Pumpkin Chocolate Chip Cookie Sandwiches

Oh wow, have you ever tried pumpkin cookies with chocolate chips? They’re soft, sweet, and so good it feels like a hug for your taste buds. Seriously, they’re perfect for fall or anytime you want a cozy treat.
What’s even better? Turning those yummy cookies into sandwiches with creamy filling inside. It’s like doubling the fun in every bite. I couldn’t stop smiling when I made these!
If you love pumpkin and chocolate, you’ll really love these cookie sandwiches. They’re easy to make and super fun to eat. I’m already thinking about my next batch!
Ready to make some? Let’s dive in and bake these Pumpkin Chocolate Chip Cookie Sandwiches together. You’re going to love how simple and delicious they are!

Why You’ll Love This Recipe
- Autumn-Inspired Flavors: The pumpkin and pumpkin pie spice bring a warm, comforting vibe to these cookies. It’s like biting into the heart of fall itself!
- Irresistibly Soft and Chewy: These cookies are perfectly soft, chewy, and melt-in-your-mouth delicious, thanks to the secret ingredient—cornstarch.
- Perfect Balance of Sweet and Spicy: The blend of cinnamon, nutmeg, and cloves with chocolate chips creates a divine contrast that will have everyone asking for more.
- Easy to Make: With only a few simple steps, you can whip up these cookies in no time and enjoy a homemade dessert that’s sure to impress.
- Ideal for Holiday Treats or Gifts: Whether it’s Halloween, Thanksgiving, or just a cozy weekend at home, these cookie sandwiches are a delightful way to celebrate the season.
Required Kitchen Tools
Before diving into the recipe, here’s what you’ll need to gather:
- Mixing Bowls: You’ll need a large mixing bowl for the cookie dough and a smaller one for the pumpkin icing.
- Hand or Stand Mixer: To make the mixing process easier, especially for the butter and sugar creaming.
- Baking Sheets and Parchment Paper: To prevent sticking and ensure even baking.
- Cookie Scoop or Spoon: For uniform cookie sizes and easy dough portioning.
- Cooling Rack: To allow the cookies to cool evenly and prevent them from getting soggy.
- Measuring Cups and Spoons: Accurate measurements are key for baking perfection.

Ingredients
Here’s everything you need to make the Pumpkin Chocolate Chip Cookie Sandwiches (don’t worry, the measurements will be listed below):
For the Chocolate Chip Cookies:
- Unsalted Butter, Room Temperature: 1 cup. Softened butter ensures a smooth dough and a chewy texture.
- Granulated Sugar: 1/2 cup. Adds sweetness to balance the rich pumpkin flavor.
- Brown Sugar: 1/2 cup. Brown sugar helps keep the cookies moist and adds a touch of caramel flavor.
- Egg: 1 large egg. The egg provides structure and binds the ingredients together.
- Vanilla Extract: 1 tsp. This elevates the overall flavor profile of the cookies.
- All-Purpose Flour: 2 cups. This is the base of the dough and gives structure to the cookies.
- Cornstarch: 1 tbsp. This secret ingredient gives the cookies their soft, chewy texture.
- Baking Soda: 1 tsp. Helps the cookies rise and become light and airy.
- Dry Instant Chocolate Pudding Mix: 1 package (about 3.4 oz). This adds richness and enhances the cookie’s soft texture.
- Cocoa Powder: 2 tbsp. Deepens the chocolate flavor in the cookies.
- Chocolate Chips: 1 cup. The melty chocolate chips add sweetness and texture.
For the Pumpkin Icing:
- Unsalted Butter: 1/2 cup. Provides a creamy and smooth base for the icing.
- Shortening: 1/4 cup. Helps with the consistency of the icing and prevents it from being too runny.
- Powdered Sugar: 2-3 cups (sifted). The powdered sugar is the primary sweetener for the icing and makes it smooth and spreadable.
- Pumpkin Puree: 1/4 cup (plus 2 tbsp). This adds the pumpkin flavor to the icing, giving it the perfect fall touch.
