Pumpkin Whoopie Pies (Printable Version)

Spiced pumpkin cookies sandwich maple cream cheese filling in this classic fall treat with a New England twist.

# What You'll Need:

→ Pumpkin Cookies

01 - 3 cups all-purpose flour
02 - 1 teaspoon salt
03 - 1 teaspoon baking soda
04 - 1 teaspoon baking powder
05 - 2 ½ tablespoons pumpkin pie spice
06 - 1 cup granulated sugar
07 - 1 cup dark brown sugar, firmly packed
08 - 1 cup vegetable oil
09 - 3 cups canned pumpkin purée, chilled
10 - 2 large eggs
11 - 1 teaspoon vanilla extract

→ Maple Cream Cheese Filling

12 - 3 cups confectioners' sugar
13 - ½ cup unsalted butter, at room temperature
14 - 8 oz cream cheese, at room temperature
15 - 3 tablespoons maple syrup
16 - 1 teaspoon vanilla extract

→ Optional Garnish

17 - Sprinkles or jimmies

# Steps to Follow:

01 - Preheat oven to 350°F (175°C). Line two baking sheets with parchment paper or silicone mats.
02 - In a large bowl, whisk together flour, salt, baking soda, baking powder, and pumpkin pie spice.
03 - In another large bowl, whisk granulated sugar, brown sugar, and oil. Add pumpkin purée and whisk until combined. Whisk in eggs and vanilla.
04 - Sprinkle dry mixture over the wet mixture. Whisk until fully combined with no dry streaks.
05 - Use a 1.5–2 tablespoon cookie scoop to portion dough onto baking sheets, spacing about 1 inch apart. Bake one sheet at a time for 10–12 minutes, until a toothpick inserted in the center comes out clean.
06 - Cool cookies on the pan for 10 minutes, then transfer to wire racks to cool completely. Repeat with remaining dough.
07 - In a stand mixer fitted with the paddle attachment, beat butter until smooth. Add cream cheese and mix until blended. Add confectioners' sugar, maple syrup, and vanilla extract. Beat until smooth, avoiding overmixing. Chill if too soft.
08 - Turn half the cookies upside down. Pipe or spread filling onto the flat sides. Top with remaining cookies, flat side down, pressing gently so filling spreads to edges. If desired, roll edges in sprinkles. Chill at least 1 hour before serving.

# Additional Tips::

01 -
  • Ready in just over 2 hours including chilling time
  • Makes an impressive dessert that looks like it came from a bakery
  • Perfect make ahead option for fall gatherings and holidays
  • Customizable with various sprinkles or filling flavors
02 -
  • Double the pumpkin pie spice for more pronounced fall flavor
  • Can be frozen for up to 3 months perfect for holiday preparation
  • Contains about 340 calories per whoopie pie worth every delicious bite
03 -
  • Allow ingredients to reach proper temperatures cream cheese and butter must be genuinely room temperature approximately 70°F for the smoothest filling
  • Line baking sheets with silicone mats rather than parchment paper for more even heat distribution and perfectly shaped cookies
  • Chill assembled whoopie pies overnight the texture improves dramatically as the cookies soften slightly from the filling moisture

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