Popular Preppy Clothing for Women & Men

163 products

Filter by

    SOLD OUT
    Thomas Button Up Shirt by The Normal Brand
    Regular Price
    $ 98.00
    Sale Price
    $ 98.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Men's Long Sleeve Arroyo Flannel in Urban Navy Barrows Plaid by The North Face
    Regular Price
    $ 75.00
    Sale Price
    $ 75.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Gingham Classic Fit Sport Shirt in Yacht Blue by Southern Tide
    Regular Price
    $ 99.50
    Sale Price
    $ 99.50
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Chambers Performance Gingham Dress Shirt by Southern Marsh
    Regular Price
    $ 85.00
    Sale Price
    $ 85.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Frenchpark Shirt by Dubarry of Ireland
    Regular Price
    $ 99.00
    Sale Price
    $ 99.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Appaloosa Gingham Sport Shirt in Channel Red by Southern Tide
    Regular Price
    $ 99.50
    Sale Price
    $ 99.50
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Woodsman Flannel Shirt by Over Under Clothing
    Regular Price
    $ 95.00
    Sale Price
    $ 95.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Riverbank Plaid Slim Murray Shirt in Desert Green by Vineyard Vines
    Regular Price
    $ 98.50
    Sale Price
    $ 98.50
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Double-Brushed Oxford Sport Shirt by Southern Tide
    Regular Price
    $ 99.50
    Sale Price
    $ 99.50
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Featherweight Button Down in Dune by Over Under Clothing
    Regular Price
    $ 92.00
    Sale Price
    $ 92.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Youth Hindman Flannel in Tan & Sage by Southern Marsh
    Regular Price
    $ 49.00
    Sale Price
    $ 49.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Belle Haven Plaid Slim Tucker Shirt in Moonshine by Vineyard Vines
    Regular Price
    $ 98.50
    Sale Price
    $ 98.50
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Duneside Plaid Intercoastal Performance Sport Shirt by Southern Tide
    Regular Price
    $ 125.00
    Sale Price
    $ 125.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Tradewinds Flannel Slim Tucker Shirt in Sailors Red by Vineyard Vines
    Regular Price
    $ 98.50
    Sale Price
    $ 98.50
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Grandma's Famous Pumpkin Pie Flannel by Kiel James Patrick
    Regular Price
    $ 120.00
    Sale Price
    $ 120.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Plainsman Flannel in Auburn by The Southern Shirt Co.
    Regular Price
    $ 85.00
    Sale Price
    $ 85.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    The Stretch Brushed Hadley Shirt by Southern Point Co.
    Regular Price
    $ 89.50
    Sale Price
    $ 89.50
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Carleton Gingham Classic Stretch Tucker Shirt in Spinnaker by Vineyard Vines
    Regular Price
    $ 98.50
    Sale Price
    $ 98.50
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Appaloosa Gingham Sport Shirt in Colony Blue by Southern Tide
    Regular Price
    $ 99.50
    Sale Price
    $ 99.50
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Hindman Flannel in Slate & Mint by Southern Marsh
    Regular Price
    $ 85.00
    Sale Price
    $ 85.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Southern Flannel in Nottely Plaid by Southern Proper
    Regular Price
    $ 94.50
    Sale Price
    $ 94.50
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Dunecrest Gingham Intercoastal Performance Shirt in Sky Blue by Southern Tide
    Regular Price
    $ 115.00
    Sale Price
    $ 115.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Youth Hindman Flannel in Stone Brown & Tan by Southern Marsh
    Regular Price
    $ 49.00
    Sale Price
    $ 49.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Kettle Cove Classic Tucker Shirt in Barracuda by Vineyard Vines
    Regular Price
    $ 98.50
    Sale Price
    $ 98.50
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Madison Houndstooth Flannel in Navy & Burnt Taupe by Southern Marsh
    Regular Price
    $ 85.00
    Sale Price
    $ 85.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Culver Button Down by Marine Layer
    Regular Price
    $ 65.95
    Sale Price
    $ 65.95
    Regular Price
    $ 125.00
    Unit Price
    per 
    SOLD OUT
    The Woodsman Flannel Shirt in Ozark by Over Under Clothing
    Regular Price
    $ 95.00
    Sale Price
    $ 95.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Ashland Button Down by Marine Layer
    Regular Price
    $ 98.00
    Sale Price
    $ 98.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Washed Seasons Plaid Button Down in Rust/Navy by The Normal Brand
    Regular Price
    $ 89.00
    Sale Price
    $ 89.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Vintage Buffalo Button Up Shirt by The Normal Brand
    Regular Price
    $ 98.00
    Sale Price
    $ 98.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Men's University of Alabama Intercoastal Performance Shirt in Crimson by Southern Tide
    Regular Price
    $ 124.99
    Sale Price
    $ 124.99
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Longwood Shirt by Dubarry of Ireland
    Regular Price
    $ 99.00
    Sale Price
    $ 99.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Shirt Jacket by Southern Proper
    Regular Price
    $ 149.50
    Sale Price
    $ 149.50
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Sumner Washed Gingham Dress Shirt by Southern Marsh
    Regular Price
    $ 85.00
    Sale Price
    $ 85.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Jimbo Double Pocket Overshirt by The Normal Brand
    Regular Price
    $ 98.00
    Sale Price
    $ 98.00
    Regular Price
    Unit Price
    per 
    SOLD OUT
    Coachford Shirt by Dubarry of Ireland
    Regular Price
    $ 59.00
    Sale Price
    $ 59.00
    Regular Price
    $ 99.00
    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!