pineapple upside down cookie recipe

Written BySheba G Updated On
pineapple upside down cookie recipe
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I have always loved creating and sharing new recipes with my family and friends. Pineapple upside down cookies are a classic dessert that brings back warm memories of family gatherings.

The combination of the soft, chewy cookies and the sweet pineapple topping is simply irresistible. My kids especially love helping me make these cookies, and they always enjoy the fun of watching the pineapple rings get flipped out once baked.

The recipe is perfect for any occasion, whether it’s a casual family dinner or a special celebration. Plus, pineapples are rich in vitamins and antioxidants, making this treat a slightly healthier option compared to other desserts.

The process of baking these cookies is straightforward and enjoyable. You can use a simple round cake pan for a traditional look or individual ramekins for a more personal touch.

The aroma that fills the kitchen as these cookies bake is incredible, and the final result is a delightful dessert that everyone will love. The key to achieving the perfect texture is to ensure the dough is well combined and the pineapple rings are evenly distributed.

The cookies are moist and flavorful, with a slight crunch from the caramelized pineapple topping.

Pineapple Upside Down Cookies

Pineapple Upside Down Cookies

4.6 from 1497 votes

Pineapple upside down cookies are a delightful twist on the classic pineapple upside down cake. These cookies feature a sweet pineapple topping and a soft, chewy cookie base, making them a perfect treat for any occasion.

Prep Time20 mins
Cook Time25 mins
Resting Time0 mins
Total Time45 mins
Servings: 12Cuisine: InternationalCalories: 200 kcal

🥘Ingredients

For the Cookie Dough

1 and 1/2 cups all-purpose flour
1 tsp baking powder
1/2 tsp salt
1/2 cup unsalted butter, softened
1 cup light brown sugar
1 large egg
1 tsp vanilla extract

For the Topping

1 can 20 oz pineapple rings in juice, drained
1/2 cup brown sugar
1/4 cup butter
1/4 cup water
1/2 tsp ground cinnamon

👨‍🍳Directions

1Preheat the oven to 350°F.
2In a medium bowl, combine the flour, baking powder, and salt.
Set aside.
3In a large mixing bowl, cream together the softened butter and brown sugar until light and fluffy.
4This should take about 2-3 minutes using an electric mixer.
5Add the egg and vanilla extract, and mix until well combined.
6Gradually add the dry ingredients to the wet ingredients, mixing just until combined.
7The dough should be thick and slightly sticky.
8In a separate small saucepan, combine the brown sugar, butter, water, and cinnamon.
9Heat over medium heat, stirring occasionally, until the sugar is dissolved and the mixture is smooth.
10Cook for an additional 2-3 minutes until the mixture starts to caramelize and turn a golden brown.
11Place the drained pineapple rings in a single layer in a greased 8×8-inch baking dish.
12Pour the caramel mixture evenly over the pineapple rings.
13Use a spoon to ensure the pineapple rings are well coated.
14Drop spoonfuls of the cookie dough evenly over the pineapple rings.
15Use a spoon or skewer to gently press the dough into the caramel and pineapple mixture.
16Be careful not to overmix or the dough will become tough.
17Bake in the preheated oven for 25-30 minutes, or until the cookies are golden brown and a toothpick inserted into the center comes out clean.
18The edges of the cookies should be slightly crispy, and the center should be soft and gooey.
19Allow the cookies to cool in the pan for 10 minutes before inverting onto a serving plate.
20Carefully flip the pan onto a serving plate.
21The pineapple rings should be on top of the cookies.
22Gently tap the pan to release the cookies.
23If any cookies stick to the pan, use a spatula to carefully remove them.

🔧Equipment

Mixing bowl
Electric mixer
Baking sheet
Oven
Skewers or toothpicks
Cookie scoop

📊Nutrition Facts (per serving)

🔥Calories: 200 kcal🧈Total Fat: 7g💛Saturated Fat: 4g❤️Cholesterol: 30mg🧂Sodium: 200mg🌾Total Carbs: 35g🥦Dietary Fiber: 1g🍬Sugars: 25g🥩Protein: 2g

📝Notes

Tips: You can substitute whole wheat flour for a healthier option. For a tropical twist, add a few maraschino cherries to the center of each pineapple ring before baking.

Watch Video Of How Pineapple Upside Down Cookies Works

Pineapple upside down cookies are a versatile and delicious treat that can be enjoyed year-round. They are perfect for family gatherings, potlucks, or just a cozy night in.

The combination of the soft, chewy cookies and the sweet pineapple topping is a winner. These cookies can be stored in an airtight container for up to a week or frozen for longer storage.

They are best served at room temperature, but you can also reheat them slightly in the oven for a warm treat. Enjoy these cookies with a cup of tea or coffee for a perfect afternoon snack.

❓ Frequently Asked Questions About Pineapple Upside Down Cookies

1. Can I use fresh pineapple instead of canned?

You can use fresh pineapple, but it will require some additional preparation. Fresh pineapple needs to be peeled, cored, and sliced into rings. You may also need to adjust the cooking time slightly, as fresh pineapple has more moisture than canned.

2. Can I make these cookies gluten-free?

Yes, you can make these cookies gluten-free by substituting the all-purpose flour with a gluten-free flour blend. Ensure that the blend includes xanthan gum or guar gum for better binding.

3. How do I store these cookies?

Store the cookies in an airtight container at room temperature for up to 3 days. For longer storage, place the cookies in the refrigerator for up to a week. You can also freeze the cookies for up to 2 months.

4. Can I use a different type of fruit?

While pineapple is traditional, you can experiment with other fruits like peaches, apples, or cherries. Just adjust the cooking time and liquid content as needed.

5. Why did my cookies burn on the bottom?

If your cookies burn on the bottom, it could be due to the oven temperature being too high or the baking time being too long. Ensure your oven is calibrated correctly and consider using a lighter-colored baking dish to prevent over-browning.

Hi, I’m Sheba G, the creator behind **Sheba’s Recipe**, where I share my favorite homemade dishes and easy recipes anyone can try. I love experimenting in the kitchen and helping others enjoy simple, flavorful meals with confidence.

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