Popular Preppy Clothing for Women & Men

290 products

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    Rainbow Space Dye Pullover by Dylan (True Grit) - Country Club Prep
    Rainbow Space Dye Pullover by Dylan (True Grit)
    $ 95.00
    $ 95.00
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    Men's Apex Canyonwall Jacket in TNF Dark Grey Heather by The North Face - Country Club Prep
    Men's Apex Canyonwall Jacket in TNF Dark Grey Heather by The North Face
    $ 99.00
    $ 99.00
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    Senior Wool Shirt Jacket by The Normal Brand - Country Club Prep
    Senior Wool Shirt Jacket by The Normal Brand
    $ 145.00
    $ 145.00
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    Linden Sherpa Pullover in Black by Lauren James - Country Club Prep
    Linden Sherpa Pullover in Black by Lauren James
    $ 89.50
    $ 89.50
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    Cardigan Fleece Hoodie in Beige by Live Oak - Country Club Prep
    Cardigan Fleece Hoodie in Beige by Live Oak
    $ 74.99
    $ 74.99
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    Men's 1996 Retro Nuptse Vest in TNF Red by The North Face - Country Club Prep
    Men's 1996 Retro Nuptse Vest in TNF Red by The North Face
    $ 179.00
    $ 179.00
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    Men's 1996 Retro Nuptse Jacket in TNF Black by The North Face - Country Club Prep
    Men's 1996 Retro Nuptse Jacket in TNF Black by The North Face
    $ 249.00
    $ 249.00
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    Men's Apex Canyonwall Jacket in Urban Navy Heather by The North Face - Country Club Prep
    Men's Apex Canyonwall Jacket in Urban Navy Heather by The North Face
    $ 99.00
    $ 99.00
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    Linden Sherpa Pullover in Rose Red by Lauren James - Country Club Prep
    Linden Sherpa Pullover in Rose Red by Lauren James
    $ 89.50
    $ 89.50
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    Women's Campshire Full Zip Sherpa Fleece in Mid Grey by The North Face - Country Club Prep
    Women's Campshire Full Zip Sherpa Fleece in Mid Grey by The North Face
    $ 129.00
    $ 129.00
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    Women's Apex Chromium Jacket in TNF Black Heather by The North Face - Country Club Prep
    Women's Apex Chromium Jacket in TNF Black Heather by The North Face
    $ 160.00
    $ 160.00
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    Florida State Linden Sherpa Pullover in Crimson by Lauren James - Country Club Prep
    Florida State Linden Sherpa Pullover in Crimson by Lauren James
    $ 99.50
    $ 99.50
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    Sherpa Jacket in High Rise by The Southern Shirt Co. - Country Club Prep
    Sherpa Jacket in High Rise by The Southern Shirt Co.
    $ 135.00
    $ 135.00
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    Double Plush Symbols 1/4 Zip Pullover in Brown by True Grit - Country Club Prep
    Double Plush Symbols 1/4 Zip Pullover in Brown by True Grit
    $ 149.50
    $ 149.50
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    Collegiate Shep Shirt in Vineyard Navy by Vineyard Vines - Country Club Prep
    Collegiate Shep Shirt in Vineyard Navy by Vineyard Vines
    $ 51.95
    $ 51.95
    $ 98.50
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    Sherpa Full-Zip Jacket by Southern Tide - Country Club Prep
    Sherpa Full-Zip Jacket by Southern Tide
    $ 85.95
    $ 85.95
    $ 165.00
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    Linden Sherpa Pullover in Navy by Lauren James - Country Club Prep
    Linden Sherpa Pullover in Navy by Lauren James
    $ 89.50
    $ 89.50
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    Women's Crescent Wrap in Wild Oat Heather by The North Face - Country Club Prep
    Women's Crescent Wrap in Wild Oat Heather by The North Face
    $ 99.00
    $ 99.00
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    Aspen Pullover in Cranberry by Lauren James - Country Club Prep
