Handheld Pumpkin Pie Treats

Section: Festive Flavors

These delightful treats transform classic pumpkin pie flavors into convenient cookie form. The base is a buttery sugar cookie with a thumb-pressed well, filled with a creamy, spiced pumpkin mixture and topped with a dollop of whipped cream. Prep is straightforward—make and chill the dough, shape with wells, bake, then fill with the no-bake pumpkin mixture once cooled. The result is a perfect two-bite dessert that delivers all the autumn spice and creamy texture of traditional pumpkin pie in a handheld format that's ideal for gatherings, holiday cookie exchanges, or simply enjoying with coffee.

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Brought to You By Chima
Last revised on Tue, 25 Nov 2025 23:21:33 GMT
Pumpkin Pie Cookies. Bookmark
Pumpkin Pie Cookies. | tryplately.com

These miniature pumpkin pie cookies transform a beloved autumn dessert into a portable treat perfect for holiday gatherings. The buttery cookie base cradles a velvety pumpkin filling that captures all the warm spices of the season in just a few delightful bites.

I first created these cookies when looking for a dessert to bring to a potluck where serving traditional pie would be impractical. They were such a hit that my niece now requests them instead of birthday cake every November.

Ingredients

FOR THE COOKIE BASE

  • Unsalted butter softened to room temperature creates the perfect tender cookie foundation
  • Granulated sugar gives just the right amount of sweetness without overpowering the filling
  • Large egg binds everything together while adding richness
  • Vanilla extract enhances the buttery cookie flavor
  • All purpose flour provides structure use unbleached for best flavor
  • Salt balances the sweetness and enhances all other flavors

FOR THE NO-BAKE PUMPKIN FILLING

  • Canned pumpkin puree use pure pumpkin not pie filling which contains additives
  • Brown sugar adds depth with its molasses notes that pair perfectly with pumpkin
  • Pumpkin pie spice delivers that signature autumn flavor profile in one convenient blend
  • Cinnamon adds extra warmth and complexity to the spice mixture
  • Cream cheese creates velvety texture and slight tanginess to balance the sweetness
  • Heavy cream lightens the filling for a mousse like quality
  • Vanilla extract rounds out all the flavors with its aromatic quality

TOPPING

  • Whipped cream freshly whipped holds up best but store bought works in a pinch
  • Optional cinnamon or nutmeg just a tiny pinch brings the presentation full circle

Step-by-Step Instructions

Prepare the Cookie Base
Start with room temperature butter this is crucial for proper creaming. Beat butter and sugar for the full 2-3 minutes until truly light and fluffy this incorporates air that gives your cookies their tender texture. The mixture should turn notably paler in color before moving to the next step.
Create the Cookie Wells
Use a measuring tablespoon to ensure uniform cookie size which guarantees even baking. When pressing the wells use the back of a rounded measuring teaspoon coated with a touch of flour to prevent sticking. Press firmly but gently about 1/3 of the way into each cookie ball to create a stable well that will hold plenty of filling.
Bake to Perfect Doneness
Watch the cookies carefully in the final minutes. The ideal cookie has edges that are just barely golden while the center remains pale. This contrast ensures a slightly crisp edge with a soft center. Allow cookies to cool on the baking sheet for exactly 5 minutes before transferring to a cooling rack this prevents breakage.
Master the Pumpkin Filling
Bring cream cheese completely to room temperature before mixing to avoid lumps. When combining ingredients scrape down the sides of the bowl frequently for the smoothest possible texture. The filling should be thick enough to hold its shape when spooned into the cookies but still soft enough to create a creamy mouthfeel.
Assemble with Precision
Wait until cookies are completely cool before filling to prevent melting. Use a piping bag with a medium round tip for the cleanest filling application. Add the whipped cream topping just before serving for the freshest presentation and best texture contrast.
Pumpkin pie cookies on a plate. Bookmark
Pumpkin pie cookies on a plate. | Tryplately.com

The pumpkin pie spice blend is truly the heart of this recipe. I keep a jar of homemade blend on hand during fall baking season mixing cinnamon ginger nutmeg cloves and allspice in precisely measured proportions. The aroma instantly transports me to childhood Thanksgivings watching my grandmother crimp pie edges with her perfectly manicured fingers.

Make Ahead Options

These cookies work beautifully for advance preparation. The cookie bases can be baked up to 3 days ahead and stored in an airtight container at room temperature. The pumpkin filling can be prepared up to 2 days in advance and kept refrigerated. For best results assemble the cookies no more than 4 hours before serving adding the whipped cream topping at the last possible moment for maximum visual appeal.

Clever Substitutions

This recipe welcomes thoughtful adaptations to suit dietary needs or pantry limitations. For gluten free guests substitute a quality measure for measure gluten free flour blend in the cookie base. Dairy free versions can use coconut oil instead of butter and coconut cream in place of cream cheese and heavy cream. The spice profile can be adjusted to preference more cinnamon for warming notes or extra ginger for a spicier kick.

Serving Suggestions

Present these cookies on a tiered serving platter for an elegant dessert table centerpiece. For a complete dessert bar pair with apple cider for a quintessential fall pairing or hot chocolate for a decadent treat. Add a dessert wine option such as a late harvest Riesling or tawny port for sophisticated gatherings. Consider serving alongside a cheese board with aged cheddar and honey for an unexpected but delightful combination.

