Popular Preppy Clothing for Women & Men

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!

Sale
University of Tennessee Checkered Needlepoint Belt in Orange and White by Smathers & BransonCountry Club Prep Orange / 34 (fits size 32 pants)

University of Tennessee Checkered Needlepoint Belt in Orange and White by Smathers & Branson

1 review
$ 150 $ 175
9 Inch Stretch Breaker Shorts in Khaki by Vineyard VinesCountry Club Prep 30 / Khaki

9 Inch Stretch Breaker Shorts in Khaki by Vineyard Vines

1 review
$ 75
Country Club Prep 30 / Stone

The Skipjack 9" Short in Stone by Southern Tide

4 reviews
$ 85
The 9" Skipjack Short in Charleston Red by Southern TideCountry Club Prep 32 / Red

The 9" Skipjack Short in Charleston Red by Southern Tide

$ 85
Plain Front Pants in Faded Red by Country Club PrepCountry Club Prep 28 X UNF / Faded Red

Plain Front Pants in Faded Red by Country Club Prep

2 reviews
$ 79.50 $ 135
9" Stretch Breaker Shorts in Deep Cobalt by Vineyard VinesCountry Club Prep 28 / Deep Cobalt

9" Stretch Breaker Shorts in Deep Cobalt by Vineyard Vines

$ 75