Pumpkin Spice Monster Whoopie Pies

Featured in: Baking

Delight in soft pumpkin cookies layered with a creamy, tangy filling and transformed into playful monster faces with colorful candies, sprinkles, and candy eyes. These hand-held desserts are bursting with autumn spices and are perfect for Halloween or festive gatherings. Mixing the filling with food coloring adds whimsical color possibilities, while chilling helps set the cheerful decorations. Simple to assemble and fun to decorate, these treats add a creative twist to classic American flavors and are sure to please both kids and adults at any fall event.

Updated on Mon, 13 Oct 2025 14:17:23 GMT
Homemade pumpkin spice whoopie pies with cream cheese filling and monster decorations. Save to Pinterest
Homemade pumpkin spice whoopie pies with cream cheese filling and monster decorations. | buddybiteskitchen.com

Pumpkin Spice Whoopie Pies are my answer to cozy fall cravings and a showstopper for Halloween gatherings. These soft pumpkin cookies get sandwiched around a tangy cream cheese filling, then dressed up with playful monster faces. Whether you bring them to a party or bake with your kids on a chilly weekend, they are guaranteed crowd-pleasers.

Every fall when pumpkins take over my local market I bake these on repeat. Seeing the kids laugh while decorating the monster faces is genuinely the highlight of my October.

Ingredients

  • All-purpose flour: Brings structure and a soft crumb look for unbleached flour for the best results
  • Baking powder and baking soda: Help the cookies puff up so each bite is light and cakey check that your baking powder is fresh
  • Salt: Accentuates the sweetness and spices go for fine sea salt
  • Pumpkin pie spice: Delivers autumnal warmth seek out fresh or grind your own for extra punch
  • Unsalted butter: Adds richness and keeps things pillowy soft European-style butter gives a creamier taste
  • Light brown sugar: Deepens flavor with caramel undertones opt for fresh moist sugar
  • Eggs: Bind everything together go for large room-temperature eggs for smoother mixing
  • Canned pumpkin purée: Brings that classic fall flavor use pure pumpkin not pie filling
  • Vanilla extract: Rounds out the flavors high-quality pure vanilla makes a difference
  • Cream cheese for filling: Gives tang and heft go for full-fat blocks for a thick texture
  • Powdered sugar: Sweetens and stabilizes sift for lump-free filling
  • Assorted candies: Create monster faces let your creativity shine check labels for allergy-friendly options

Instructions

Prepare to Bake:
Preheat your oven to three hundred fifty degrees Fahrenheit. Place parchment paper on two baking sheets for easy release and quick cleanup. Let your butter and cream cheese sit out to soften fully
Mix the Dry Ingredients:
In a medium bowl whisk together your flour baking powder baking soda salt and pumpkin pie spice. Whisking aerates the mix and ensures the leaveners distribute evenly for even rise
Cream the Butter and Sugar:
In a large bowl use an electric mixer to blend the softened butter with brown sugar. Beat on medium until the mix is fluffy and pale about three minutes. This step traps air for a lighter cookie
Add Eggs Pumpkin and Vanilla:
Blend in eggs one at a time then add pumpkin purée and vanilla. Mix well until completely smooth. Scrape the bowl to ensure even incorporation. This liquid mixture guarantees moist cookies
Combine Dry and Wet Ingredients:
Gradually add your flour mixture to the wet mixture. Use the mixer on low speed or switch to a spatula. Stir just until no flour streaks remain to avoid tough cookies. The batter should be thick and scoopable
Shape the Cookies:
Using a tablespoon or ice cream scoop drop even amounts of dough on baking sheets stashing them two inches apart. They spread a bit but hold shape so focus on round mounds for sandwiching
Bake and Cool:
Slip trays into the oven and bake for twelve to fifteen minutes. The cookies should spring back when lightly touched. Let them cool on the pan five minutes then transfer to a wire rack and cool completely. Patience here prevents melting your filling
Make the Filling:
While cookies cool beat butter and cream cheese in a clean bowl until perfectly creamy. Add powdered sugar vanilla and pinch of salt then whip until the filling is thick and fluffy. Divide and color as desired using food gels for bright monster hues
Assemble Whoopie Pies:
Pipe or spread a generous layer of filling on the flat side of half the cookies. Sandwich with remaining cookies pressing gently to seal but not squish out the filling
Decorate Monster Faces:
Use candy eyes mini chocolate chips licorice sprinkles and colored filling to create funny spooky or sweet monster faces. Attach candies with small dabs of filling as edible glue. This step is pure fun. Get creative
Set and Serve:
Chill the finished pies in the refrigerator fifteen minutes or until decorations set. Serve on a platter and watch them disappear
Close-up of a frosted pumpkin spice whoopie pie, decorated like a silly monster. Save to Pinterest
Close-up of a frosted pumpkin spice whoopie pie, decorated like a silly monster. | buddybiteskitchen.com

