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Chocolate Cherry Whoopie Pies

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Chocolate Cherry Whoopie Pies are as fun to make as they are to eat! If you’re a fan of delicious full of yummy chocolate and cherries, you’re in for a treat today!


Main image for Chocolate Cherry Whoopie Pies


I can’t stop eating these! Actually I don’t want to stop eating these! 

The soft, cocoa-laden cookie is wrapped around a creamy, cherry-packed filling that just melts in your mouth. 

With this you’ve got an easy recipe that’s both a special treat and a trip down memory lane!

The balance of rich chocolate and sweet cherries is simply divine.

Chocolate cherry sandwich cookies are the ultimate handheld treat – no forks needed!

The timeless combination of chocolate and cherries never disappoints.

Chocolate whoopie pies with cherry filling is an easy recipe that anyone can tackle.

Plus making homemade whoopie pies is actually fun too! So bring the kids in!


all ingredients for chocolate cherry whoopie pies laid out on counter


What is a Whoopie Pie?

Let’s get this straight – a whoopie pie is a marvelous concoction of two cake-like cookies, or as some might say, little cakes, sandwiching a delicious filling. 

Kinda like an Oreo but more like a handheld cake, they’re indulgent, portable, and downright delicious!

Try Red Velvet Whoopie Pies or Root Beer Float Whoopie Pies for a couple different flavor options.


chocolate cake mix, butter and egg in a bowl, ready to mix


What Ingredients are in Chocolate Cherry Whoopie Pies?

Let’s break down the simple ingredients of this wonderful recipe (specific quantities are in the full recipe):

  • Chocolate Cake Mix: Keep it simple and use a cake mix as your base!
  • Egg: The egg yolks bring structure and stability to our cookie dough.
  • Butter: This should be unsalted butter, at room temperature, for richness and a tender crumb.
  • Powdered Sugar: Used to sweeten and thicken our decadent cherry filling.
  • Maraschino Cherries & Cherry Juice: A burst of cherry flavor in the cream filling, the best thing about it!
  • Vanilla Extract: Nothing beats the classic, warm flavor it imparts.

Pro Tip: 

  • Use fresh ingredients whenever possible. Check expiration dates. Expired food doesn’t cook very well.


chocolate cake mix cookie batter in bowl.


How to Make Chocolate Cherry Whoopie Pies

Often whoopie pies are filled with marshmallow fluff. But these ones are filled with a yummy cherry filling instead!

Here’s how to make them:

  1. Kick off by preparing your chocolate cake mix (really, cookie dough).
  2. Drop tablespoon of dough onto lined cookie sheets and bake until they’re just golden brown.
  3. While the cookies cool on a wire rack, get whipping up that cherry cream filling in a large mixing bowl.
  4. Once your cookies have completely cooled, sandwich them with that lovely filling. Much fun indeed!

Pro Tip: 

  • Use a small cookie scoop for evenly sized cookies, perfect for matching up your whoopie pies!
  • I prefer using parchment paper on the baking sheet since it makes cleanup easier!
  • Don’t take the cookies off the cooling rack until they have cooled completely!
  • No special whoopie pie pan needed. Just a regular baking sheet will work.


13 chocolate cookie dough balls laid out on cookie sheet


How to Store Leftover Chocolate Cherry Whoopie Pies

All leftover chocolate whoopie pies should be stored in an airtight container at room temperature. 

Be sure your container is well sealed to maintain the soft cookie texture.

You could also store them in the fridge, but I prefer their soft texture when stored on the counter. 


Baked cookies on cookie sheet fresh from the oven


Can You Freeze Chocolate Cherry Whoopie Pies?

You bet! Wrap each whoopie pie individually in plastic wrap, and then gather them in a freezer-safe airtight container.

I’ll make these for afternoon snacks. Then pull them out and make wonderful memories with the kids when they come home from school.

Really, try greeting your kids at the door with a whoopie pie and then ask them about their day! See how much they open up!


12 cookies laid out on counter all with the bottoms up. Half the cookies have a dollop of frosting, the other half do not.


How Long Do Chocolate Cherry Whoopie Pies Last?

These little treats can stay fresh for about 2-3 days when stored in an airtight container at room temperature.

If frozen, they can keep for several months!

However, I never find they last very long in my house! These chocolate gobs either get hidden or eaten! There is no in between!


Chocolate Cherry Whoopie Pies laid out on counter, ready to serve


Is a Whoopie Pie a Cookie?

What a conundrum! Is it a cookie? Maybe chocolate cakes? A pie? Maybe it’s mix of all three?

Whoopie pies are actually a dessert that strikes a balance between a cake and a cookie. So I have no idea why they are called pies!

Imagine cake-like cookies filled with frosting, and voila, you’ve got a whoopie pie!


8 cookies laid out on counter. 4 cookies set on counter and 4 cookies on their side showing the filling.


Can Dogs Eat Whoopie Pies?

No, dog’s shouldn’t eat whoopie pies. Even if nothing in the recipe is toxic, whoopie pies can be hard to digest.

All that sugar and flour is hard on a dog’s tummy.

And these specific whoopie pies have chocolate in them which can be particularly harmful to them.

It’s always best to only feed dog treats to your furry friends and talk to your vet if you have any questions.


3 sandwich cookies stacked on top of each other ready to serve


So, next time you’re looking for a trendy dessert that doubles as a fun kitchen project, give these Chocolate Cherry Whoopie Pies a go! 

Their perfect combination of a soft cookie and a creamy, cherry-filled center makes them an unforgettable treat that’s as delightful to look at as it is to eat.


Yield: 12 cookies

Chocolate Cherry Whoopie Pies

3 sandwich cookies stacked on top of each other ready to serve

Indulge in the divine combination of rich chocolate and luscious cherries in our homemade Chocolate Cherry Whoopie Pies.

Prep Time 10 minutes
Cook Time 7 minutes
Total Time 17 minutes


  1. Preheat oven to 350*F
  2. Line a cookie sheet with parchment paper or non-stick foil. Set aside
  3. In a bowl add chocolate cake mix, egg and butter. Mix well.
  4. Scoop out cookie dough with a 2 Tablespoon scoop.
  5. Bake for 10-13 minutes.
  6. Remove from oven and let cool.
  7. While cookies are cooling, make cherry frosting.
  8. In a large mixing bowl beat the butter until smooth.
  9. Add 1 cup powdered sugar and mix well.
  10. Add cherry juice and mix.
  11. Add last 1 cup of powdered sugar and mix well.
  12. Add vanilla and beat until combined.
  13. With spatula, fold in the cherries and add more powdered sugar or cherry juice as needed to reach desired frosting consistency and flavor. {Should be thick}
  14. Place a spoon full of frosting on bottom of 1 cookie. Place bottom of a second cookie on top of frosting to create a sandwich.
  15. Do this for all cookies.
  16. Eat immediately or store in an air tight container up to 5 days.

Nutrition Information:



Serving Size:


Amount Per Serving: Calories: 223Total Fat: 12gSaturated Fat: 7gTrans Fat: 0gUnsaturated Fat: 4gCholesterol: 46mgSodium: 128mgCarbohydrates: 29gFiber: 1gSugar: 27gProtein: 1g
Originally Posted: November 28, 2014

Photos & Text Updated: December 25, 2023

Cherry Filling from: Tastes Better From Scratch

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