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Chocolate Peppermint Whoopie Pies

This post is sponsored by Nielsen-Massey Vanillas. All opinions are mine alone.

Chocolate peppermint whoopie pies take the classic sandwich cookie and give it a Christmas twist with peppermint-flavored cream filling. 

Three chocolate peppermint whoopie pies on a white cake plate

Holiday baking is one of my favorite activities. From the smells to the flavors, everything fills me with joy and nostalgia. I remember baking with my grandmother. I remember sneaking bits of cookie dough, and the aroma of baking cookies. And now I'm making new memories, baking with my son.

And I love seeing people's faces light up when I give them a plate of holiday cookies. After all, who doesn't love a home-baked plate of cookies in a variety of flavors? Chocolate chip cookies, oatmeal cookies, sugar cookies, gingerbread cookies and more!

Peppermint filling being piped onto a chocolate whoopie pie

Whoopie pies originated among the Amish in Pennsylvania, and are also quite popular in Maine. While traditional whoopie pies are quite large, I make mine in muffin tins to help with uniform sizing.

The soft cookies are almost more like cakes than cookies, but whatever they are, they are quite delicious. While traditional whoopie pies are filled with a marshmallow-cream-based filling, these are filled with a peppermint-flavored cream cheese frosting, then rolled in crushed peppermint candies.

A chocolate peppermint whoopie pie being rolled in crushed peppermint candy

The flavors of this cookie come from the Holiday Flavors Bundle from Nielsen-Massey, a family-owned and operated producer of premier pure vanillas and flavor extracts. Want to make your own chocolate peppermint whoopie pies? You can win your own Nielsen-Massey Holiday Flavors Bundle! If you want to give the gift of holiday flavor to the baker in your life, the bundle is also available only on Amazon in 2- and 4-ounce quantities.

2-ounce bottles of Nielsen-Massey Almond Extract, Vanilla Extract, and Peppermint Extract

Nielsen-Massey Holiday Flavors Bundle

Three chocolate peppermint whoopie pies next to a bottle of Nielsen-Massey peppermint extract

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Three chocolate peppermint whoopie pies on a white cake plate

Chocolate Peppermint Whoopie Pies

Yield: 24 whoopie pies
Prep Time: 10 minutes
Cook Time: 10 minutes
Total Time: 20 minutes

Chocolate peppermint whoopie pies take the classic sandwich cookie and give it a Christmas twist with peppermint-flavored cream filling.

Ingredients

For the whoopie pies

  • 1¾ cups all-purpose flour, plus more if needed
  • ½ cup cocoa powder
  • ½ tsp baking soda
  • ½ tsp salt
  • 3 large eggs
  • ⅓ cup canola oil
  • ½ cup sugar
  • ½ cup brown sugar
  • ½ cup full-fat sour cream
  • 1 tsp Nielsen-Massey vanilla extract

For the peppermint filling

  • 4 oz cream cheese
  • 5 tbsp unsalted butter
  • ½ tsp Nielsen-Massey peppermint extract
  • tsp salt
  • 3 cups confectioners’ sugar
  • ¼ cup crushed peppermint candies

Instructions

  1. Preheat oven to 350°. Spray two 12-well muffin tins liberally with nonstick spray.
  2. Whisk flour, cocoa powder, baking soda, and salt in a medium bowl; set aside.
  3. Whisk eggs, oil, granulated sugar, brown sugar, yogurt, and vanilla in a large bowl until well combined. Gradually whisk in dry ingredients until just blended, carefully scraping down sides of bowl with a rubber spatula. The batter should be a bit stiff. If not, whisk in another one to two tablespoons of flour. 
  4. Using a small cookie scoop, portion the batter evenly into the two prepared muffin pans. Place in the oven and bake whoopie pies 8 to 10 minutes, rotating the pans 180 degrees halfway through baking, until they spring back when touched. Transfer to a wire rack; let cool completely.
  5. While the whoopie pies are baking, make the filling: In the bowl of an electric mixer fitted with paddle attachment, beat together cream cheese and butter on medium speed until fluffy, about 3 minutes. Scrape down sides of bowl as needed. Reduce mixer speed to low; add peppermint extract and salt, and mix for 30 seconds. Gradually add confectioners' sugar and mix for 1 minute. 
  6. Transfer the filling to a disposable piping bag fitted with a plain or star tip. Turn half of the whoopie pies upside down, and pipe a layer of filling onto each. Top with remaining whoopie pies. 
  7. Place the crushed candies in a shallow dish. Roll the exposed whoopie pie filling in the crushed candies to coat. Store in an airtight container in the refrigerator if not serving immediately. 
Nutrition Information:
Yield: 1 Serving Size: whoopie pie
Amount Per Serving: Calories: 219Saturated Fat: 3gCholesterol: 34mgSodium: 104mgCarbohydrates: 33gSugar: 24gProtein: 2g

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Adapted from Bon Appetit

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Jennifer Essad

Tuesday 4th of December 2018

my type of cookie, I especially like the crunchy bits of peppermint

priya

Tuesday 4th of December 2018

This looks stunning! That is a beautiful tart and a fantastic sounding recipe. Thank You

Heather B

Sunday 2nd of December 2018

My favorite Christmas cookie... Definitely have to be peppermint sugar cookies

Karen D

Thursday 29th of November 2018

Vanilla Pizeelles are my favorite, with Spritz cookies a close second.

Tim

Wednesday 28th of November 2018

My favorite are oatmeal scotchies, but that has more to to with the handful of butterscotch chips I eat before we make them!!

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