Gooey Caramel Stuffed Pumpkin Cookies: Your Ultimate Fall Indulgence Recipe
These Caramel Stuffed Pumpkin Cookies are more than just a dessert; they are a celebration of autumn in every single bite. Imagine a soft, chewy pumpkin cookie, rich with the warm spices of fall, cradling a molten, gooey caramel center, all studded with delightful mini chocolate chips. Incredibly indulgent yet surprisingly simple to create, these cookies promise to fill your home with an intoxicating aroma and your taste buds with pure bliss. Get ready to embrace the harvest season, one delicious, pumpkin-spiced, caramel-filled cookie at a time!

Embracing the Magic of Fall
There’s an undeniable magic that sweeps in with the arrival of fall. It’s a season that whispers promises of cozy evenings, vibrant foliage, and the comforting embrace of warm, spiced treats. As soon as the calendar flips to September, I find myself reaching for pumpkin and apple-scented candles, pulling out chunky knit blankets, and eagerly anticipating the return of comfy sweaters and sturdy boots. There’s a profound sense of calm that settles in, a gentle nudge to slow down and savor the simple pleasures.
For me, fall also means a welcome change in wardrobe – leggings and oversized sweaters become my daily uniform, perfectly acceptable both inside and outside the house. This seasonal shift signals a time for indulgence, for gathering loved ones, and for filling our homes with warmth and delicious aromas. And what better way to do that than with the irresistible scent of freshly baked pumpkin cookies?

The Irresistible Scent of Pumpkin Perfection
Baking these caramel stuffed pumpkin cookies is an experience in itself, transforming your kitchen into an autumnal wonderland. The moment they hit the oven, the air fills with a symphony of cinnamon, nutmeg, allspice, and rich pumpkin, creating an aroma so inviting, it’s akin to stepping into a house where pumpkin pies have been baking all day. It’s more than just a scent; it’s an atmosphere, a warm hug that welcomes you home.
It’s pure magic, truly. This sensory delight is just the beginning of the journey these cookies will take you on. From the initial waft of spices to the first soft bite, every aspect is designed to encapsulate the very essence of fall.

Note: This is a Cake ‘n Knife archive post that has been updated!
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Caramel Stuffed Pumpkin Cookies: Why You Need Them This Season
While the weather in Denver might still be holding onto summer’s warmth, my heart is already fully immersed in autumn. I’m wishing for cooler days, crisp air, and fewer blazing sunbeams, even though I know January will bring its own share of snowstorms. But in the meantime, I’ll bake these cookies, and they’re going to become your absolute favorite fall tradition, a staple for every September and October for years to come.
These aren’t just any pumpkin cookies. They’re a masterful blend of all the beloved flavors of a classic pumpkin pie, transformed into adorable, soft, and impossibly chewy cookies. Each one is a delightful little package, generously stuffed with gooey, molten caramel and generously studded with mini semi-sweet chocolate chips. It’s a trio of textures and tastes that creates a truly unforgettable experience.

Every single mouthful transports you straight into the heart of fall. They evoke nostalgic memories of childhood days spent baking with family, the excitement of preparing Halloween costumes, and the anticipation of crisp autumn evenings. The blend of rich pumpkin spice with the sweet, buttery caramel and a hint of chocolate is simply divine. It’s the kind of comfort food that warms you from the inside out, making you wish pumpkin season could last forever.
A Taste of Childhood Memories
My mom always had a particular soft spot for caramel, and that meant caramel candies were a constant presence in our house, especially as Halloween approached. I’m pretty sure she just used the fall season as a convenient, judgment-free excuse to stock up on her favorite sweet indulgence. That memory of unwrapping those sticky, golden squares and enjoying their rich sweetness is intrinsically linked to autumn for me. These cookies bring all those warm, happy recollections flooding back, making them not just a treat for the palate, but a treat for the soul.

