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A delicious Pineapple Upside Down Cake topped with pineapple rings and cherries sits on a white plate, with a hand taking a slice. Greenery is blurred in the background, highlighting this classic Pineapple Cake reminiscent of Maw Maw’s Cake.

Maw Maw’s Pineapple Upside Down Cake

This classic Pineapple Upside Down Cake is made the old-fashioned way with caramelized pineapple slices, cherries, and a buttery yellow cake. A quick and easy vintage dessert that bakes beautifully in a Bundt pan and tastes just like Maw Maw used to make.
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Ingredients

  • 1 stick unsalted butter melted
  • ½ cup dark brown sugar
  • 1 box yellow cake mix
  • 3 eggs
  • 1 20 oz can pineapple slices, with juice
  • Maraschino cherries

Instructions

  • Preheat oven to 350°F. Grease a Bundt pan well with Baker’s Pam.
  • In a small bowl, whisk the melted butter with the brown sugar. Pour this mixture evenly into the bottom of the pan.
  • Arrange pineapple slices over the sugar mixture and place a maraschino cherry in the center of each slice.
  • In a mixing bowl, combine the cake mix, eggs, and 1 cup of pineapple juice (add water as needed to make 1 full cup). Whisk until smooth.
  • Pour the batter evenly over the pineapples and cherries.
  • Bake for 25 minutes, or until a toothpick inserted in the center comes out clean.
  • Let the cake cool for 5 minutes. Place a serving plate over the Bundt pan, flip carefully, and lift the pan away.
  • Slice, serve, and enjoy!
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