These pies just shine with cream cheese filling that balances all the sweetness. One Halloween my niece challenged me to create the silliest monster face and we laughed the whole afternoon. It is proof that baking creates memories in little ways.

Storage Tips

Keep your whoopie pies in an airtight container in the fridge. They will hold up for about three days. For best texture separate layers with parchment and store candies separately if using wet decorations so colors do not bleed.

Ingredient Substitutions

Use gluten-free all-purpose flour for a wheat-free version just be sure your mix contains xanthan gum for binding. Plant-based butter and vegan cream cheese bring the recipe into dairy-free territory. Decor toppings are flexible use whatever fits dietary needs or allergies.

Serving Suggestions

Display pies on a platter with extra candies sprinkled around for a festive centerpiece. For parties assemble a decoration bar and let guests or kids design their own monsters. Pies make excellent lunchbox treats or after-school snacks on chilly afternoons.

Cultural Context

Whoopie pies have roots in American baking especially in Pennsylvania Amish country. Pumpkin spice flavoring is a celebration of autumn traditions growing more popular every year. Combining them makes this dessert a seasonally iconic treat.

Seasonal Adaptations

Swap pumpkin for mashed sweet potato for a twist Use chai or gingerbread spice for winter holidays Decorate with spring motifs in pastel icing for Easter

Success Stories

Every year friends text asking for the monster pie recipe. I have watched shy kids go from frosting beginners to confident decorators. Bringing these to a bake sale almost always means returning home with an empty tray and happy memories.

Freezer Meal Conversion

Unfilled cookies freeze beautifully for up to six weeks. Stack in airtight bags and thaw overnight whenever a craving strikes. For easier prep make the filling fresh before assembling as it freezes less well due to the cream cheese.

Warm, soft pumpkin spice whoopie pies cooling on a rack; fall baking treats! Save to Pinterest
Warm, soft pumpkin spice whoopie pies cooling on a rack; fall baking treats! | buddybiteskitchen.com

Make these pumpkin spice whoopie pies for a fall gathering or family treat. Their playful monster faces will spark laughter and a seasonal spirit you will remember.

Common Recipe Questions

Can I substitute fresh pumpkin for canned purée?

Yes, use an equal amount of fresh pumpkin purée, but drain excess moisture for best consistency.

How do I achieve neat and even cookies?

Use a small ice cream scoop and space evenly on parchment to achieve uniform round cookies.

Is the filling stable enough for piping designs?

Yes, the cream cheese filling works well for piping. Chill slightly if it feels too soft before decorating.

Can I make these desserts ahead of time?

They can be assembled and stored in the fridge for up to three days. Decorate just before serving for best appearance.

What other candies can I use for decorations?

Try licorice strings, mini chocolate chips, colored sprinkles, or any candy for creative monster faces.

Are these suitable for vegetarians?

Yes, all ingredients are vegetarian-friendly, but always check candy decorations for animal gelatine.

Pumpkin Spice Monster Whoopie Pies

Spiced pumpkin cookies with creamy filling and monster decorations. A festive fall treat for gatherings or parties.

