Spicy Pineapple Upside Down Cake


This very easy and yummy cake is an old New England recipe from my grandmother using gingerbread instead of the standard yellow cake. Serve warm with whipped cream.

Prep Time:
15 mins
Cook Time:
1 hrs
Additional Time:
1 hrs
Total Time:
2 hrs 15 mins
1 9x13-inch cake


  • 1 cup dark brown sugar

  • ½ cup butter, melted

  • 1 (15.25 ounce) can pineapple rings, juice drained and reserved

  • 8 maraschino cherries, or more as needed

  • 5 cups all-purpose flour

  • 1 tablespoon baking soda

  • 2 ½ teaspoons ground ginger

  • 2 teaspoons ground cinnamon

  • 1 teaspoon ground cloves

  • 1 teaspoon salt

  • 1 cup butter

  • 1 cup white sugar

  • 2 eggs

  • 2 cups molasses

  • 1 cup hot water


  1. Preheat an oven to 350 degrees F (175 degrees C).

  2. Pour the melted butter in a 9x13-inch baking dish, then sprinkle the brown sugar all around. Arrange the pineapple rings in a single layer in the baking dish, placing a maraschino cherry in the center of each ring. Set aside.

  3. Combine the flour, baking soda, ginger, cinnamon, cloves, and salt in a bowl. Beat 1 cup butter and the white sugar with an electric mixer in another bowl until light and fluffy. Beat in the eggs and molasses. Gradually stir the flour mixture into the liquid ingredients, alternating with the hot water and reserved pineapple juice, until just combined. Slowly pour the batter evenly into the prepared pan, being careful not to move the arranged pineapple slices.

  4. Bake in the preheated oven until a toothpick inserted into the center comes out clean, about 1 hour. Cool the cake in the pan completely on a wire rack. When the cake is cool, run a paring knife between the cake and the edge of the pan. Cover the cake pan with a plate, and invert it to tip the cake out of the pan and onto the plate.

Nutrition Facts (per serving)

550 Calories
18g Fat
93g Carbs
5g Protein
Nutrition Facts
Servings Per Recipe 16
Calories 550
% Daily Value *
Total Fat 18g 24%
Saturated Fat 11g 56%
Cholesterol 69mg 23%
Sodium 520mg 23%
Total Carbohydrate 93g 34%
Dietary Fiber 2g 5%
Total Sugars 54g
Protein 5g
Vitamin C 3mg 15%
Calcium 115mg 9%
Iron 4mg 23%
Potassium 685mg 15%

* Percent Daily Values are based on a 2,000 calorie diet. Your daily values may be higher or lower depending on your calorie needs.

** Nutrient information is not available for all ingredients. Amount is based on available nutrient data.

(-) Information is not currently available for this nutrient. If you are following a medically restrictive diet, please consult your doctor or registered dietitian before preparing this recipe for personal consumption.

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