Why Make This Recipe
Pineapple Upside Down Sugar Cookies are a fun twist on traditional sugar cookies. They combine the sweet and tangy flavors of pineapple with soft, buttery cookie dough. These cookies are not just delicious; they are also visually appealing with the pineapple rings on top. They make a great treat for parties, gatherings, or just a cozy night at home. The unique flavor and bright colors will surely please both kids and adults alike!
How to Make Pineapple Upside Down Sugar Cookies
Ingredients
- 1 cup unsalted butter, softened
- 1 cup granulated sugar
- 1 large egg
- 1 teaspoon vanilla extract
- 2 cups all-purpose flour
- 1 teaspoon baking soda
- 1/2 teaspoon salt
- 10-12 rings canned pineapple, drained
Directions
- Preheat your oven to 350°F (180°C) and line baking trays with parchment paper.
- In a large bowl, cream together the softened butter and granulated sugar until the mixture is light and fluffy, about 2-3 minutes.
- Beat in the egg and vanilla extract until smooth.
- In another bowl, whisk together the all-purpose flour, baking soda, and salt. Gradually add this dry mixture to the wet mixture until well combined.
- Scoop about 2 tablespoons of cookie dough onto the prepared trays, making sure to space them apart.
- Press a pineapple ring onto each mound of dough and sprinkle a little sugar on top.
- Bake for 11-13 minutes, or until the edges are golden.
- Allow the cookies to cool briefly on the tray before transferring them to a wire rack to cool completely.
How to Serve Pineapple Upside Down Sugar Cookies
Serve these delightful cookies warm or at room temperature. They are perfect for cookie platters, dessert tables, or as an afternoon snack. You can also pair them with a scoop of vanilla ice cream or a dollop of whipped cream for an extra treat. Enjoy them with a glass of milk or your favorite beverage!
How to Store Pineapple Upside Down Sugar Cookies
To keep your cookies fresh, store them in an airtight container at room temperature. They will stay good for up to a week. If you need to keep them longer, you can also freeze them by placing them in a freezer-safe bag or container. Just make sure they are individually wrapped or separated by parchment paper to prevent sticking.
Tips to Make Pineapple Upside Down Sugar Cookies
- Make sure your butter is softened to room temperature for easier mixing.
- Do not overmix the dough after adding the flour; just mix until combined.
- Choose pineapple rings that are well-drained to avoid too much moisture in the cookies.
- For added flavor, you can sprinkle a little bit of cinnamon or nutmeg in the dough.
Variation
Feel free to experiment with different toppings! You can use maraschino cherries or nuts along with the pineapple rings for added texture and taste. You can also try different flavored extracts, like coconut or almond, to change up the flavor of the cookies.
FAQs
1. Can I use fresh pineapple instead of canned?
Yes, you can use fresh pineapple. Just make sure to cut it into rings and remove any excess moisture.
2. Can I make the dough ahead of time?
Absolutely! You can prepare the dough and refrigerate it for up to 24 hours before baking. Just let it come to room temperature before scooping.
3. What can I do if I don’t have parchment paper?
If you don’t have parchment paper, you can lightly grease the baking trays with cooking spray or butter to prevent sticking.

Pineapple Upside Down Sugar Cookies
Ingredients
Cookie Dough
- 1 cup unsalted butter, softened Make sure butter is at room temperature.
- 1 cup granulated sugar
- 1 large egg
- 1 teaspoon vanilla extract
- 2 cups all-purpose flour
- 1 teaspoon baking soda
- 1/2 teaspoon salt Avoid overmixing after adding flour.
- 10-12 rings canned pineapple, drained Choose well-drained rings.
Instructions
Preparation
- Preheat your oven to 350°F (180°C) and line baking trays with parchment paper.
- In a large bowl, cream together the softened butter and granulated sugar until light and fluffy, about 2-3 minutes.
- Beat in the egg and vanilla extract until smooth.
- In another bowl, whisk together the all-purpose flour, baking soda, and salt.
- Gradually add the dry mixture to the wet mixture until well combined.
- Scoop about 2 tablespoons of cookie dough onto the prepared trays, spacing them apart.
- Press a pineapple ring onto each mound of dough and sprinkle a little sugar on top.
- Bake for 11-13 minutes, or until the edges are golden.
- Allow the cookies to cool briefly on the tray before transferring them to a wire rack to cool completely.
