Classic Upside Down Cake Recipes That Are Easy to Make

There's a special kind of magic in these classic Upside Down Cake Recipes, a magic that begins the moment you flip the pan. The reveal of glistening, caramelized fruit nestled atop a tender, buttery cake is a moment of pure kitchen theater.

This collection is more than just a list of instructions; it's a treasure chest of memories, filled with heirloom recipes from a time when desserts were made with love, patience, and simple, honest ingredients. We'll journey back to the 1920s and beyond, exploring the timeless appeal of pineapple, the cozy comfort of apple, and even some surprising variations that have delighted families for generations.

Whether you're a seasoned baker or just discovering the joy of these retro desserts, these homemade upside down cakes are bound to be a hit. So, grab your apron, and get ready to bake up a taste of the past with these beloved cake recipes!

Grandma's Favorite Upside Down Cake Recipes

Mom's Recipe Scrapbooks (1920s)

Classic Banana Upside Down Cake

Homemade Banana Upside Down CakeEnjoy a Homemade Banana Upside Down Cake
(Source: © studio66/Depositphotos.com)

This recipe is a wonderful way to use ripe bananas, transforming them into a sweet, jammy topping with deep caramel notes. The simple, tender cake soaks up the banana flavor, creating a dessert that is pure comfort. Serve it warm, perhaps with a dollop of fresh whipped cream to cut through the sweetness.

1-1/2 cups sifted cake flour
1-1/2 teaspoons baking powder
1/4 teaspoon salt
3/4 cup sugar
4 tablespoons softened shortening
1 egg, well beaten
1/2 cup milk
1 teaspoon vanilla extract
4 tablespoons butter
1/3 cup firmly packed brown sugar
2 firm yellow bananas

Sift together flour, baking powder, salt, and sugar. Add shortening. Mix together egg, milk, and vanilla. Add to flour mixture, stirring until all four is dampened. Beat vigorously for 1 minute.

Melt butter in pan (8x8x2 inches). Add brown sugar and stir until melted and syrup is formed. Peel and slice bananas and arrange slices in syrup. Pour batter over bananas. Bake in a moderate oven (350°F) about 50 minutes, or until cake is done.

Loosen cake from sides of pan with knife or thin spatula. Turn out onto serving plate. Serve hot, upside down with bananas on top. Makes 1 dessert cake.

Retro Super Goober Upside Down Cake

Peanut Butter Upside Down Cake RecipeRetro Peanut Butter Upside Down Cake Recipe
(Source: Unknown Magazine Clipping)

Don't let the unusual combination fool you; this cake is a delightful surprise! The savory, nutty flavor of peanut butter melts into a rich, sweet topping with the canned peaches, creating a taste reminiscent of a warm PB&J sandwich. It's a fun, quirky recipe that's sure to get everyone talking at the dessert table.

Peanut Butter Mixture:

1/4 cup butter
1/3 cup peanut butter
1/2 cup brown sugar
1/4 cup peach juice
1-3/4 cups well-drained canned sliced peaches

Cake Batter:

1 package Instant Cake Mix (or alternative)
2 tablespoons sugar
1-1/4 cups milk
2 egg yolks, unbeaten

Method:

Combine butter, peanut butter, brown sugar, and peach juice in 9 1/2-inch iron skillet or 9x9x2-inch square pan. Place over low heat and stir until butter is melted and mixture is blended. Remove from heat. Arrange well-drained peach slices on mixture. Set aside.

Turn the cake mix into bowl. Add sugar and 1/2 cup of the milk. Blend, then beat 1 minute. Add 1/4 cup more milk. Blend, then beat 1 minute. Then add egg yolks and remaining 1/2 cup milk and beat 1 minute longer. (Beat cake vigorously by hand or at medium speed of electric mixer.)

Pour batter carefully over fruit mixture. Bake in moderate oven (375°F) 35 to 40 minutes for skillet, or about 50 minutes for pan. Cool cake in pan 5 minutes. Then invert pan on serving plate and let stand 1 minute before removing pan. If desired, sprinkle with chopped nuts. Serve warm with whipped cream or ice cream.

Bob Hope's Famous Peach Upside Down Cake

Peach Upside Down CakeBob Hope's Favorite Peach Upside Down Cake
(Source: Unknown Magazine Clipping)

Bake a slice of old Hollywood history with this recipe attributed to the legendary comedian Bob Hope. The use of a packaged cake mix makes this an accessible and reliable crowd-pleaser, perfect for when you need a glamorous dessert without the fuss. The bright maraschino cherries add a pop of color and a touch of whimsy to the classic peach topping.

