Irresistible Pumpkin Cannoli Cookie Cups: Your Ultimate Fall Dessert Recipe
Welcome to the enchanting world of fall flavors, where the warmth of spices meets the creamy delight of a classic Italian treat. Prepare to be captivated by these **Pumpkin Cannoli Cookie Cups** – little bites of creamy pumpkin love nestled in perfectly chewy gingersnap cookie cups. They are not just tasty; they are utterly adorable and destined to become a highlight of your autumn gatherings and holiday celebrations!
I must confess, as the leaves turned and the crisp autumn air settled in, I found myself in a bit of a pumpkin predicament. October sailed by, and with Thanksgiving just around the corner, I realized I hadn’t yet shared a single new pumpkin recipe this year. While many blogs started inundating feeds with pumpkin creations as early as August (akin to Christmas decorations appearing before Halloween!), I admit I held back. My philosophy has always been to share only the dishes I genuinely prepare, savor, and truly love. And as much as I adore pumpkin, I simply hadn’t crafted that *one* special recipe until now.
Perhaps you, like me, have experienced a bit of pumpkin fatigue, tuning out the endless parade of pumpkin spice lattes and basic pumpkin pies. But I promise you, this little sweet indulgence, these **Pumpkin Cannoli Cookie Cups**, will reignite your passion for pumpkin in the most delightful way. Consider this my grand re-entry into the world of pumpkin desserts – and it’s a comeback worth waiting for, right? So, we’re good? Excellent! Because once you taste these, all will be forgiven.
The Perfect Fusion: Why These Pumpkin Cannoli Cookie Cups Are Unforgettable
These exquisite little bites of heaven are a masterpiece crafted from two beloved concepts: the spicy, chewy comfort of homemade gingersnap cookies and the rich, creamy decadence of a cannoli filling, infused with the quintessential flavors of pumpkin and fall spices. Imagine the best of both worlds: if a classic pumpkin pie and a sophisticated Italian cannoli were to have a delicious baby, this would be the glorious result. While the visual might be a bit abstract, the flavor combination is utterly concrete and undeniably brilliant!
What makes these **Pumpkin Cannoli Cookie Cups** truly stand out is their impeccable balance. They are sweet, but not overly so, allowing the natural pumpkin and warming spices to shine through without being cloying. The chewy gingersnap base provides a wonderful textural contrast to the smooth, velvety pumpkin cannoli filling. Each bite delivers a harmonious blend of spice, creaminess, and a delightful chew, leaving you craving just one more. I vividly recall taking my first bite after developing this recipe – a sigh of pure contentment escaped me. “Oh, *that’s* right,” I thought. “I absolutely love pumpkin, especially when it’s done this well.”
Mastering the Art of Assembly: Tips for Perfect Cookie Cups
Just like a traditional cannoli, there’s a golden rule for serving these **Pumpkin Cannoli Cookie Cups**: don’t add the filling too early! The moisture from the creamy pumpkin cannoli mixture will gradually leach into the gingersnap cookie cups, causing them to soften. While our gingersnaps are delightfully chewy, we definitely don’t want them wet or soggy, do we? The key to maintaining that perfect chewy-meets-creamy texture is mindful assembly.
The beauty of this recipe is its make-ahead potential. Both the gingersnap cookie cups and the rich pumpkin cannoli filling can be prepared a day in advance, saving you precious time when entertaining. Simply store the cooled cookie cups in an airtight container at room temperature, and keep the pumpkin filling refrigerated in a separate container. When you’re ready to serve, bring them together. And for an extra touch of ease and precision, use a ziploc bag with a corner snipped off to pipe the filling into the cookie cups. This method is incredibly quick, easy, and ensures a clean, professional-looking presentation every time.
Ingredients Spotlight: What Makes These Pumpkin Cannoli Cookie Cups Shine
Let’s dive into the core components that make these **Pumpkin Cannoli Cookie Cups** truly exceptional. Each ingredient plays a crucial role in building the layered flavors and delightful textures that define this dessert.