- Pumpkin Pie Spice: 1 tsp. A delightful blend of cinnamon, nutmeg, and cloves that makes the icing sing with fall flavors.

How to Make Pumpkin Chocolate Chip Cookie Sandwiches
Step 1: Prepare the Cookie Dough
Cream the Butter and Sugars: In a large mixing bowl, beat the softened butter, granulated sugar, and brown sugar until light and fluffy. You can use a hand or stand mixer for this step. Creaming the butter and sugar together properly will create a soft, smooth dough.
Add the Wet Ingredients: Add the egg and vanilla extract to the butter-sugar mixture. Mix until combined.
Combine the Dry Ingredients: In a separate bowl, whisk together the all-purpose flour, cornstarch, baking soda, and cocoa powder. Slowly add this dry mixture to the wet ingredients while mixing on low speed. Be sure not to overmix at this point to avoid tough cookies.
Add the Pudding Mix and Pumpkin Puree: Stir in the dry chocolate pudding mix and pumpkin puree. The pudding mix adds an extra layer of flavor and makes these cookies irresistibly soft. This will help maintain a tender, chewy texture while keeping the pumpkin flavor prominent.
Fold in the Chocolate Chips: Finally, fold in the chocolate chips until evenly distributed in the dough.
Step 2: Chill the Dough
Chilling the dough for about 30 minutes in the refrigerator is key for ensuring the cookies don’t spread too much during baking. This also allows the flavors to meld together and ensures a thicker, more substantial cookie.
Step 3: Scoop and Bake the Cookies
Preheat the Oven: Begin by preheating your oven to 350°F (177°C). This is the ideal temperature for baking cookies to achieve a golden, chewy texture. Line two baking sheets with parchment paper to prevent the cookies from sticking.
Scoop the Dough: Using a cookie scoop or a tablespoon, scoop the dough into approximately 1.5-inch balls. Make sure the dough balls are evenly spaced on the baking sheets, placing them about 2 inches apart. This will give them room to spread while baking, ensuring uniform cookie shapes.
Bake the Cookies: Bake the cookies for 10-12 minutes or until the edges are lightly golden, and the centers look set but soft. The cookies may still appear a little soft in the center, but they will continue to firm up as they cool.
Cool the Cookies: Once baked, let the cookies sit on the baking sheet for 5 minutes to cool slightly. This helps them firm up and makes them easier to transfer. After 5 minutes, transfer the cookies to a wire rack to cool completely before sandwiching them with the icing.

Step 4: Make the Pumpkin Icing
While the cookies are cooling, it’s time to prepare the creamy pumpkin icing that will bring these cookie sandwiches to life.
Cream the Butter and Shortening: In a mixing bowl, beat the softened butter and shortening until smooth and creamy. This combination creates a fluffier texture for the icing while keeping it from being too greasy.
Add the Powdered Sugar: Gradually add the sifted powdered sugar, about 1/2 cup at a time, until the mixture is smooth and fluffy. You may need to scrape down the sides of the bowl to ensure all the ingredients are fully incorporated.
Mix in the Pumpkin Puree and Spice: Add the pumpkin puree and pumpkin pie spice to the icing mixture. Mix until well combined. The pumpkin puree will give the icing a smooth texture and a lovely orange color, while the pumpkin pie spice infuses it with those cozy fall flavors.
Adjust the Consistency: If the icing is too thick, add a small amount of milk (about 1 tablespoon at a time) until it reaches a smooth, spreadable consistency. If it’s too runny, add a little more powdered sugar to thicken it.
Step 5: Assemble the Pumpkin Chocolate Chip Cookie Sandwiches
Now that your cookies and pumpkin icing are ready, it’s time to assemble the sandwich cookies.
Flip the Cookies: Take one cookie and flip it upside down so the flat side is facing up. This will allow for an even layer of icing on the bottom.
Spread the Icing: Using a butter knife or a spoon, spread a generous layer of the pumpkin icing on the flat side of one cookie.