1 No. 2 1/2 can (3-1/2 cups / 28 ounces) cling peach slices
1/4 cup butter
1/2 cup brown sugar, firmly packed
Maraschino cherries
1 Party Cake Mix package

Drain peaches thoroughly and dry on paper towels. Combine melted butter and brown sugar in bottom of 9-inch square pan. Arrange peaches and halved maraschino cherries on sugar mixture.

Mix party cake mix according to directions on package. Pour 1/2 of batter over fruit in pan. Bake in moderate oven (350°F) about 35 minutes.

Remove cake from oven and invert over serving plate. Allow pan to stand over cake for a minute before removing. Serve warm. Makes 9 servings.

Use remaining batter for cupcakes or for small single layer cake.

Old Fashioned Cherry Upside Down Cake

Cherry Upside Down CakeOld Fashioned Cherry Upside Down Cake
(Source: Unknown Magazine Clipping)

This cake is a true showstopper, with a vibrant, jewel-toned topping made from sour red cherries. The recipe creates its own thick cherry sauce, ensuring every bite is bursting with a wonderful sweet-tart flavor. It's a beautiful dessert for holidays or special occasions.

Cherry Mixtures:

2/3 cup sugar
2-1/2 tablespoons cornstarch
1 No. 2 can (2-1/2 cups / 20 ounces) sour red cherries
Liquid drained from cherries

Mix the 2/3 cup sugar, and the cornstarch in a pot; add the liquid drained from the cherries; cook until thick and clear. Add the cherries. Pour into a greased cake pan, size 8x8x2 inches.

Cake Batter:

1/4 cup butter or shortening
1 cup sugar
2 eggs
1-1/2 cups flour
2 teaspoons baking powder
1/2 cup milk
1/2 teaspoon vanilla extract

Cream the Butter and Sugar

This is the most critical step. It means to beat "room-temperature" butter and sugar or similar ingredients together until the mixture is light, fluffy, and pale in color. This process incorporates air, which is the primary leavening for many of these old recipes.

Make Cake Batter as Follows: Cream the butter and sugar together thoroughly. Add the eggs one at a time, beating well after each addition. Sift flour and baking powder together and add to butter and sugar mixture alternately with the milk, to which the vanilla has been added.

Pour batter evenly over the cherry mixture and bake at 350°F for about 40 minutes, until done. Loosen the sides of the cake, turning it out carefully, upside down onto a serving plate.

Individual Fruit Upside Down Muffins

For a delightful twist on the classic cake, these individual muffins are a perfect choice. They offer all the caramelized flavor in a personal-sized portion, making them ideal for brunches, bake sales, or packing in a lunchbox. Get creative with the fruit; a mix of different fruits in one batch can be a fun surprise! Enjoy all the upside down fun in a Muffin!

Fruit Upside Down MuffinsHomemade Fruit Upside Down Muffins for a Change
(Source: © alisafarov/Depositphotos.com)

2 cups sifted flour
3 teaspoons baking powder
1/2 cup sugar
3/4 teaspoon salt
1/4 cup salad oil
2 beaten eggs
3/4 cup milk
1/4 cup butter
1/2 cup brown sugar
Drained fruit of choice

Sift the dry ingredients together. Combine salad oil, eggs, milk, and add all at once to the dry ingredients, mixing just to moisten. Divide butter and brown sugar into muffin cups and place drained fruit in each cup.

Some fruit suggestions are: apricot halves, crushed pineapple, pineapple rings, and mandarin orange slices.

Fill cups with batter to about 2/3 full. Bake in 375°F oven for 20 to 25 minutes. Remove from oven and turn out of muffin pans, serving with the fruit side up.

Rich Chocolate Upside Down Cake With Peaches

Rich, decadent chocolate cake meets a sweet, syrupy fruit topping in this heavenly combination. The unsweetened chocolate in the batter provides a deep flavor that beautifully balances the sweetness of the peaches or other suggested fruits. For the ultimate indulgence, serve a warm slice with a scoop of vanilla bean ice cream.

Chocolate Upside Down CakeHomemade Retro Chocolate Upside Down Cake
(Source: Old Magazine Clipping)

1 cup sifted cake flour
1 teaspoon baking powder
1/4 teaspoon salt
2/3 cup sugar
1/4 cup softened butter
1 egg, well beaten
6 tablespoons milk
1/2 teaspoon vanilla
1 square Baker's Unsweetened Chocolate, melted
3 tablespoons butter
1/2 cup sugar
2 cups sliced canned peaches (or see suggestions)

Sift flour once, measure, add baking powder, salt, and sugar, and sift together three times. Add butter. Combine egg, milk, and vanilla; add to flour mixture, stirring until all flour is dampened. Add chocolate and blend; then beat vigorously 1 minute.

