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Chocolate Pumpkin Whoopie Pies

I have a confession for you all… I’ve never made a whoopie pie, well, until a few days ago. I’m not sure how I’ve made it through all of these “culinary” adventures without doing so. I have however, helped my mom make her famous mint “sandwich cookies,” which people mistakingly call whoopies, but for me, a whoppie pie is cake-like with a soft frosted center. So lets count those mint ones out, deal? Well, like I said, I finally decided it was time to try my hand at making some. I love the idea of pumpkin and chocolate together, so I decided on these little pies. Yes they’re a bit funky looking, not exactly smooth and flawless like most traditional whoopies, but they definitely make up for that in taste! They’re soft and sweet and full of that pumpkin flavor that we all love so much… oh, and did I mention that there are mini chocolate chips in there too? Yep… they’re kind of perfect 🙂 Enjoy!

 

Chocolate Pumpkin Whoopie Pies Recipe

5 from 1 vote
Pin Rate
Course: Cookies, Dessert
Cuisine: American
Prep Time: 15 mins
Cook Time: 8 mins
Chill: 15 mins
Servings: 12
Calories: 395kcal
Author: Life Made Simple Team
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Ingredients

  • 2 cups all-purpose flour
  • 3/4 cup unsweetened cocoa powder
  • 1 1/4 cup sugar
  • 8 Tbsp (1 stick) butter - room temperature
  • 1 cup buttermilk - room temperature
  • 1 egg
  • 1 1/2 tsp baking soda
  • 1/2 tsp baking powder
  • 1/8 tsp salt
pumpkin chocolate chip filling
  • 3/4 cup powdered sugar
  • 6 oz cream cheese - room temperature
  • 4 Tbsp (½ stick) butter - room temperature
  • 1/4 cup pumpkin puree
  • 1/4 tsp pumpkin pie spice
  • 1/8 tsp salt
  • 1/4 tsp vanilla
  • 1/4 cup mini semi-sweet chocolate chips

Instructions

  • Preheat oven to 400 degrees. Line 2 baking sheets with parchment paper, set aside.
  • In the bowl of a stand mixer, beat together butter and sugar until light and fluffy (2-3 minutes). Add the egg, buttermilk and vanilla, mix until incorporated.
  • In a medium size bowl, whisk together flour, cocoa powder, baking soda, baking powder and salt. With mixing speed on low, gradually add the dry ingredients. Mix until just combined (the dough will look more like a batter- remember these are cake-like).
  • Remove bowl from stand place in refrigerator for 15 minutes. Once the dough has chilled, scoop 12 balls of dough (about the size of 2 tbsp.) onto the prepared cookie sheets. Place in oven and bake until the edges begin to set (approximately 8-9 minutes), be careful not to overbake. Remove from oven and let cool on sheets for 5 minutes before transferring to a wire rack to cool completely. Repeat the process with the remaining dough.
  • While the cookies are cooling, to prepare the filling, in the bowl of a stand mixer fitted with the whisk attachment, beat together cream cheese, butter and pumpkin. Add in pumpkin pie spice, salt and vanilla. With mixing speed on low, gradually add powdered sugar. Beat for 2-3 minutes until light and fluffy. Fold in mini chocolate chips (or roll edges in once they have been frosted).
  • Pipe filling onto the flat side of one cookie, then sandwhich. Continue until all of the cookies have been piped and sandwiched.
Nutrition Facts
Chocolate Pumpkin Whoopie Pies Recipe
Amount per Serving
Calories
395
% Daily Value*
Fat
 
20
g
31
%
Saturated Fat
 
12
g
75
%
Trans Fat
 
1
g
Polyunsaturated Fat
 
1
g
Monounsaturated Fat
 
5
g
Cholesterol
 
62
mg
21
%
Sodium
 
360
mg
16
%
Potassium
 
215
mg
6
%
Carbohydrates
 
52
g
17
%
Fiber
 
3
g
13
%
Sugar
 
32
g
36
%
Protein
 
6
g
12
%
Vitamin A
 
1390
IU
28
%
Vitamin C
 
1
mg
1
%
Calcium
 
65
mg
7
%
Iron
 
2
mg
11
%
* Percent Daily Values are based on a 2000 calorie diet.
Did you make this recipe?Take a picture and tag @lmadesimple on Instagram or tag #LMSBakes! We can't wait to see your version!

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Adapted from Food Network Magazine, Whoopie Pumpkin Pies 

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LifeMadeSimpleTeam

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Comments:

  1. I have to admit I really like the crackled bumpy top…they look just like brownies!!! I am so glad you ventured into the whoopie pie making because these look out of this world good!!!

  2. These pumpkin Whoopie Pies look so good! Thanks for linking up to our Strut Your Stuff Saturday!! We loved having you! -The Six Sisters

  3. These look so fantastic! I love the combination of chocolate + pumpkin.. plus, your whoopie pies alone look like brownies (mmm).

  4. These look beautiful and expertly homemade crafted! And I agree with you that a whoopie pie has a cake like texture. I think we call them “gobs” here. Thanks for sharing!

  5. so these did not exactly work for me – the filling was a drippy goopy mess. and not a true orange, i added food coloring because it kind of looked like up-chuck 🙁

    1. Oh no! That’s definitely not good. Pumpkin frosting is always hard to make, it’s always sort of greasy looking. I will definitely rework the recipe ASAP! Thanks for the heads up.

  6. I made these last night, but I used Hershey’s Special Dark cocoa, so they came out even more chocolatey! The filling is tasty too. Just wondering if I should refrigerate them after one day in a cool basement. I don’t want the cream cheese going bad.