Gingerbread Whoopie Pies (2024)

Mega soft and chewy Whoopie Pies made festive with gingerbread!

This Whoopie Pie recipe takes two tender cake-like gingerbread cookies and sandwiches them with with luscious cream cheese frosting to createyour new favorite way to devour gingerbread! And bonus, you get two Christmas cookies in one! Make ahead and freezer instructions included!

Gingerbread Whoopie Pies (1)

Whoopie Pie

Can you guys believe Christmas is SO soon?! I had a gazillion holiday recipe ideas to share with you but there just isn’t enough time so I am only sharing the best of the best like these epic Gingerbread Whoopie Pies that are sure to fill your hearts and bellies with holiday cheer!

I don’t make a lot of cookies, so if I’m going to make them, they have to be worth my time. And these Gingerbread Whoopie Pies are SO worth my/your time! This whoopie pie recipe is adapted from America’s Test Kitchen Magazine Christmas Cookies Issue and as I was flipping through, these immediately caught my eye because a) gingerbread, b) cream cheese filling, c) whoopie pies!!!

I love whoopie pies. It’s like two reverse frosted cake-like cookies back to back so you get twocookies in one with just the right amount of filling oozing with each bite….but…….that would only be a good thing if you loved the cookies, so let me assure you – you will love these cookies.

WHY WHOOPIE PIES ARE THE BEST:

  • Festive and delicious
  • MEGA soft and chewy
  • GINGERBREAD
  • That cream cheese filling!
  • Double the cookie!
  • Perfect for a holiday party or family dinner
  • Make ahead friendly

What are Whoopie Pies?

I took the concept for this whoopie pie recipe from traditional whoopie pies that are made of two round mound-shaped pieces of chocolate cake (a cross between cake batter and cookie dough) with a sweet, creamy filling or frosting sandwiched between them. Traditional filling used to always be a form of sweet marshmallow cream but it has evolved to include buttercream as well.

Whoopie Pies Recipe

This Gingerbread Whoopie Pie recipe also begins with two round mound shaped cake-like cookies but instead of chocolate, they are gingerbread, and instead of marshmallow filling, we have cream cheese butter cream.

The resulting Whoopie Pies are some of the softest cookies I have ever sunken my teeth into and the cinnamon, ground ginger, crystallized ginger, nutmeg, and cloves add a festive complexity of flavor that compliments the silky sweet cream cheese filling. They will make you merry – for days.

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Why do they Call it a Whoopie Pie?

I love this story! Whoopie Pies originated in New England as a Pennsylvania Amish tradition. They were often made with leftover cake batter so they were considered a special treat. According to Amish legend, children would exclaim, “whoopie!” when they discovered the pies in their lunch bags.

What is Whoopie Pie Filling Made of?

This Whoopie Pie filling skips the marshmallow fluff and instead uses more of a frosting-like filling reminiscent of frosting gingerbread. The Cream Cheese filling is a buttery blend of sugar, butter, cream cheese and vanilla for a luscious, silky filling that will have you licking the beaters.

You can pipe the filling onto half the cookies or you can simply drop it by the tablespoon and then top with the remaining cookies for adorably petite, zesty Gingerbread Whoopie Pies bursting with molasses, cinnamon and spices. Bursting with holiday cheer!

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HOW TO MAKE Whoopie Pie Recipe

Making the Batter

  • Don’t skip the crystallized Ginger. This Whoopie Pie recipe calls for crystallized ginger. You do NOT want to skip this! I made two batches of Gingerbread Whoopie Pies – one without crystallized ginger and upping the ground ginger and one with the crystallized ginger. The batch with just ginger powder tasted flat and bland while the batch with crystallized ginger boasted a sweet bite that complimented the sweetness of the filling. In short, adding crystallized ginger is the only way for these cookies to live up to their name “Gingerbread!”
  • DIY Buttermilk. Don’t have buttermilk? No problem, you can still make these Whoopie Pies! Simply add one teaspoon lemon juice or vinegar to a measuring cup then add enough milk to equal ¼ cup and give it a stir. Let it sit for 5-10 minutes. When it curdles on top, you know it’s ready to use.
  • Refrigerate dough. I know refrigerating dough can be a pain because we all want whoopie pies NOW, but you will need to refrigerator the dough for at least 1 hour up to 24 hours. This will not only develop the festive flavors but will prevent your dough from spreading out too much when it bakes, maintaining that “mound” shape we know and love.