Melt 3 tablespoons butter in 8x8x2-inch or deep 9-inch round pan; add sugar and cook and stir until thoroughly mixed. On this arrange peaches. Turn batter out on contents of pan. Bake in moderate oven (350°F) 50 minutes, or until done.

Loosen cake from sides of pan with spatula. Turn upside down on dish with peaches on top. Serve warm with plain or whipped cream.

Suggested Fruits: Canned apricots, pears, or pineapple, or bananas may be substituted for peaches.

Aunt Sammy's Upside Down Cake Recipes (1927 Radio Show)

Aunt Sammy's Radio Recipes (1927)

Aunt Sammy's 1920s Radio DessertsRadio Recipes

Aunt Sammy's Radio Desserts

Aunt Sammy's Radio Recipes were some of the most popular recipes broadcast from October 1926 to June 1927 in the "Housekeepers' Chat" programs of the United States Department of Agriculture radio service.

Click the player button and listen to an actual vintage radio broadcast as Aunt Sammy reads recipes for each of the 9 dessert cakes listed below:

otr-icon

(7:02 min.)

  • Chocolate Souffle
  • Hard Sauce
  • Rocks (Cookies)
  • Baked Caramel Custard
  • Apple Dumplings
  • Sour Cream Pie
  • Date Pudding
  • Pumpkin Pie
  • Applesauce Cake

Aunt Sammy's Classic Pineapple Upside Down Cake

Retro Pineapple Upside Down CakeHomemade Classic Pineapple Upside Down Cake
(Source: © natalia_ch/Depositphotos.com)

This is the quintessential, iconic pineapple upside down cake that many of us picture in our minds. Coming straight from a 1920s government radio broadcast, this recipe is a true piece of culinary history. The technique of browning the sugar first in the pan creates an authentic, deep caramel flavor that is simply divine with the pineapple.

Pineapple Mixture:

1/2 cup sugar
2 tablespoons butter
2 tablespoons pineapple juice
3 slices pineapple

Stir the sugar in a smooth frying pan until it's melted, then allow it to brown. Add the butter and the pineapple juice and cook until a fairly thick sirup is formed. Place the sections of pineapple in the sirup and cook for 1 or 2 minutes or until they are light brown, turning them occasionally.

Have ready a well-greased heavy baking pan or a baking dish, place the pineapple on the bottom, and pour the sirup over it. Allow this to cool so it will form a semisolid surface, then pour in the following cake batter:

Cake Batter:

1/4 cup butter
1/2 cup sugar
1 egg
1 teaspoon vanilla
1-1/2 cups soft wheat flour
2 teaspoons baking powder
1/8 teaspoon salt
1/2 cup milk

Cream the butter, add the sugar, the well-beaten egg, and vanilla. Sift the dry ingredients together twice and add alternately with the milk to the butter, sugar, and egg mixture. Pour this over the pineapple. The batter is rather thick and may need to be smoothed on top with a knife.

Bake slowly in a very moderate oven (300° to 325°F) for 3/4 of an hour. Loosen the sides of the cake, turn it out carefully, upside down. If the fruit sticks to the pan, lift it out and place it on the cake in the place where it should be. Serve with or without whipped cream or hard sauce.

Aunt Sammy's Apple Upside Down Cake

A perfect dessert for a crisp autumn day, this vintage recipe from Aunt Sammy creates a beautiful, layered apple topping. The instruction to carefully overlap the thin apple slices results in a stunning presentation. The warm spices and tender baked apples make this the ultimate comfort food, especially when served warm from the oven.

1/4 cup butter
1/2 cup sugar
1 egg
1 teaspoon vanilla
1-1/2 cups sifted soft-wheat flour
2 teaspoons baking powder
1/8 teaspoon salt
1/2 cup milk
2 to 4 apples, depending on size
Sugar and cinnamon enough to sprinkle

Cream the butter. Add the sugar, the well-beaten eggs, and vanilla. Sift the dry ingredients together twice and add alternately with the milk to the first mixture. Use a square or oblong baking dish or a very heavy pan. Put a thick coating of butter on the bottom and sides of the dish or pan.

