Classic Chocolate Whoopie Pie
Soft, Creamy & Filled with Sweet Nostalgia
Soft, cakey chocolate cookies sandwiched around a fluffy, sweet filling-these classic chocolate whoopie pies are the kind of nostalgic dessert that never goes out of style. In fact, this easy homemade whoopie pie delivers rich chocolate flavor with a creamy vanilla filling. Somewhere between a cookie, cake and sandwich, they are playful, comforting and always a crowd-pleaser.
The classic chocolate whoopie pie was originally popular in New England and Pennsylvania Dutch baking, they have remained a beloved dessert for generations..

Why You’ll Live These Class Whoopie Pies
- Soft and cakey. Think rich chocolate cake, but in grab and go form.
- Creamy, dreamy filling. Light and fluffy with just the right amount of sweetness.
- Make-ahead friendly. They store beautifully and even freeze well. (see below)
- Perfectly nostalgic. A homemade twist on a lunchtime favorite.
Fun Twists
Peanut Butter: Mix peanut butter into the cream mixture for a Reese’s-style whoopie.
Peppermint: Add peppermint extract and crushed candy canes to the filling for a festive spin
Tips For Perfect Whoopie Pies
- Use a cookie scoop, you will have evenly sized cakes
- Don’t overbake, they should stay soft not crisp
- Cool completely before baking to prevent creamy filling from melting
- Wrap individually for easy storage and serving

How to Store and Freeze Whoopie Pies
To store keep Whoopie Pies in an airtight container in refrigerator for up to 5 days. They also freeze beautifully-freeze, individually wrapped for up to 2 months. Thaw at room temperature before serving.
A Little Whoopie Pie History
No one knows for sure who made the first whoopie pie, but two places claim the honor: Pennsylvania and Maine.
In Pennsylvania Amish country, legend has it that creative bakers used leftover cake batter to make small sandwich cakes, slipping them into lunch bags. When husbands and children discovered the surprise treat, they supposedly shouted-“Whoopie” and the name stuck.
Meanwhile in Maine, whoopie pies became a bakery staple as early as the 1920″s. Labadie’s Bakery in Lewiston has been making them since 1925 and Maine even named it the official state treat in 2011. There is even a Whoopie Pie Festival held each year to celebrate this beloved dessert!
Until next time… bake something delicious and savor every tasty little morsel🩵

Ingredients
Whoopie Pie (Cakes)
- 1/2 cup butter (room temperature)
- 1 cup sugar
- 1 egg
- 1 teaspoon vanilla
- 2 cups flour
- 1 1/2 teaspoons baking soda
- 1/2 teaspoon baking powder
- 1/2 cup unsweetened cocoa powder
Whoopie Pie filling
- 8 ounce cream cheese, room temperature
- 2 tablespoons milk
- 3 tablespoons sugar
- 2 cups whipping cream
- 1 teaspoon vanilla
Instructions
Whoopie Pie (Cakes)
- Preheat oven 375F-Line baking sheet with parchment paper
- Cream butter and sugar until fluffy. Add egg, milk, vanilla and mix until smooth
- Add dry ingredients and beat until batter has no lumps
- Drop by rounded tablespoons onto parchment lined cookie sheet, spacing 2 inches apart. Bake 7-8 minutes, remove from cookie sheet and cool on wire rack.

Whoopie Pie filling
- Beat together cream cheese, milk, sugar and vanilla until fluffy
- In separate bowl, beat whipping cream until stiff peaks form. Fold into cream cheese mixture until well incorporated.
- Spread or pipe filling on flat side of one cake and sandwich with a second one.

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