    Aspen Pullover in Cranberry by Lauren James
    $ 92.00
    $ 92.00
    Frosty Tipped Big Plaid Pile 1/4 Zip Pullover in Vintage Wine by True Grit - Country Club Prep
    Frosty Tipped Big Plaid Pile 1/4 Zip Pullover in Vintage Wine by True Grit
    $ 149.50
    $ 149.50
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    Shearling Faux Fur Coat by True Grit (Dylan) - Country Club Prep
    Shearling Faux Fur Coat by True Grit (Dylan)
    $ 230.00
    $ 230.00
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    Women's Full Zip Mountain Sweatshirt in Blue Wing Teal & Cargo Khaki by The North Face - Country Club Prep
    Women's Full Zip Mountain Sweatshirt in Blue Wing Teal & Cargo Khaki by The North Face
    $ 149.00
    $ 149.00
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    Performance Quarter Zip Pullover by The Normal Brand - Country Club Prep
    Performance Quarter Zip Pullover by The Normal Brand
    $ 75.00
    $ 75.00
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    Linden Sherpa Pullover in Purple by Lauren James - Country Club Prep
    Linden Sherpa Pullover in Purple by Lauren James
    $ 89.50
    $ 89.50
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    Women's Osito 2 Full Zip Jacket in Vintage White and Peyote Beige Stripe by The North Face - Country Club Prep
    Women's Osito 2 Full Zip Jacket in Vintage White and Peyote Beige Stripe by The North Face
    $ 119.00
    $ 119.00
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    Linden Sherpa Pullover in Royal by Lauren James - Country Club Prep
    Linden Sherpa Pullover in Royal by Lauren James
    $ 89.50
    $ 89.50
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    Women's Campshire Sherpa Fleece Pullover Hoodie in Dune Beige California Basket Print by The North Face - Country Club Prep
    Women's Campshire Sherpa Fleece Pullover Hoodie in Dune Beige California Basket Print by The North Face
    $ 149.00
    $ 149.00
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    Softest Tip Shearling 1/4 Zip Pullover in Grey by True Grit - Country Club Prep
    Softest Tip Shearling 1/4 Zip Pullover in Grey by True Grit
    $ 145.00
    $ 145.00
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    Women's Fanorak in Peyote Beige Multi Print by The North Face - Country Club Prep
    Women's Fanorak in Peyote Beige Multi Print by The North Face
    $ 79.00
    $ 79.00
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    Aspen Pullover in Ivory by Lauren James - Country Club Prep
    Aspen Pullover in Ivory by Lauren James
    $ 92.00
    $ 92.00
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    The Original Frosty Tipped Pile 1/2 Zip Pullover in Oatmeal by True Grit - Country Club Prep
    The Original Frosty Tipped Pile 1/2 Zip Pullover in Oatmeal by True Grit
    $ 82.95
    $ 82.95
    $ 159.50
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    Women's Furry Fleece Full Zip Jacket in Weimaraner Brown by The North Face - Country Club Prep
    Women's Furry Fleece Full Zip Jacket in Weimaraner Brown by The North Face
    $ 99.00
    $ 99.00
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    Logan Quilted Pullover in Sailor Navy by Lauren James - Country Club Prep
    Logan Quilted Pullover in Sailor Navy by Lauren James
    $ 99.50
    $ 99.50
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    Herringbone Loop Pullover in Alloy by The Southern Shirt Co. - Country Club Prep
    Herringbone Loop Pullover in Alloy by The Southern Shirt Co.
    $ 98.00
    $ 98.00
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    Lambert Sweater by Dubarry of Ireland - Country Club Prep
    Lambert Sweater by Dubarry of Ireland
    $ 79.00
    $ 79.00
    $ 139.00
    SOLD OUT
    Men's Thermoball™ Jacket in Urban Navy Matte by The North Face - Country Club Prep
    Men's Thermoball™ Jacket in Urban Navy Matte by The North Face
    $ 199.00
    $ 199.00

    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!