Tips for Baking Perfect Caramel Stuffed Pumpkin Cookies
While these cookies are incredibly easy to make, a few key tips can elevate your baking experience and ensure perfect results every time. Follow these pieces of advice, and you’ll be on your way to pumpkin cookie perfection.
The Golden Rule: Patience is Key (Cooling Time)
My absolute biggest tip for these pumpkin cookies – and honestly, for any caramel-stuffed treat – is to exercise a little patience. As I’ve learned (repeatedly!) with previous caramel stuffed cookies, the caramel filling gets incredibly hot straight out of the oven. You absolutely do not want to burn off your taste buds before you even get a chance to truly appreciate the exquisite blend of warm, gooey caramel, soft pumpkin cookie, and melty chocolate chips. So, please, wait a few minutes before devouring them! Give that molten caramel a chance to cool down just enough to be enjoyable.
I use the term “learned” quite loosely here, considering I often forget this crucial lesson until the searing caramel has already scalded my tongue… yet again. But I can tell you, even with a slightly singed tongue, they are still so worth it. Yet again. Don’t be like me; heed the warning and savor them safely!
Chill Your Dough for Best Results
The recipe calls for chilling the dough for at least 30 minutes, and I highly recommend you don’t skip this step! Chilling the dough does a few wonderful things: it makes the dough much easier to handle when you’re wrapping it around the caramel candies, prevents the cookies from spreading too much in the oven, and allows the flavors to meld and deepen, resulting in a more flavorful cookie. You can even chill the dough for up to three days, making it perfect for preparing ahead of time for a party or a spontaneous baking session.
Sealing the Caramel Core
To ensure that delicious caramel stays perfectly contained within your pumpkin cookie, pay close attention when wrapping the dough around the candy. Make sure to press the edges of the dough together firmly, creating a tight seal. This will prevent the caramel from leaking out during baking, keeping it exactly where you want it – in the center of your gooey cookie! If you notice any small cracks or openings, simply pinch them closed gently before placing the cookies on the baking sheet.


Essential Equipment and Ingredients for Baking
Good news! The tools you’ll need for this recipe are likely already staples in your kitchen. Basic items like mixing bowls and a sturdy wooden spoon are perfect. However, I do have a few recommendations for specific tools that, in my experience, greatly enhance the baking process due to their quality and functionality. That said, don’t hesitate to use whatever you have readily available; the joy of baking is in making it work!
- When it comes to baking sheets, you can’t beat a reliable half sheet baking pan for even baking and durability.
- I also highly recommend investing in silicone baking mats. They are an absolute savior when you’re working with caramel. Occasionally, the caramel might seep out a tiny bit, and these mats ensure it won’t stick to your pan or parchment paper, making cleanup a breeze. If you don’t have them, be sure to line your baking sheets with aluminum foil and lightly grease that foil with cooking spray.
- Don’t forget the stainless steel mixing bowls, perfect for combining your ingredients.
- And finally, as mentioned, you’ll have to wait a little bit to safely enjoy these delicious cookies. Make sure you have cooling racks ready to transfer them onto after baking!
Regarding ingredients, ensure you use pure pumpkin puree, not pumpkin pie filling, which contains added spices and sugar that will alter the flavor profile of the cookie. Fresh, quality spices like ground cinnamon, nutmeg, and allspice will make a noticeable difference in the warmth and depth of your cookies. For the caramel, individually wrapped soft caramels work best for stuffing.

