Pumpkin Whoopie Pies Sandwiches

Section: Festive Flavors Year Round

Indulge in soft, pumpkin-spiced cookies sandwiched around a rich and creamy filling—an irresistible autumn classic. These treats bring together cozy spices and smooth pumpkin puree, baked to perfection then generously spread with a velvety layer of cream cheese mixture. Enjoy them as an afternoon snack, festive dessert, or to impress at your next gathering. Perfect for making ahead, these pumpkin whoopie pies combine seasonal flavors and creamy textures for a joyful sweet experience.

A woman is reading a book.
Contributed by Harper
Last updated on Tue, 02 Sep 2025 02:12:16 GMT
Pumpkin whoopie pies with white icing. Save
Pumpkin whoopie pies with white icing. | flavorrhaven.com

Pumpkin Whoopie Pies are the coziest way to greet crisp autumn days. With pillowy soft pumpkin cookies hugged around silky cream cheese filling, these sandwich treats always disappear first at my family’s Thanksgiving. The warming spices and pumpkin richness make each bite taste like fall, and that creamy layer in the center keeps everyone coming back for seconds.

I first made these during a chilly October when my kids wanted something special after pumpkin picking. Watching their faces light up with that first creamy bite made these a must for our fall dessert rotation.

Ingredients

  • All purpose flour: Brings structure and tender crumb to the cookies. Look for fresh flour without a musty smell.
  • Pumpkin pie spice: Delivers warming notes with cinnamon and nutmeg. Go for a blend that lists real spices up front.
  • Baking powder and baking soda: Ensure perfect rise and a light texture. Double check expiry dates for freshness.
  • Salt: Grounds the sweetness and deepens flavor. I always reach for fine sea salt for even distribution.
  • Pumpkin puree: The star ingredient adds moistness and pure pumpkin flavor. Use canned 100 percent pumpkin not pumpkin pie filling.
  • Granulated sugar: Gives crisp edges and sweetness. Choose fine white sugar for smooth mixing.
  • Light brown sugar: Adds caramel notes and helps with chewiness. Tap the bag before opening to check for softness.
  • Unsalted butter: Melted for easy blending lets the spice shine through. Always smell to make sure butter is fresh and sweet.
  • Eggs at room temperature: Binds dough and keeps it rich. Quality large eggs create fluffier cookies.
  • Vanilla extract: Boosts the cozy autumn flavor. Choose pure vanilla for best results.
  • Confectioners’ sugar: Sweetens and thickens the filling. Make sure it is lump free by sifting if needed.
  • Cream cheese at room temperature: Creates tangy smooth filling. Full fat block style cream cheese makes the creamiest centers.

Instructions

Prepare Baking Pans:
Line two large baking sheets with parchment paper to prevent sticking and ensure even bottoms. Preheat your oven to 350 degrees Fahrenheit so it is ready when your dough is.
Mix Dry Ingredients:
In a medium bowl thoroughly whisk together the flour pumpkin pie spice baking powder baking soda and salt. Whisking well avoids clumps and ensures the cookies bake up evenly spiced.
Combine Pumpkin Mix:
In a large bowl stir together the pumpkin puree granulated sugar and light brown sugar until very smooth. Mixing until the sugars dissolve a bit will give your cookies a better final texture.
Add Fats and Eggs:
Pour in the melted unsalted butter and mix until combined. Beat in the eggs one at a time and then add the vanilla extract. This step adds richness and structure to the dough.
Bring Together the Batter:
Gradually stir the dry mixture into the wet bowl using a gentle folding motion. Mix until there are just a few small streaks of flour left. Stopping here keeps the cookies tender.
Dollop and Bake:
Scoop generous tablespoonfuls onto the baking sheets leaving space so they can spread. Use a cookie scoop for uniform pies. Bake for about 12 to 15 minutes watching for set edges and slightly glossy centers.
Cool Completely:
Let cookies rest on the trays for two minutes then move to a cooling rack. Make sure they are fully cool so the filling will not melt.
Make the Filling:
While the cookies cool beat the cream cheese with sifted confectioners’ sugar and vanilla extract until fluffy and spreadable. Room temperature cream cheese blends best and gives a smooth result.
Fill and Sandwich:
Turn half the cookies over. Spread a layer of filling on the flat side then gently top with another cookie to make a sandwich. Press lightly to avoid squeezing out the filling.
A close up of a pastry with white icing.
A close up of a pastry with white icing. | flavorrhaven.com

I always look forward to swirling the filling thick and creamy onto each cookie half the tang of fresh cream cheese is totally irresistible and takes the pumpkin flavor up a notch. Last Thanksgiving my niece declared this was her favorite part and now wants to help every year.

Storage Tips

Store whoopie pies in an airtight container at room temperature for up to two days. If you need to keep them longer move them to the fridge to maintain texture and freshness. The cookies can soften slightly over time which actually makes them even more tender.