The Chewy Gingersnap Cookie Cups
Our foundation is a half-recipe of my tried-and-true Gingersnap Cookie Dough. I specifically designed this gingersnap recipe to be chewy, which is essential for these cookie cups. The robust ginger and molasses notes in the gingersnaps perfectly complement the sweet pumpkin and creamy ricotta. The crisp edges and soft, chewy center create an ideal vessel that holds the filling without becoming too fragile. Using a mini muffin tin allows these cookies to bake into the perfect cup shape, ready to embrace the luscious filling.
The Velvety Pumpkin Cannoli Filling
This is where the magic truly happens. Our pumpkin cannoli filling combines the best of two worlds:
- Pure Pumpkin Puree: The star of the show, providing that undeniable autumn flavor and vibrant color. Make sure to use pure pumpkin puree, not pumpkin pie filling, which often contains added sugars and spices that might throw off the balance of this recipe.
- Part-Skim Ricotta Cheese: Essential for that authentic cannoli texture. Draining the ricotta beforehand (if it seems very wet) can help achieve a firmer, less watery filling. The ricotta lends a delicate, slightly grainy texture that is characteristic of traditional cannolis.
- Cream Cheese: Adds a beautiful creaminess and a subtle tang that balances the sweetness and helps stabilize the filling, making it wonderfully smooth and pipeable.
- Heavy Cream: Just a touch to ensure the filling is luxuriously smooth and easy to whip.
- Powdered Sugar: Sweetens the mixture perfectly, dissolving easily for a smooth consistency.
- Vanilla, Nutmeg, Cinnamon, Ginger, and Kosher Salt: This blend of warm spices is what truly elevates the pumpkin flavor, bringing out its natural sweetness and giving it that cozy, autumnal feel. The fresh grated nutmeg makes a noticeable difference, adding a depth of flavor that pre-ground nutmeg often lacks. A pinch of kosher salt enhances all the other flavors.
The Optional, But Highly Recommended, Bourbon Cream
For an extra layer of sophistication and warmth, the bourbon cream topping is a game-changer.
- Bourbon: Adds a subtle, warm, and woody note that pairs beautifully with pumpkin and ginger. It’s not overpowering but provides a hint of grown-up indulgence. If you prefer to avoid alcohol, simply substitute with an additional ½ teaspoon of vanilla extract.
- Granulated Sugar: Sweetens the whipped cream to perfection.
- Heavy Cream: Whipped to soft peaks, it creates a light, airy contrast to the denser cannoli filling.
The Final Touch: Grated Chocolate Garnish
A garnish of grated dark or semi-sweet chocolate adds a touch of elegance and a lovely chocolatey note that complements the spices and pumpkin. It’s an easy way to elevate the presentation and add another layer of flavor. You could also sprinkle a tiny bit of extra cinnamon or finely chopped candied ginger for an alternative garnish.
Beyond the Recipe: Perfecting Your Pumpkin Cannoli Cookie Cups Experience
Making these **Pumpkin Cannoli Cookie Cups** is an incredibly rewarding experience, and with a few additional tips, you can ensure they turn out perfectly every time.
Crafting the Perfect Cookie Cup
The key to those adorable cup shapes lies in the baking process. When rolling your gingersnap dough into balls, aim for a consistent size, no larger than an inch in diameter. This ensures they puff up just enough to fill the mini muffin tin, then gracefully collapse to form the perfect cavity. Overfilling the tins can cause the cookies to spill over, so resist the urge to make the dough balls too large. After baking, allow them to cool slightly in the muffin pan. This firms them up, making them easier to gently remove with the help of a small knife or offset spatula onto a wire rack to cool completely. Patience during cooling is crucial for structural integrity.
