular Price
$ 120.00
Sale Price
$ 120.00
Regular Price
Unit Price
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Blue Seersucker Shorts by Country Club Prep
Regular Price
$ 120.00
Sale Price
$ 120.00
Regular Price
Unit Price
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Dyed in the Wool Horse Bit Driver by Country Club Prep
Regular Price
$ 225.00
Sale Price
$ 225.00
Regular Price
$ 225.00
Unit Price
per 

Everyone likes to stand out in a crowd, but there's wisdom in large numbers. These are the most popular preppy products on our site, and by extension, on the planet!