The Pioneer Woman Pineapple Upside-Down Cake Recipe is a classic. It is a sweet and buttery dessert.
Many people love this Pioneer Woman Pineapple Upside-Down Cake Recipe. It uses juicy pineapples and sweet cherries.
The cake stays moist and delicious. This Pioneer Woman Pineapple Upside-Down Cake Recipe is very easy.
You do not need fancy skills to bake it. It looks beautiful on a serving plate. The caramel topping tastes like pure heaven.
Your family will love this fruity treat. It is perfect for parties or cozy nights. Follow this guide for a perfect cake every time.
It is a crowd-pleasing favorite for all ages.
When I first introduced to Pioneer Woman Pineapple Upside-Down Cake Recipe
I first saw this recipe on a sunny afternoon. I was watching Ree Drummond on TV. She made it look so simple.
The golden pineapples looked very tasty. I decided to try it that same day. My kitchen smelled like sweet butter and sugar.
My whole family asked for second slices. It quickly became my favorite weekend bake. Now, I make it for every birthday.
It brings back happy memories of home. You will love how easy it is. It is a true kitchen win for me.

Equipment List
- One 10-inch cast-iron skillet.
- A large mixing bowl.
- An electric hand mixer.
- A small glass bowl.
- A rubber spatula.
- Measuring cups and spoons.
- A wire cooling rack.
Ingredients You Need for Pioneer Woman Pineapple Upside-Down Cake Recipe
You need these Ingredients for Pioneer Woman Pineapple Upside-Down Cake Recipe:
- 6 tablespoons of unsalted butter.
- 1 cup of packed brown sugar.
- 1 can of sliced pineapples.
- 1 small jar of maraschino cherries.
- 1 and 1/2 cups of flour.
- 1 cup of granulated sugar.
- 2 teaspoons of baking powder.
- 1/2 teaspoon of salt.
- 2 large eggs.
- 1/2 cup of whole milk.
- 1 teaspoon of vanilla extract.
Step-by-Step Guide
1. Prep the Skillet
Preheat your oven to 350 degrees. Melt butter in your cast-iron skillet. Do this over medium heat.
2. Add Brown Sugar
Sprinkle brown sugar over the melted butter. Spread it evenly across the bottom. This creates the caramel layer.
3. Arrange the Fruit
Place pineapple slices on top of sugar. Put a cherry in each center. This makes the cake look pretty.
4. Mix Dry Ingredients
Whisk flour, sugar, and baking powder. Add a pinch of salt too. Use a large mixing bowl.
5. Combine Wet Ingredients
Mix eggs, milk, and vanilla extract. Use a separate small bowl. Pour this into the dry mix.
6. Make the Batter
Beat the mixture until it is smooth. Do not overmix the batter. Use your electric hand mixer.
7. Pour and Bake
Pour batter over the fruit slices. Spread it gently with a spatula. Bake for about 40 minutes.
8. Cool and Flip
Let the cake cool for ten minutes. Run a knife around the edges. Flip it onto a large plate.
Tips to Make the Best Pioneer Woman Pineapple Upside-Down Cake Recipe
- Use a heavy cast-iron skillet.
- Drain the pineapple juice very well.
- Pat the cherries dry with paper.
- Check the cake with a toothpick.
- Flip the cake while still warm.
- Use fresh eggs at room temperature.
- Do not let it sit too long.
- Add a pinch of cinnamon for flavor.
- Serve it with vanilla ice cream.
- Store leftovers in the fridge.
FAQs about Pioneer Woman Pineapple Upside-Down Cake Recipe
Can I use a cake pan?
Yes, use a 9-inch round pan. Grease the sides very well first.
How do I store the cake?
Keep it in the fridge. Cover it tightly with plastic wrap.
Can I use fresh pineapple?
Yes, fresh pineapple works great. Slice it into thin, even rings.
Why is my cake soggy?
The pineapple may have too much juice. Drain the fruit slices very well.
Can I freeze this cake?
Yes, you can freeze this cake. Wrap it in foil for one month.
Final Thoughts
Learning How to make Pioneer Woman Pineapple Upside-Down Cake Recipe is fun. It is a bright and happy dessert.
The fruit stays sweet and very juicy. The cake is light and perfectly soft. It looks like a professional baker made it.
Your friends will think you are a pro. It is the best way to use pineapple. This recipe never fails to impress guests.
I hope you enjoy baking this today. It is a sweet slice of pure joy. Happy baking to you and your family!

Pioneer Woman Pineapple Upside-Down Cake Recipe
Ingredients
- 6 tablespoons of unsalted butter.
- 1 cup of packed brown sugar.
- 1 can of sliced pineapples.
- 1 small jar of maraschino cherries.
- 1 and 1/2 cups of flour.
- 1 cup of granulated sugar.
- 2 teaspoons of baking powder.
- 1/2 teaspoon of salt.
- 2 large eggs.
- 1/2 cup of whole milk.
- 1 teaspoon of vanilla extract.
Instructions
Prep the Skillet
- Preheat your oven to 350 degrees. Melt butter in your cast-iron skillet. Do this over medium heat.
Add Brown Sugar
- Sprinkle brown sugar over the melted butter. Spread it evenly across the bottom. This creates the caramel layer.
Arrange the Fruit
- Place pineapple slices on top of sugar. Put a cherry in each center. This makes the cake look pretty.
Mix Dry Ingredients
- Whisk flour, sugar, and baking powder. Add a pinch of salt too. Use a large mixing bowl.
Combine Wet Ingredients
- Mix eggs, milk, and vanilla extract. Use a separate small bowl. Pour this into the dry mix.
Make the Batter
- Beat the mixture until it is smooth. Do not overmix the batter. Use your electric hand mixer.
Pour and Bake
- Pour batter over the fruit slices. Spread it gently with a spatula. Bake for about 40 minutes.
Cool and Flip
- Let the cake cool for ten minutes. Run a knife around the edges. Flip it onto a large plate.
Notes
- Use a heavy cast-iron skillet.
- Drain the pineapple juice very well.
- Pat the cherries dry with paper.
- Check the cake with a toothpick.
- Flip the cake while still warm.
- Use fresh eggs at room temperature.
- Do not let it sit too long.
- Add a pinch of cinnamon for flavor.
- Serve it with vanilla ice cream.
- Store leftovers in the fridge.









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