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Pineapple Upside Down Sugar Cookies

Buttery sugar cookies topped with caramelized pineapple and a bright maraschino cherry.

Total time
50 min
Serves
12
Difficulty
Medium
Pineapple Upside Down Sugar Cookies
As seen on Episode 160

The preparation

8 steps, about 50 minutes start to finish.

  1. 01

    Make cookie dough: cream 1 cup butter and sugar, add eggs and vanilla, mix in sour cream

  2. 02

    Combine flour, salt, baking powder, and cornstarch; add to wet mixture

  3. 03

    Make glaze: melt 1/2 cup butter with 1 cup brown sugar

  4. 04

    Spoon glaze into muffin tin or onto baking sheet

  5. 05

    Place pineapple ring on top of glaze, add maraschino cherry in center

  6. 06

    Scoop cookie dough on top of pineapple

  7. 07

    Bake at 350°F for approximately 25 minutes

  8. 08

    Flip while warm so pineapple side is up

lightbulb The chef's notes

“Pat the pineapple rings dry before they go on the glaze so the extra juice doesn't make the cookie soggy. Flip them out while still warm, because if the caramel cools and sets in the tin it grips and tears the topping.”

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