Go Back
–+ servings
Pineapple Upside Down Sugar Cookies

Pineapple Upside Down Sugar Cookies That'll Brighten Your Day

Delight in Pineapple Upside Down Sugar Cookies that blend the nostalgia of pineapple upside-down cake with soft cookies—perfect for gatherings and customizations.
Print Recipe Pin Recipe
Prep Time 20 minutes
Cook Time 12 minutes
Cooling Time 5 minutes
Total Time 37 minutes
Servings: 12 cookies
Course: Desserts
Cuisine: American
Calories: 150
Ingredients Equipment Method Nutrition Notes

Ingredients
  

For the Cookie Dough
  • 1 ½ cups all-purpose flour substitute with whole wheat flour for a healthier option
  • ½ cup granulated sugar try brown sugar for a richer flavor profile
  • ½ cup unsalted butter coconut oil makes a great dairy-free substitute
  • 1 large egg a flax egg works for a vegan alternative
  • 1 teaspoon baking powder ensure it’s fresh for optimal results
  • ¼ teaspoon salt kosher salt can provide a coarser texture
For the Topping
  • 1 can canned pineapple rings fresh pineapple offers a more vibrant taste
  • ¼ cup brown sugar reduce the quantity for a less sweet cookie
  • 1 cup maraschino cherries omit for a simpler cookie

Equipment

  • Mixing bowl
  • Electric mixer
  • Baking Sheet
  • Parchment Paper
  • cookie scoop

Method
 

Step-by-Step Instructions
  1. Preheat your oven to 350°F (175°C). Line a baking sheet with parchment paper.
  2. Cream together ½ cup unsalted butter, ½ cup granulated sugar, and ¼ cup brown sugar until light and fluffy.
  3. Add one egg and beat until well mixed to create a rich, creamy base.
  4. In a separate bowl, whisk together 1 ½ cups all-purpose flour, 1 teaspoon baking powder, and ¼ teaspoon salt.
  5. Gradually mix the dry ingredients into the wet mixture until just combined.
  6. Drop rounded tablespoons of dough onto the prepared baking sheet, leaving space between cookies.
  7. Place a pineapple ring on top of each cookie, sprinkle with brown sugar, and add a maraschino cherry if desired.
  8. Bake for 10-12 minutes or until the edges are golden brown.
  9. Allow cookies to cool on the baking sheet for 5 minutes before transferring to a wire rack.

Nutrition

Serving: 1cookieCalories: 150kcalCarbohydrates: 21gProtein: 1gFat: 7gSaturated Fat: 4gCholesterol: 20mgSodium: 80mgPotassium: 50mgSugar: 10gVitamin A: 200IUVitamin C: 1mgCalcium: 10mgIron: 0.5mg

Notes

Use fresh baking powder and room temperature butter. Mix until just combined to ensure tender cookies.

Tried this recipe?

Let us know how it was!