Prep Time
30 minutes
Cook Time
15 minutes
Total Time
45 minutes
Created By Max Buddyfield

Recipe Category Baking

Skill Level Medium

Cuisine Type American

Recipe Yield 12 Number of Servings

Dietary Preferences Suitable for Vegetarians

What You'll Need

Pumpkin Cookies

01 2 cups all-purpose flour
02 1 teaspoon baking powder
03 1/2 teaspoon baking soda
04 1/2 teaspoon salt
05 1 tablespoon pumpkin pie spice
06 1/2 cup unsalted butter, softened
07 1 cup light brown sugar, packed
08 2 large eggs
09 1 cup canned pumpkin purée
10 1 teaspoon vanilla extract

Cream Cheese Filling

01 1/2 cup unsalted butter, softened
02 8 ounces cream cheese, softened
03 2 1/2 cups powdered sugar, sifted
04 1 teaspoon vanilla extract
05 Pinch of salt

Decoration

01 Assorted candy eyes
02 Assorted food coloring gels (such as green, purple, orange)
03 Mini chocolate chips
04 Licorice strings
05 Sprinkles
06 Assorted decorative candies

Steps to Follow

Step 01

Preheat and Prepare Baking Sheets: Preheat the oven to 350°F. Line two baking sheets with parchment paper to prevent sticking.

Step 02

Combine Dry Ingredients: In a medium bowl, whisk together all-purpose flour, baking powder, baking soda, salt, and pumpkin pie spice until evenly blended.

Step 03

Cream Butter and Sugar: In a large bowl, cream the softened butter and packed light brown sugar with an electric mixer until the mixture is light and fluffy.

Step 04

Incorporate Eggs, Pumpkin, and Vanilla: Beat in the eggs, one at a time, into the creamed mixture. Add canned pumpkin purée and vanilla extract, mixing until smooth.

Step 05

Combine Wet and Dry Mixtures: Gradually add the dry ingredients to the wet ingredients, mixing until just combined. Do not overmix.

Step 06

Shape and Bake Cookies: Using a tablespoon or small ice cream scoop, place portions of batter onto the prepared baking sheets, spacing each mound approximately 2 inches apart.

Step 07

Bake and Cool: Bake for 12 to 15 minutes or until the cookies are set and spring back when touched. Allow cookies to cool on the baking sheets for 5 minutes, then transfer to a wire rack to cool completely.

Step 08

Prepare Cream Cheese Filling: While cookies cool, beat the softened butter and cream cheese with an electric mixer until smooth. Mix in powdered sugar, vanilla extract, and a pinch of salt. Continue beating until the filling is creamy and fluffy.

Step 09

Tint Filling if Desired: If colored filling is desired, divide the mixture into separate bowls and blend in food coloring gels to achieve preferred shades.

Step 10

Assemble Whoopie Pies: Spread or pipe a generous layer of filling onto the flat side of half the cooled cookies. Top with remaining cookies to form sandwiches.

Step 11

Decorate Monster Faces: Decorate sandwiched cookies with candy eyes, chocolate chips, licorice, and sprinkles to create playful monster faces, using a little filling to adhere decorations as needed.

Step 12

Chill to Set Decorations: Chill assembled whoopie pies for 15 minutes to allow decorations to set before serving.

Tools You'll Need

  • Electric mixer
  • Mixing bowls
  • Baking sheets
  • Parchment paper
  • Wire rack
  • Piping bag

Allergy Warnings

Review each ingredient carefully for allergens. If unsure, consult with a healthcare provider.
  • Contains wheat (gluten), eggs, and milk (dairy). Decorations may contain soy or additional allergens; always check labels.

Nutritional Info (per serving)

These details are for general information only. Always consult a healthcare professional for dietary concerns.
  • Calorie Count: 355
  • Fat Content: 17 grams
  • Carbohydrates: 48 grams
  • Protein Content: 3 grams