Okay so maybe not actually upside down, but I definitely turned the classic pineapple upside down cake on it’s proverbial head. I was researching 1920′s desserts and came across several recipes for pineapple upside down cake; but being someone who always likes to liven things up and try something new I, of course, had to give a twist to the idea!
This my dear readers is a two layered round pineapple upside down cake.
Gasp I know…the audacity!
I can hear all of those 1920 housewives whispering about me right now…
“She couldn’t just be happy with our plain one layered square cake she HAD to go and change it all up. It’s just like her you know…she bobbed her hair too. And wears short dresses. with fringe.”
…er uh okay forgot I wasn’t ACTUALLY in 1920.
Many people don’t know that the Pineapple Upside Down Cake first hit the scene in the 20′s with the invention of…you guessed it canned pineapple! All those housewives in the Midwest who’d probably never even seen a pineapple let alone eaten one, were all of a sudden expected to come up with something to make with it.
So what else are you going to do if you’re a 1920′s Midwest housewife… bake a cake of course! The Pineapple Upside Down Cake was a huge hit and it’s been with us in some variation ever since. So here’s my take on it. Hope you like it!
I'm turning the classic Pineapple Upside Down Cake on its head with this two layered round version.
This recipe and photo are copyright protected by At The Picket Fence
- 1/4 cup butter or margarine
- 2/3 cup packed brown sugar
- 1 14 oz. can pineapple slices, drained reserving juice
- 1 jar maraschino cherries without stems
- 2 2/3 cups all-purpose flour
- 2 cups granulated sugar
- 1 stick of butter, softened to room temperature
- 3 teaspoons baking powder
- 1 teaspoon salt
- 1 ½ cup milk
- 2 eggs
- 3 Tbs. reserved pineapple juice
- Heat oven to 350 degrees
- Divide 1/4 cup butter between two 9″ round cake pans, place in oven and allow butter to melt
- Remove pans from and divide and sprinkle brown sugar evenly between pans over melted butter Slice pineapple rings in half to fit around edge of pan as shown in picture on top of brown sugar mixture
- Place remaining whole pineapple slices in middle of pan. Place cherry in center of each pineapple slice
- In medium bowl, beat remaining ingredients with electric mixer on low speed 30 seconds, scraping bowl constantly. Beat on high speed 3 minutes, scraping bowl occasionally
- Divide batter between cake pans and pour batter over pineapple and cherries
- Bake 45-50 minutes or until cake tester or toothpick inserted in center comes out clean
- Immediately place heatproof serving plate upside down over pan; turn plate and pan over, leaving pan over cake a few minutes so brown sugar mixture can drizzle over cake; remove pan
- Loosen edges of cake in second pan by running a knife carefully along edge
- With the aid of an offset spatula (or any wide long handled spatula) quickly but gently flip second cake over bracing with spatula and place on top of first cake
- Make sure second layer is centered before removing spatula
- Allow cake pan to rest for a minute or two on top of cake so that the brown sugar mixture can drizzle onto cake, allow cake to cool
For more great treats be sure to visit our Desserts Page!
We are gearing up for Easter Sunday at our homes and am sure many of your are doing the same! We’ll be sharing some special thoughts this weekend on the significance of Good Friday and Easter…so see you back here soon at the picket fence!
Oh my gosh – this is a recipe I completely love and haven’t had in sooooo long! It looks so delish! What a great dessert to make for Easter! Heather – your recipes and photography just blow me away!! Have a fabulous Easter! My son is coming home from college tonight – I am beyond excited 😀
Hi lovely lady.
Your cake look Yummy. I hope you have a wonderful Easter with your family.
Jill Flory says
Sounds yummy Heather! And looks awesome enough to be the centerpiece on a table! My daughter has been asking for pineapple upside down cake – might have to try this one 🙂
This looks soooo good and I bet it is, I haven’t made one of them in a long time. Now I am in the mood for some. Never know maybe I will try it out.
Susan @ My Place to Yours says
Pineapple Upside Down Cake is my husband’s favorite — and, of course, I make it at least once a year on his birthday. I might just have to shake things up a bit the next time I do and try your version. It looks fantastic! Happy Easter, ladies, to you and yours. 🙂
Beth@Unskinny Boppy says
You are killing me softly. I want a bite SO bad.
Sandra Hay says
I’ve made a 1920’s recipe for pineapple upside Down Cake for years. It is delicious. My Grandkids love it. Mine is made in an iron skillet. Being southern I love that. I will try your recipe too. My husband would love the extra layer. It is his favorite cake. Thanks for the post.
Looks devine ladies. Thanks for sharing this is my sisters favorite cake and I am going to try this for her bday in July.
Love this! You had me at upside down 🙂
Have an awesome day rock star!
Looks as beautiful as it is yummy. Have a very blessed Easter!
Wow that looks delicious!!! I bet your home smelled wonderful while you were baking it! Happy Easter!
Hmmm…your cake looks so yum ! Have a wonderful Easter !
Oh! This so reminds me of my mother and how she would make this for my sisters and I when we were little. What a great memory, thank you! And two layers? Delicious!
I’ve been meaning to thank you Heather and Vanessa for introducing me to Hometalk several months ago. I’m still learning it but it has been a great community and really enjoying it! Take care, Sharon
I can’t get past the question of why you were researching 1920s recipes. Are you having a flapper themed somethingorother? Just the kind of nosy stuff I ask. Maybe you posted earlier and I missed it. I’m much more miss than hit these days.
And the cake? It has my daughter’s name written all over it!
Irene Brown says
We have made the double decker pineapple upside down cakes for years! Really yummy. Glad you shared but I’m not sure what good a copyright is for something that is already out there but if it makes you feel good then by all means do it!! lol
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