Wash, pare, and quarter firm-fleshed apples. Slice them rather thin, and place them so that the slices overlap and form even layers, covering the bottom of the dish. Sprinkle well with sugar and cinnamon which have been well mixed. Add another layer of apples placed with equal care, and flavor with cinnamon and sugar.

Pour the cake mixture over the apples. The batter is rather thick and may need to be smoothed on top with a knife. Bake slowly in a very moderate oven (at a temperature from 300° to 325° F) for 3/4 of an hour.

Loosen the sides of the cake, turning it out carefully, upside down, and the top will be covered with neat layers of transparent apples. Serve hot with hard sauce or whipped cream.

Canadian Prize-Winning Pineapple Upside Down Cake Recipe

Canada's Prize Recipes (1930)

Pineapple Upside Down Cake

This prize-winning cake recipe from 1930s Canada has a secret for a lighter, more delicate cake: cornstarch and beaten egg whites. These ingredients create an airy, tender crumb that provides a lovely contrast to the rich, buttery pineapple topping. The final garnish of chopped nuts adds a welcome crunch.

Ingredients for Pineapple Mixture:

4 tablespoons butter
4 tablespoons brown sugar
1 can pineapple slices, drained

Ingredients for Cake Batter:

1/2 cup butter
1 cup white sugar
1 cup flour
1/2 cup cornstarch
1 tablespoon baking powder
1 cup milk
3 or 4 egg whites, beaten
1 cup crushed nuts
Whipped cream

Melt the 4 tablespoons butter and brown sugar in a frying pan until a rich golden brown, taking care that they do not burn. Lay the slices of pineapple in the caramel thus prepared and then cover with the
batter made as follows:

Cream the 1/2 cup butter and add sugar gradually, beating until smooth and light. Sift the dry ingredients and then alternate them with the milk into the creamed mixture. Fold in the stiffly beaten whites of eggs and bake in moderate oven (350 degrees).

When the cake leaves the sides of the pan, turn out on a plate and garnish with the chopped nuts and whipped cream to serve.

Ryzon's Upside Down Cake Recipe

Ryzon Baking Powder Book (1912)

Mock Caramel Upside Down Cake With Nuts

This fascinating Ryzon recipe from 1912 is unique because it forgoes fruit entirely, focusing instead on a crunchy, nutty, "mock caramel" topping. It's the perfect upside down cake for those who prefer nuts over fruit, creating a praline-like layer that is absolutely irresistible. This is a true baker's delight and a testament to old-fashioned ingenuity.

Dissolve 1 level tablespoonful (1/2 ounce) butter in a large iron frying pan. Sprinkle 1 level cupful (1/2 pound) brown sugar over the butter, also 1/2 cupful (2 ounces) of nut meats—not too small. Have the brown sugar and nuts evenly spread in pan and set aside until the following is mixed in a large bowl:

1 level tablespoonful (1/2 ounce) butter
1 level cupful (1/2 pound) granulated sugar
1 egg, beaten
2 level cupfuls (1/2 pound) flour
2 level teaspoonfuls Ryzon baking powder
1 cupful (1/2 pint) milk
1 level teaspoonful vanilla or any desired flavor

Spread this mixture evenly over the butter, sugar, and nuts and bake in the frying pan like a loaf cake in a moderate oven (325°F). When done turn onto a cake plate upside down to serve. Sufficient for one large cake. —by Miss. M. Deller, Milwaukee, Wis.

Grandma's Upside Down Cake Success Tips

  • Why Use a Cast Iron Skillet? Many old recipes call for a heavy frying pan or skillet. A well-seasoned cast iron skillet is perfect for upside down cakes because it heats evenly and helps create a fantastic caramel crust on the topping.
  • Use Room Temperature Ingredients: For the most tender cake crumb, always use room temperature eggs, milk, and butter (unless the recipe specifies otherwise). They combine more easily and create a smoother, more uniform batter.
  • The Topping Sticks to the Pan: This is the most common fear! The trick is timing. Let the cake cool in the pan for only 5–10 minutes before inverting it. This is long enough for the cake to set slightly, but not so long that the caramel hardens and glues the fruit to the pan. Always run a knife or thin spatula around the edge of the cake before you flip.
  • The Cake is Soggy: This usually happens if the fruit is too wet. If using canned fruit, make sure to drain it very well. For juicy fresh fruits, patting them dry with a paper towel before arranging them in the pan can make a big difference.
  • The Cake is Dry: Don't over-bake! The times listed are a guide. Start checking for doneness a few minutes early. A wooden toothpick or skewer inserted into the center of the cake (avoiding the fruit) should come out clean or with a few moist crumbs attached.

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