Ingredient Substitutions

Swap pumpkin puree for mashed sweet potato for a twist or try vegan butter and plant based cream cheese if you need to make them dairy free. Gluten free flour blends work well here just check that your baking powder is gluten free. Double check that your pumpkin pie spice contains only spices not sugar.

Serving Suggestions

Serve with a mug of chai or hot cocoa at fall gatherings. Display on a rustic wooden tray for a festive dessert table. You can also sprinkle a touch of cinnamon or pumpkin spice over the cream filling for a bakery finish.

Cultural and Seasonal Notes

Whoopie pies trace their roots to New England Amish traditions reimagined here for autumn lovers everywhere. Pumpkin versions started showing up at state fairs and farm stands celebrating harvest season. Make them spooky for Halloween with chocolate chips or festive for Thanksgiving by piping leaf shapes into the filling.

Two brown cookies with white frosting.
Two brown cookies with white frosting. | flavorrhaven.com

Pumpkin Whoopie Pies will become a family favorite for cozy gatherings. Share them warm with a mug of chai and watch autumn memories form with every bite.

FAQs about Recipes

→ How do I keep pumpkin whoopie pies soft?

Store them in an airtight container at room temperature, separating layers with parchment paper to maintain softness.

→ Can I freeze these cookie sandwiches?

Yes, assembled whoopie pies freeze well. Thaw at room temperature before serving for best texture and flavor.

→ What filling alternatives work well?

Try marshmallow fluff, whipped cream, or flavored buttercream for different flavor profiles and textures.

→ How can I prevent sticking on baking sheets?

Use parchment paper or silicone mats to ensure cookies release easily after baking and cooling.

→ Is it possible to replace pumpkin puree?

Substitute with sweet potato or butternut squash puree for a similar moist texture and mild, sweet flavor.

Pumpkin Whoopie Pies Delight

Pumpkin-spiced cookie sandwiches filled with smooth cream, ideal for cozy fall indulgence.

Prep Time
25 mins
Cooking Time
15 mins
Overall Time
40 mins
Contributed by: Harper

Recipe Category: Holiday Specials

Skill Level: Moderate

Cuisine Type: American

Recipe Output: 12 Portion Size (12 sandwich cookies)

Dietary Features: Vegetarian-Friendly

What You'll Need

→ Cookie Batter

01 3 1/4 cups all-purpose flour
02 1 tablespoon pumpkin pie spice
03 1 teaspoon baking powder
04 1/2 teaspoon baking soda
05 1/2 teaspoon salt
06 1 1/2 cups pumpkin puree
07 1 1/4 cups granulated sugar
08 1 cup light brown sugar
09 1 cup unsalted butter, melted
10 2 large eggs, at room temperature
11 1 teaspoon vanilla extract

→ Cream Cheese Filling

12 1 cup confectioners’ sugar
13 1/2 cup cream cheese, at room temperature
14 1/2 teaspoon vanilla extract

Step-by-Step Guide

Step 01

Preheat oven to 350°F and line two baking sheets with parchment paper.

Step 02

Whisk together all-purpose flour, pumpkin pie spice, baking powder, baking soda, and salt in a medium bowl until evenly distributed.

Step 03

In a large mixing bowl, combine pumpkin puree, granulated sugar, and light brown sugar; mix until smooth. Add melted butter and blend thoroughly. Beat in eggs and vanilla extract until mixture is homogeneous.

Step 04

Gradually stir the dry ingredients into the wet mixture until just combined. Avoid overmixing; a few visible lumps are acceptable.

Step 05

Using a cookie scoop or tablespoon, drop rounded portions of batter onto prepared baking sheets, spacing each mound about 2 inches apart.

Step 06

Bake for 12 to 15 minutes, or until edges are set and centers are slightly glossy. Test doneness by inserting a toothpick; it should emerge clean.

Step 07

Remove cookies from the oven and allow to cool completely on a wire rack before assembling.

Step 08

Beat confectioners’ sugar, cream cheese, and vanilla extract together in a bowl until filling is smooth and creamy.

Step 09

Invert half of the cookies. Spread a generous layer of cream filling over the flat side of each inverted cookie, then top with the remaining cookies to create sandwiches.

Additional Notes

  1. Allow cookies to cool completely before adding the filling to prevent melting and ensure optimal texture.

Tools You'll Need

  • Mixing bowls
  • Electric mixer
  • Whisk
  • Cookie scoop or tablespoon
  • Baking sheets
  • Parchment paper
  • Wire rack

Allergen Notices

Inspect every ingredient for potential allergens and seek expert advice if necessary.
  • Contains wheat, milk, and eggs.

Per Serving Nutritional Info

Keep in mind these are general guidelines, not a replacement for professional advice.
  • Calories: 340
  • Fats: 13 grams
  • Carbohydrates: 53 grams
  • Proteins: 3 grams