Baking the Whoopie Pies

  • Line baking sheets. You will need to line your baking pans with either parchment paper or nonstick mats. I don’t recommend foil with cooking spray because this will make your dough spread out too much.
  • Don’t overbake pies. Bake pies just until puffed and just set, 11-13 minutes. The pies will continue to cook as they cool, so it is important not to over bake them for the SOFTEST whoopie pies around. Better to underbake than overbake in my opinion.

Making the Filling

  • Use paddle attachment. If you have the paddle attachment for your mixer, this is optional for the the fluffiest frosting. Make sure you beat your butter and sugar for a full two minutes so the frosting will whip in tons of air and become super fluffy.
  • Refrigerate frosting to thicken. If your filling is very soft, then refrigerate it for 15 minutes before filling cookies (I didn’t have to do this). This can often result when butter or cream cheese that is too soft to begin with. Take care to NEVER microwave your butter for frosting or it can easily become too soft.

Filling Whoopie Pies

  • Assemble. Spoon or pipe 1 tablespoon frosting evenly onto bottoms (flat sides) of 24 cookies. Top with remaining 24 cookies, bottom sides down. Dust with powdered sugar.
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Can I Make Whoopie Pies Ahead of Time?

Yes! You can prepare the batter, cover it tightly with plastic wrap and refrigerate for up to three days. You can also make the cookies a day ahead of filling and keep in an airtight container until ready to fill. Lastly, you can also freeze the whoopie pies (instructions below).

HOW DO I STORE WHOOPIE PIES?

Store Whoopie Pies in an airtight container in the refrigerator. Bring to room temperature before serving. I like to microwave mine for 10 seconds or so.

CAN WHOOPIE PIES BE FROZEN?

Yes! You can either freeze the whoopie pie battere the baked whoopie pies or the assembled whoopie pies. Here’s how to freeze all three options:

HOW TO FREEZE WHOOPIE PIE DOUGH:

  • Roll balls per instructions and fit as many as you can on a parchment/nonstick lined baking sheet without touching.
  • Place the baking sheet in the freezer and freeze the balls until outsides are hard (about 1-2 hours).
  • Transfer to a freezer size plastic bag and freeze.
  • Dough should freeze well for up to 3 months.
  • To BAKE: Place frozen cookie dough balls on a lined baking sheet and bake according to instructions, adding a couple extra minutes to cook time.

HOW TO FREEZE BAKED WHOOPIE PIES WITHOUT FILLING

  • Fit as many COOLED baked whoopie pies on a parchment/nonstick mat lined baking sheet without touching.
  • Place the baking sheet(s) in the freezer and freeze until solid (about 1 hour).
  • Transfer to a freezer size plastic bag and freeze for up to 3 months.
  • When ready to use, let whoopie pies defrost on the counter before filling.
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HOW TO FREEZE ASSEMBLED WHOOPIE PIES

  • Fit as many whoopie pies on a parchment/nonstick mat lined baking sheet without touching.
  • Place the baking sheet(s) in the freezer and freeze until solid (about 1 hour).
  • You can now freeze individual whoopie pies by placing them each in individual sandwich bags, OR to freeze a batch of pies:
  • Top frozen whoopie pies on baking sheet with a layer of parchment paper and layer with another layer of frozen pies (that you have frozen on a separate sheet). Continue to layer and stack as needed.
  • Wrap entire baking sheet securely in layers of plastic wrap.
  • To THAW TRAY: Take baking sheet out of refrigerator and unwrap so that the condensation doesn’t form and make the whoopie pies soggy. Let sit at room temperature for several hours.
  • TO THAW INDIVIDUAL WHOOPIE PIES: Take whoopie pie out of the sandwich bag and let sit at room temperature overnight OR if you’re in a hurry, warm whoopie pie in the microwave at 10 second intervals until defrosted.

Looking for more Cookie Recipes?

  • Nutella Cookies
  • Cinnamon Apple Oatmeal Cookies
  • S’more Cookies
  • Turtle Cookies
  • Carrot Cake Cake Cookies
  • Caramel Brown Sugar Cookies
  • Pumpkin Cookies
  • Little Debbie’s Oatmeal Cookies
  • Peanut Butter Cookies
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©Carlsbad Cravingsby CarlsbadCravings.com

Gingerbread Whoopie Pies (13)

Gingerbread Whoopie Pies

Mega soft and chewy Gingerbread Whoopie Pies stuffed with luscious cream cheese frosting will be your new favorite way to devour gingerbread! And bonus, you get two Christmas cookies in one!