Sandwich the Cookies Together: Take a second cookie and gently press it down on top of the icing to form a sandwich. Be careful not to press too hard, or the icing will ooze out the sides.
Repeat: Repeat this process with the remaining cookies and icing until all the sandwiches are assembled.

Tips for Perfect Pumpkin Chocolate Chip Cookie Sandwiches
- Chill the Dough: As mentioned earlier, chilling the dough is crucial for the perfect cookie texture. If you skip this step, the cookies will spread too much and lose their chewy texture.
- Use Room Temperature Ingredients: To ensure smooth, even mixing, make sure both the butter and the egg are at room temperature before starting. Cold ingredients can cause the dough to be uneven or result in a tough texture.
- Don’t Overbake the Cookies: It’s easy to assume that cookies need to bake until they’re completely firm in the center, but overbaking can result in dry cookies. The cookies should be soft in the center and golden around the edges. They will continue to set as they cool.
- Make It a Batch Bake: If you have a larger crowd or want to store some for later, consider doubling the recipe! These cookies freeze well for up to 3 months, so you can keep a batch on hand for whenever a pumpkin craving strikes.
- Decorate for the Holidays: For an extra touch, you can roll the edges of the cookie sandwiches in mini chocolate chips, sprinkles, or crushed nuts like pecans for added texture and flavor. It also makes them look festive!
How to Serve Pumpkin Chocolate Chip Cookie Sandwiches
These cookies are perfect for so many occasions. Here’s how you can serve and enjoy them:
- For Dessert: Serve them as a fun and festive dessert at your Thanksgiving dinner, Halloween party, or any fall get-together. They’ll definitely be a crowd-pleaser.
- For Gifts: Package them up in cute boxes or cellophane bags to gift to friends, family, or coworkers. Who wouldn’t love receiving a homemade treat like this?
- With a Warm Drink: Pair them with a warm cup of coffee, hot chocolate, or chai tea for a cozy treat on a cool fall day.
Storing Pumpkin Chocolate Chip Cookie Sandwiches
If you have leftovers (which I highly doubt, but just in case!), here’s how you can store these delicious cookie sandwiches:
Room Temperature: If you plan to enjoy them within a few days, you can store these cookies in an airtight container at room temperature. They will stay fresh for about 3-4 days. Just be sure to keep them in a cool, dry place away from direct sunlight.
Refrigerator: For slightly longer storage, you can refrigerate the sandwiches. Store them in an airtight container or wrap each sandwich in plastic wrap. They’ll last up to 1 week in the fridge. The cold will help maintain the cookies’ soft texture and keep the icing from getting too melty.
Freezing: These cookie sandwiches freeze wonderfully! Place the cookies in an airtight container, making sure they’re layered with parchment paper to prevent sticking. You can also wrap each sandwich individually in plastic wrap or foil before freezing. They will keep for up to 3 months in the freezer. To thaw, simply leave them out at room temperature for 15-20 minutes before serving, and they’ll be as fresh as when you first made them!
Nutritional Information (Per Cookie Sandwich)
I’ve broken down the nutritional value of one of these decadent Pumpkin Chocolate Chip Cookie Sandwiches so you can indulge with a little bit of peace of mind. Keep in mind these are estimates, and actual values may vary depending on ingredient brands and portion sizes:
Nutrient | Amount |
---|---|
Calories | 310-350 kcal |
Total Fat | 17-20g |
Saturated Fat | 8-10g |
Cholesterol | 35-40mg |
Sodium | 180-220mg |
Carbohydrates | 40-45g |
Fiber | 1-2g |
Sugar | 28-32g |
Protein | 2-3g |
Note: These values can vary based on specific brands and measurements, but they should give you a good idea of the delicious indulgence you’re in for!
Final Thoughts: Why You’ll Love These Pumpkin Chocolate Chip Cookie Sandwiches
These Pumpkin Chocolate Chip Cookie Sandwiches are the ultimate fall dessert. The combination of spiced pumpkin cookies and creamy, pumpkin-flavored icing creates the perfect balance of sweetness and warmth. Every bite is like a comforting hug, filled with the cozy spices of autumn, and the rich chocolate chips add an extra layer of indulgence that pairs so well with the pumpkin flavor.