Caramel Stuffed Pumpkin Cookies
equipment
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Silicone Baking Mats
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Stainless Steel Mixing Bowls
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Half Sheet Pan
ingredients
- 4 Tbsp unsalted butter melted
- 1/4 cup light brown sugar
- 1/2 cup granulated sugar
- 1 tsp vanilla extract
- 7 Tbsp pumpkin puree
- 1 1/2 cups all-purpose flour
- 1/4 tsp salt
- 1/4 tsp baking powder
- 1/4 tsp baking soda
- 1 tsp ground cinnamon
- 1/4 tsp nutmeg
- 1/4 tsp ground allspice
- 3/4 cup mini semi-sweet chocolate chips
- 12-15 caramel candies unwrapped
instructions
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In the bowl of a stand mixer, beat melted butter and sugars until thoroughly combined. Add in the vanilla and pumpkin puree and beat until smooth.
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In a large bowl, stir together flour, salt, baking powder, baking soda, cinnamon, nutmeg, and allspice. Slowly add the flour mixture to the butter sugar mixture, beating in between each addition (I divided my flour mixture into two additions) until just combined. Stir in the mini chocolate chips. Cover the dough and chill for at least 30 minutes (up to three days maximum).
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Preheat oven to 350 degrees. Line two baking sheets with silicone baking mats or parchment paper.
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Roll approximately 2 to 2 1/2 Tbsp of dough into a ball, then flatten into a disc. Add one caramel candy to the center and wrap the dough around, pressing the edges closed so it is sealed well. Repeat with the rest of the dough until you have approximately one dozen balls of dough. Bake cookies for 12 to 15 minutes total. The dough will be a bit soft. Remove from oven and allow to cool approximately 5 minutes on the baking sheets before serving. Make sure you serve these warm so you get that ooey-gooey caramel center!
Serving and Storage Suggestions
These Caramel Stuffed Pumpkin Cookies are truly best served warm, allowing that luxurious caramel center to remain perfectly molten and gooey. Enjoy them with a glass of cold milk, a hot cup of coffee or spiced chai, or even alongside a scoop of vanilla bean ice cream for an extra special treat. They’re perfect for fall gatherings, Halloween parties, or simply as a comforting indulgence on a crisp autumn evening.
To store any leftover cookies, place them in an airtight container at room temperature for up to 3-4 days. If you prefer to extend their freshness, they can be refrigerated for up to a week. For longer storage, these cookies freeze beautifully! Once completely cooled, place them in a single layer on a baking sheet to flash freeze for about an hour, then transfer them to a freezer-safe bag or container for up to 2-3 months. Thaw them at room temperature, or for that fresh-baked experience, warm them gently in the microwave for 10-15 seconds before serving.
Frequently Asked Questions (FAQ)
Here are some common questions you might have about making these delightful cookies:
Can I use homemade caramel instead of store-bought candies?
Absolutely! If you have a favorite homemade caramel recipe, feel free to use it. Just make sure the caramel is firm enough to handle and can be shaped into small balls or squares that can be easily encased in the cookie dough. You might need to chill it slightly to achieve the right consistency for stuffing.
What if I don’t have all the individual spices? Can I use pumpkin pie spice?
Yes, you can! If you don’t have individual ground cinnamon, nutmeg, and allspice, a good quality pumpkin pie spice blend can be used as a substitute. Use about 1.5 to 2 teaspoons of pumpkin pie spice in total to achieve a similar warm, spiced flavor profile.
How can I prevent the caramel from leaking out?
The key to preventing caramel leakage is to ensure the dough is well-sealed around the caramel candy. Make sure to thoroughly pinch all edges closed when forming the cookie ball. Chilling the dough also helps, as it makes the dough less sticky and easier to work with, allowing for a better seal. If you notice any caramel oozing during baking, it’s usually a sign that a small seam wasn’t perfectly sealed.
Can I add nuts or other mix-ins to the dough?
Certainly! Feel free to customize these cookies to your liking. Chopped pecans or walnuts would be a fantastic addition, complementing the fall flavors. You could also experiment with different types of chocolate chips, like white chocolate or dark chocolate, for a different twist. Just remember that adding too many extra ingredients might alter the dough consistency slightly.
How long do these cookies stay fresh?
When stored properly in an airtight container, these cookies will remain fresh and delicious for 3-4 days at room temperature, or up to a week in the refrigerator. They are also excellent for freezing, maintaining their quality for 2-3 months.
Whether you’re making these for a festive occasion or simply to treat yourself on a quiet evening, these Gooey Caramel Stuffed Pumpkin Cookies are guaranteed to become a cherished fall tradition. Their perfect blend of flavors and textures, combined with the ease of preparation, makes them an unbeatable choice for anyone looking to capture the essence of autumn in a sweet, satisfying bite. Happy baking!