Servings: 24 pies

Total Time: 1 hour hr 1 minute min

Prep Time: 35 minutes mins

Cook Time: 26 minutes mins

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Ingredients

Cookies

  • 2 cups all-purpose flour
  • 2 teaspoons ground cinnamon
  • 1/2 tsp EACH ground ginger, nutmeg, salt
  • 1/4 teaspoon ground cloves
  • 3/4 teaspoon baking soda
  • 3/4 cup packed light brown sugar
  • 8 tablespoon unsalted butter, melted
  • 1/4 cup molasses
  • 3 tablespoons crystallized ginger, finely chopped
  • 1 large egg
  • 1/4 cup buttermilk
  • 1 teaspoon vanilla extract

Cream Cheese Filling

  • 6 tablespoons unsalted butter, room temperature
  • 1 1/2 cups Powdered sugar
  • 6 oz. cream cheese, cut into 6-8 pieces, softened
  • 1/2 teaspoon vanilla extract
  • Pinch of salt

Garnish (a must!)

  • Powdered sugar for dusting

Instructions

  • Whisk brown sugar, melted butter, molasses and crystallized ginger in separate large bowl until combined. Whisk in egg, buttermilk and vanilla until combined. Add flour mixture and stir with rubber spatula just until dough comes together. Cover bowl with plastic wrap and refrigerate for at least 1 hour up to 24.

  • Preheat oven to 350 degrees F. Line 2 baking sheets with parchment paper or nonstick mat. Roll dough into balls using 1 scant tablespoon. Space balls evenly on prepared sheets, about 2 inches apart. Bake cookies, 1 sheet at a time, until puffed and just set, 11-13 minutes. Let cookies cool on sheet for 5 minutes then transfer to wire rack to cool completely before frosting.

  • Using stand mixer fitted with paddle attachment, beat butter and powdered sugar on medium-high speed until fluffy, about 2 minutes. With mixer running, add cream cheese, 1 piece at a time, and continue to beat until smooth, about 30 seconds. Beat in vanilla extract and pinch of salt as needed.

  • *Spoon or pipe 1 tablespoon frosting evenly onto bottoms (flat sides) of 24 cookies. Top with remaining 24 cookies, bottom sides down. Dust with powdered sugar. (Note, these cookies need the dusting of powdered sugar or they won’t taste sweet enough).

  • Store cookies in an airtight container in the refrigerator. Bring to room temperature before serving.

Notes

*If frosting is very soft, refrigerate for 15 minutes before filling cookies (I didn’t have to do this).

MAKE AHEAD:

You can prepare the batter, cover it tightly with plastic wrap and refrigerate for up to three days. You can also make the cookies a day ahead of filling and keep in an airtight container until ready to fill.

STORAGE:

Store Whoopie Pies in an airtight container in the refrigerator. Bring to room temperature before serving. I like to microwave mine for 10 seconds or so.

HOW TO FREEZE WHOOPIE PIE DOUGH:

  • Roll balls per instructions and fit as many as you can on a parchment/nonstick lined baking sheet without touching.
  • Place the baking sheet in the freezer and freeze the balls until outsides are hard (about 1-2 hours).
  • Transfer to a freezer size plastic bag and freeze.
  • Dough should freeze well for up to 3 months.
  • To BAKE: Place frozen cookie dough balls on a lined baking sheet and bake according to instructions, adding a couple extra minutes to cook time.

HOW TO FREEZE BAKED WHOOPIE PIES WITHOUT FILLING

  • Fit as many COOLED baked whoopie pies on a parchment/nonstick mat lined baking sheet without touching.
  • Place the baking sheet(s) in the freezer and freeze until solid (about 1 hour).
  • Transfer to a freezer size plastic bag and freeze for up to 3 months.
  • When ready to use, let whoopie pies defrost on the counter before filling.

HOW TO FREEZE ASSEMBLED WHOOPIE PIES

  • Fit as many whoopie pies on a parchment/nonstick mat lined baking sheet without touching.
  • Place the baking sheet(s) in the freezer and freeze until solid (about 1 hour).
  • You can now freeze individual whoopie pies by placing them each in individual sandwich bags, OR to freeze a batch of pies:
  • Top frozen whoopie pies on baking sheet with a layer of parchment paper and layer with another layer of frozen pies (that you have frozen on a separate sheet). Continue to layer and stack as needed.
  • Wrap entire baking sheet securely in layers of plastic wrap.
  • To THAW TRAY: Take baking sheet out of refrigerator and unwrap so that the condensation doesn’t form and make the whoopie pies soggy. Let sit at room temperature for several hours.
  • TO THAW INDIVIDUAL WHOOPIE PIES: Take whoopie pie out of the sandwich bag and let sit at room temperature overnight OR if you’re in a hurry, warm whoopie pie in the microwave at 10 second intervals until defrosted.

