Gingerbread Whoopie Pies - Sally's Baking Addiction (2024)

With molasses, ginger, cinnamon, nutmeg, and cloves, these gingerbread whoopie pies are rich with robust flavor. Tangy and cool cream cheese filling adds the perfect contrast to these soft-baked holiday cookie sandwiches.

Whoopie pies… the cookie that’s not really a cookie at all. Are you familiar with this treat? Whoopie pies are actually little cake mounds sandwiched with a sweet filling. We love them and I’ve published a bunch of variations including red velvet whoopie pies, chocolate whoopie pies (with salted caramel frosting!), apple cinnamon spice whoopie pies, pumpkin whoopie pies in Sally’s Cookie Addiction, and traditional whoopie pies in the paperback version ofSally’s Baking Addiction. Did you know that in western PA, where my MIL is from, whoopie pies are called gobs? Whatever their name, they’re fantastic with the holiday season’s favorite baking spices and a fun addition to any platter of Christmas cookies.

Tell Me About these Gingerbread Whoopie Pies

• Texture: The cookies aren’t as cakey as traditional whoopie pies—they taste more like an actual cookie. Soft and moist in the centers with slightly chewy edges. Overbaking will dry them out, so keep a close eye on the bake time.
• Flavor: If you enjoy gingerbread cookies, you’ll love these gingerbread whoopie pies. (Plus, no cookie cutters needed!) Spiced with generous amounts of ginger and cinnamon, plus nutmeg, cloves, and molasses, there’s no arguing these are flavorful. What’s more, the creamy tangy cream cheese filling adds the perfect contrast to the cookie’s robust flavor. What a combo!
• Ease: We have a pretty straightforward recipe on our hands here. The cookie dough comes together with 2 bowls, a whisk, and spatula. No complicated shaping required, but a cookie scoop is helpful. Though you don’t *need* an electric mixer for the cookie dough, you can certainly use one. You need one for the filling anyway.
• Yield: This recipe yields 24 cookies which make 12 large whoopie pies—2 cookies in 1 sandwich. You could also simply pipe or spread the filling on top of each cookie for a batch of 2 dozen frosted cookies.

Recipe Testing These Gingerbread Whoopie Pies

The starting point for these seasonal whoopie pies was my gingerbread cake. Determined (and with a gingerbread craving), I spent several days perfecting these. 5 batches, 6 batches, 7, or more? I lost count. What began with creamed butter and sugar transitioned into an oil-based cookie dough/cake batter of sorts. Creamed butter and sugar are ideal for cakey baked goods, but dried out the texture of the whoopie pies. Oil is a key ingredient in some cakes, so I made that swap. Brown sugar weighed down the cookie sandwiches, so stick with regular granulated sugar. There’s molasses in this cookie dough/batter anyway. A little baking powder, in addition to the baking soda, adds extra lift.

By the way, if you’re ever looking for a dairy free cookie recipe, make these gingerbread cookies without the filling/frosting. It’s an oil based cookie dough with no dairy needed. They’re tasty on their own!

3 Helpful Notes:

• Add some hot water. It’s an odd ingredient in cookies, but there’s a reason for its addition. Molasses is very thick and sticky. A consistency like this is pretty difficult to evenly mix into cake batters and cookie doughs. When mixed with hot water, its viscous consistency loosens. We do the same thing when we make gingerbread loaf. Hot water ends up being a useful addition because we usually add liquid (like milk) to whoopie pies anyway.
• Chill the dough. The dough may seem a little loose and oily. That’s completely normal and expected. (See left photo below.) I tested the recipe without chilling the dough and the cookies spread quite thin. The edges were unfavorably crispy, too. This recipe definitely benefits from 2 hours in the refrigerator before baking. In the right photo below, you can see how the dough thickened up after chilling. By the way, if you need a quick no-chill cookie to make while you’re waiting for this batter to chill, try my shortbread cookies.
• Use a cookie scoop. Since the cookies are sandwiched together, it’s important they’re all the same size. A cookie scoop makes that easy. Each cookie should be 1.5 Tablespoons of dough, so I recommend using a medium cookie scoop. It’s the same size scoop I recommend for equally flavorful iced gingerbread oatmeal cookies and chocolate ginger cookies. If desired, you can make smaller whoopie pies to yield more sandwiches. See recipe note.

Spiced Cream Cheese Filling

I swear by the combination of tangy and cool cream cheese frosting with deeply spiced gingerbread. If you’ve ever tried these gingerbread cupcakes, you understand the hype of this delicious duo. I used the same cream cheese filling from these red velvet whoopie pies and added the spices used in the cookie dough—just a smidge of each is plenty. You can spread the filling onto the flat side of the cookie with a knife or you can use a piping tip. I used Wilton 1A.

Does the Filling Squish Out?

Yes, when you take a bite of the whoopie pies, the filling squishes out the sides. Not the neatest cookie to eat, so have a napkin handy. Hey, aren’t all the best foods messy?!

However! If you chill the assembled whoopie pies in the refrigerator and serve them cold, the filling thickens and stays more intact. Might seep out a little, but not nearly as much. The cookies are best stored in the refrigerator anyway.

If you’re looking for a thicker filling that doesn’t squish out the sides quite as much, try the buttercream I use for these apple cinnamon spice whoopie pies or the marshmallow buttercream filling I use for these s’mores cupcakes. For more holiday flavor, you could also use the eggnog buttercream from these spiced eggnog oatmeal cream pies.

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