Storage Tips

Store assembled cookies without whipped cream topping in the refrigerator in a single layer container for up to 3 days. To prevent the cookies from becoming soggy place a paper towel in the bottom of the container to absorb excess moisture. For longer storage freeze the unfilled cookie bases for up to 2 months in an airtight container with parchment between layers. The pumpkin filling can be frozen separately in a freezer safe container for up to 1 month thaw overnight in the refrigerator before using.

Your Questions Answered About This Recipe

→ Can I make these cookies ahead of time?

Yes! The cookie bases can be made up to 3 days ahead and stored in an airtight container. The pumpkin filling can be prepared 1-2 days in advance and kept refrigerated. For best results, assemble with filling and whipped cream within a few hours of serving.

→ How should I store pumpkin pie cookies?

Store assembled cookies in the refrigerator due to the cream cheese in the filling. They'll keep well for 2-3 days. For longer storage, keep the cookie bases at room temperature and the filling refrigerated, then assemble as needed.

→ Can I freeze these cookies?

The unfilled cookie bases freeze beautifully for up to 2 months. The pumpkin filling can also be frozen separately. Thaw both in the refrigerator before assembling. However, cookies with whipped cream topping don't freeze well.

→ What if my cookie wells puff up during baking?

This is common! Simply re-press the wells with a teaspoon or your thumb while the cookies are still warm from the oven. The cookies will be soft enough to reshape but will firm up as they cool.

→ Can I use homemade pumpkin puree instead of canned?

Absolutely! Just make sure your homemade puree has a similar consistency to canned pumpkin. If it's too watery, strain it through a cheesecloth or fine-mesh sieve for several hours in the refrigerator before using.

→ What can I substitute for pumpkin pie spice?

Make your own by combining 1/2 teaspoon cinnamon, 1/4 teaspoon ground ginger, 1/8 teaspoon ground nutmeg, and a pinch each of ground cloves and allspice. This will yield approximately 1 teaspoon of pumpkin pie spice.

Pumpkin Pie Cookies

Buttery cookies with spiced pumpkin filling and whipped cream topping combine pie flavors in a convenient handheld format.

Prep Time
20 mins
Cooking Duration
12 mins
Total Time Needed
32 mins
Brought to You By: Chima

Recipe Category: Holiday & Seasonal

Skill Level: A Bit of a Challenge

Cuisine Type: American

Serves: 24 Serving Size (24 cookies)

Dietary Preferences: Vegetarian-Friendly

What You’ll Need

→ Cookie Base

01 1 cup (2 sticks) unsalted butter, softened
02 3/4 cup granulated sugar
03 1 large egg
04 2 tsp vanilla extract
05 2 1/2 cups all-purpose flour
06 1/2 tsp salt

→ No-Bake Pumpkin Filling

07 1 cup canned pumpkin puree (not pie filling)
08 1/3 cup brown sugar
09 1 tsp pumpkin pie spice
10 1/4 tsp cinnamon
11 1/4 cup cream cheese, softened
12 2 tbsp heavy cream
13 1/2 tsp vanilla extract

→ Topping

14 Whipped cream (store-bought or homemade)
15 Pinch of cinnamon or nutmeg (optional)

Steps to Prepare

Step 01

Cream the softened butter and sugar in a large bowl using a hand mixer or stand mixer on medium speed until light and fluffy, about 2–3 minutes. Add the egg and vanilla extract and beat until smooth. In a separate bowl, whisk together the flour and salt. Gradually add the dry mixture to the wet ingredients and mix until a soft dough forms. Cover and refrigerate the dough for 30 minutes.

Step 02

Preheat the oven to 175°C and line a baking sheet with parchment paper. Scoop dough into 1.5-tablespoon portions and roll into balls. Place the balls 5cm apart on the prepared baking sheet. Flatten each ball slightly and press a teaspoon or your thumb into the center to create a well. Bake for 10–12 minutes until the edges are just turning golden. If the centers puff during baking, use the teaspoon to gently re-press the wells while the cookies are still warm. Transfer to a wire rack and cool completely.

Step 03

In a medium bowl, beat the softened cream cheese until smooth. Add the pumpkin puree, brown sugar, pumpkin pie spice, cinnamon, heavy cream, and vanilla extract. Mix on medium speed until the filling is smooth and light. Chill the mixture in the refrigerator for at least 30 minutes to firm up slightly before using.

Step 04

Once the cookies are fully cooled and the filling has chilled, spoon or pipe the pumpkin filling into each cookie's center well. Top each cookie with a swirl or dollop of whipped cream. Optionally, sprinkle with a pinch of cinnamon or nutmeg for garnish.

Helpful Advice

  1. These cookies combine the creamy, spiced flavor of traditional pumpkin pie with the buttery texture of sugar cookies.
  2. Each cookie features a soft center filled with smooth no-bake pumpkin filling.

Tools You'll Use

  • Hand mixer or stand mixer
  • Baking sheet
  • Parchment paper
  • Wire cooling rack
  • Teaspoon for creating wells

Allergy Information

Always double-check every ingredient for allergens and seek advice from a medical expert as necessary.
  • Contains dairy (butter, cream cheese, heavy cream)
  • Contains eggs
  • Contains gluten (all-purpose flour)

Nutritional Breakdown (Per Portion)

These stats are for general knowledge only—always check with a professional if needed.
  • Calories: 115
  • Total Fat: 3 g
  • Total Carbs: 21 g
  • Protein Content: 2 g