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Gingerbread Whoopie Pies (15)

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©Recipe adapted from America’s Test Kitchen Magazine: ChristmasCookies, Gingerbread Whoopie Pies, pg. 55

Gingerbread Whoopie Pies (2024)

FAQs

What is the filling made of in whoopie pies? ›

Ingredients for Whoopie Pie Marshmallow Cream Filling:

Marshmallow Creme or Marshmallow Fluff work here. Marshmallow creme has a slightly thinner consistency than fluff, so you may need to add a bit more powdered sugar to sufficiently stiffen it up. Butter – This helps create the creamy filling.

What is the difference between a moon pie and a whoopie pie? ›

Unlike fluffy Whoopie pies, the MoonPie's marshmallow center is sandwiched between soft graham-cracker-like cookies, not cake. The dessert is encased in a chocolate coating (other options include vanilla, salted caramel, banana, orange, lemon, and strawberry).

What is the difference between Maine and Pennsylvania whoopie pies? ›

Experts agree that the biggest difference between a Maine whoopie pie and a Pennsylvania gob is the use of commercial marshmallow Fluff in the Maine version, versus homemade marshmallow fluff in the Amish version.

What state is known for whoopie pies? ›

In 2011, the Maine State Legislature designated the whoopie pie as Maine's official state treat. This confection traditionally consists of two chocolate cake-like rounds surrounding a white cream filling. The popular treat is reported to have been baked in Maine since 1925.

What is funeral pie made of? ›

Raisins are first plumped in a mixture of water, sugar, flour, vanilla, lemon juice, and butter. Then the filling is poured into a prepared pastry crust, topped with another crust and baked. Serve it with scoops of rum raisin ice cream.

Why are whoopie pies so high in calories? ›

Outer Layers: The cakey, soft outer layers of a Whoopie Pie are primarily made from flour, sugar, eggs, cocoa powder (for a chocolate whoopie), and buttermilk or similar. These ingredients contribute to the overall calorie count of the dessert.

What is a nickname for a whoopie pie? ›

The whoopie pie, alternatively called a black moon, gob (Pittsburgh area), black-and-white, bob, or BFO (for Big Fat Oreo), is an American baked confection that may be considered either a cookie, pie, sandwich, or cake.

Are whoopie pies only a Maine thing? ›

Regardless of its exact origins, the whoopie pie quickly became a popular dessert throughout the Northeast, especially in states like Maine, Pennsylvania, and Massachusetts. They were sold in bakeries, diners, and even gas stations, and they quickly became a staple at school bake sales and church picnics.

Are whoopie pies a PA thing? ›

Described as a “New England phenomenon and a Pennsylvania Amish tradition,” whoopie pie historians have decided that it has its origins in the heart of Pennsylvania Dutch country (think Lancaster County).

Who made the original whoopie pie? ›

According to Amish legend, when children would find these treats in their lunch bags, they would shout “Whoopie!” The first sold whoopie pies are from the Labadie's Bakery in Lewiston, Maine. They first started selling Whoopie Pies in 1925 with the opening of their bakery.

What is the official dessert of Pennsylvania? ›

The original Hershey's chocolate factory was founded in Lancaster, PA in 1894, which is one possible explanation as to why the chocolate chip cookie is the state dessert of Pennsylvania.

What pie is Ohio known for? ›

The buckeye pie is made of chocolate and peanut butter fillings, artfully layered to imitate the appearance of the nut—or the namesake candy.

What is cream pie filling made of? ›

A cream pie, crème pie, or creme pie is a type of pie filled with a rich custard or pudding that is made from milk, cream, sugar, wheat flour, and eggs and typically topped with whipped cream.

What is the original whoopie pie? ›

As we mentioned above, whoopie pies are believed to originally been made from leftover cake batter. The Maine legend paints the picture of a house wife putting the batter on a cookie sheet and shouting “Whoopie!!” when she realized that baking it up worked.

What is in pie filling enhancer? ›

Pie Filling Enhancer thickens fruit pie fillings the same way Instant ClearJel does. Its advantage is added ascorbic acid (which adds a bright, tart note), and superfine sugar, which prevents it from clumping. Pie Filling Enhancer is about half sugar, so you'll want to reduce the sugar in your recipe accordingly.

What types of ingredients are used to thicken pie fillings? ›

Very often flour or cornstarch is used, but in certain instances tapioca, arrowroot and potato starch can also help achieve the desired consistency. Tapioca starch is preferable for products that will be frozen because it will not break down when thawed. We like tapioca in blueberry, cherry or peach pies.

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