Collection: Sleepy Hallow

Out of Brooklyn, NY Sleepy Hallow is one of the cities hottest artists and one of the worlds biggest Drill stars. 

Earlier this year his song Deep End Freestyle went viral on Tik Tok and currently has over 500k videos, 111 million streams on Spotify, and 29 million views on youtube. In June he dropped his project Sleepy For President which contains 3 features from fellow WC artist Sheff G, as well as verses from Fivio Foreign and Jay Critch. His deep voice, cunning lyrics, and stunning visuals makes Sleepy Hallow a force to be reckoned with in the Drill scene. Sleepy has amassed a big following on his own, but you can’t deny the natural energy whenever he collaborates with Sheff G.

10 products
  • Sleepy Hallow • S F P • Hoodie
    Sleepy Hallow • Sleepy For President • Hoodie - WinnersCircleEntStore
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    WinnersCircleEntStore
    Regular price
    $60.00
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    $60.00
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  • Winners Circle [Big Logo] Hoodie
    Winners Circle [Big Logo] Hoodie - WinnersCircleEntStore
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    WinnersCircleEntStore
    Regular price
    $55.00
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    $55.00
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  • Winners Circle Ent. • Premium Company T-Shirt
    Winners Circle Ent. • Premium Company Tee - WinnersCircleEntStore
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    WinnersCircleEntStore
    Regular price
    $30.00
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    $30.00
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  • Winners Circle [Company Logo] Hoodie
    Winners Circle [Company Logo] Adult Hoodie - WinnersCircleEntStore
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    WinnersCircleEntStore
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    Sale price
    $50.00
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  • Winners Circle Entertainment Stickers Pack
    Winners Circle Entertainment Stickers Pack - WinnersCircleEntStore
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    WinnersCircleEntStore
    Regular price
    $5.00
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    $5.00
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  • [WC] • Snapback
    Winners Circle [WC] • New Era Cap - WinnersCircleEntStore
    Vendor
    WinnersCircleEntStore
    Regular price
    $50.00
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    $50.00
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  • Winners Circle Ent Pop Grip by Popsockets (Standard)
    Winners Circle Ent Pop Grip by Popsockets (Standard) - WinnersCircleEntStore
    Vendor
    WinnersCircleEntStore
    Regular price
    $15.00
    Sale price
    $15.00
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  • [WC] • Bundle Pack •
    Winners Circle • New Era Bundle Pack - WinnersCircleEntStore
    Vendor
    WinnersCircleEntStore
    Regular price
    $90.00
    Sale price
    $90.00
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  • Winners Circle Entertainment Pin
    Winners Circle Entertainment Pin - WinnersCircleEntStore
    Vendor
    WinnersCircleEntStore
    Regular price
    Sold out
    Sale price
    $8.00
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  • Tip Toe All Over Print T-Shirt
    Tip Toe All Over Print T-Shirt - WinnersCircleEntStore
    Vendor
    WinnersCircleEntStore
    Regular price
    $55.00
    Sale price
    $55.00
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