Whether you’re preparing them for a special occasion, a fall gathering, or just as a cozy treat for yourself, these cookie sandwiches are bound to be a hit. Their soft, chewy texture and perfect level of sweetness make them an unforgettable dessert. Plus, they’re easy to make, customizable with a few simple variations, and ideal for baking in advance. I’m sure they’ll quickly become a favorite in your fall baking repertoire.
Variations for Pumpkin Chocolate Chip Cookie Sandwiches
- Add Nuts: For a bit of crunch, fold in chopped pecans or walnuts into the cookie dough. These nuts pair beautifully with the pumpkin and chocolate flavors.
- Use White Chocolate Chips: If you’re not a fan of semi-sweet chocolate chips, you can swap them out for white chocolate chips for a creamier, milder sweetness.
- Spice it Up: Feel free to adjust the pumpkin pie spice or add extra spices like cinnamon, cloves, or nutmeg to the dough or icing for an even more pronounced fall flavor.
- Make it Gluten-Free: Swap out the all-purpose flour for a 1:1 gluten-free baking flour to make these cookie sandwiches gluten-free without compromising the taste or texture.
- Vegan Version: For a dairy-free and egg-free version, you can use a vegan butter alternative and replace the egg with flaxseed meal (1 tablespoon ground flax + 3 tablespoons water = 1 egg equivalent). Make sure to also use dairy-free chocolate chips and a suitable vegan icing substitute.
Pumpkin Chocolate Chip Cookie Sandwiches
Course: Uncategorized18
cookie sandwiches20
minutes10
minutes310-350
kcal30
minutesIngredients
- For the Cookies:
1 cup unsalted butter, room temperature
1/2 cup granulated sugar
1/2 cup brown sugar
1 large egg
1 tsp vanilla extract
2 cups all-purpose flour
1 tbsp cornstarch
1 tsp baking soda
2 tbsp cocoa powder
1 package (3.4 oz) dry instant chocolate pudding mix
1 cup chocolate chips
1/4 cup pumpkin puree
- For the Pumpkin Icing:
1/2 cup unsalted butter, room temperature
1/4 cup shortening
2-3 cups powdered sugar (sifted)
1/4 cup pumpkin puree (plus 2 tbsp)
1 tsp pumpkin pie spice
Directions
- Make the Cookie Dough: Cream together the butter and sugars. Add the egg, vanilla, flour, cornstarch, baking soda, cocoa powder, pudding mix, and pumpkin puree. Fold in chocolate chips.
- Chill the Dough: Refrigerate the dough for 30 minutes.
- Bake the Cookies: Preheat the oven to 350°F (177°C). Scoop the dough into balls, place on a baking sheet, and bake for 10-12 minutes.
- Make the Icing: Beat together butter, shortening, powdered sugar, pumpkin puree, and pumpkin pie spice until smooth.
- Assemble the Sandwiches: Spread the icing on one cookie and sandwich it with another. Enjoy!
Conclusion
Pumpkin Chocolate Chip Cookie Sandwiches are the ultimate fall dessert that combines the cozy flavors of autumn with the indulgence of chocolate. From the rich, spiced pumpkin cookies to the creamy, pumpkin-infused icing, every bite offers a perfect balance of sweetness and warmth. These cookie sandwiches are ideal for any fall gathering, holiday celebration, or just a cozy treat for yourself.
What makes them even better is that they’re easy to make, highly customizable, and perfect for storing ahead of time. Whether you’re enjoying them with a cup of coffee or gifting them to friends and family, these Pumpkin Chocolate Chip Cookie Sandwiches are sure to become a go-to fall favorite.
So, grab your ingredients, preheat that oven, and treat yourself to these delightful, pumpkin-filled cookies. Trust me, once you take that first bite, you’ll be hooked. Happy baking and enjoy the tastes of fall!