Whipping Up the Dreamy Filling
When preparing the pumpkin cannoli filling, ensure your cream cheese is softened to room temperature. This will help you achieve a perfectly smooth, lump-free mixture when whipped with the pumpkin and ricotta. If your ricotta cheese seems particularly wet, you might want to place it in a fine-mesh sieve lined with cheesecloth over a bowl for 30 minutes to an hour to drain any excess liquid. This prevents a watery filling. Blend all the filling ingredients until thoroughly combined and velvety. The resealable bag (or a piping bag with a star tip for a more decorative finish) makes filling the cookie cups quick and mess-free.
The Art of Whipped Cream
For the bourbon cream, start with very cold heavy cream. A chilled bowl (even putting it in the freezer for 10-15 minutes before use) can also aid in whipping. Whip the cream until it starts to thicken and the beaters leave tracks. This is the perfect time to add your bourbon and granulated sugar. Continue whipping until soft peaks form – meaning when you lift the beaters, the cream forms soft, gentle peaks that slightly curl at the top. Be careful not to over-whip, or you’ll end up with butter!
Storage and Make-Ahead Magic
As mentioned, the make-ahead aspect is one of the best features of this **pumpkin dessert**. You can bake the gingersnap cookie cups a day or two in advance and store them at room temperature in an airtight container. The pumpkin cannoli filling can also be prepared a day ahead and kept in an airtight container in the refrigerator. The bourbon cream is best made closer to serving, but it can be whipped a few hours in advance and stored in the fridge. Assemble the cookie cups just before serving to ensure the gingersnap bases remain perfectly chewy and crisp.
While you’re here, why not check out another unique cookie creation: my most popular recipe, Potato Chip Cookies.

Pumpkin Cannoli Cookie Cups
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Ingredients
- ½ recipe Chewy Gingersnap Cookie Dough
- garnish: dark or semi-sweet chocolate for grating
For the Pumpkin Cannoli Filling
- 15 oz pure pumpkin puree
- 15 oz part-skim ricotta cheese
- 4 oz cream cheese
- 1 Tbsp heavy cream
- ½ cup powdered sugar
- ½ tsp vanilla extract
- ⅛ tsp fresh grated nutmeg
- ½ tsp ground cinnamon
- ¼ tsp ground ginger
- pinch kosher salt
For the Bourbon Cream
- 1 Tbsp bourbon (or substitute 1/2 tsp vanilla extract for non-alcoholic version)
- 1 tsp granulated sugar
- 1 cup heavy cream
Instructions
For the Gingersnap Cookie Cups
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Preheat your oven to 375°F (190°C). This ensures the cookies bake evenly and achieve that perfect chewy texture.
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Take your gingersnap cookie dough and roll it into small, uniform balls, no larger than an inch in diameter. Carefully place each dough ball into the greased tins of a mini muffin pan. Ensure they are spaced evenly for optimal baking.
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Bake at 375°F (190°C) for approximately 10 minutes, or until you observe the cookies puffing up to fill the muffin tin, then gracefully collapsing in the center to form the perfect cup shape. It’s crucial not to make the dough balls too large, as they will rise too much and spill over the edges of the tins.
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Once baked, remove the muffin pan from the oven and let the cookie cups cool in the tins for a few minutes. This allows them to firm up slightly. Then, gently remove the cookie cups from the muffin pan using a small knife or an offset spatula to help pry them out. Transfer them to a wire rack to cool completely before filling.
For the Pumpkin Cannoli Filling
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In a large mixing bowl, combine the pure pumpkin puree, part-skim ricotta cheese, softened cream cheese, 1 tablespoon of heavy cream, powdered sugar, vanilla extract, fresh grated nutmeg, ground cinnamon, ground ginger, and a pinch of kosher salt. Whip all these ingredients together until the mixture is completely smooth, creamy, and well combined.
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Spoon the delightful pumpkin cannoli mixture into a large resealable plastic bag. Push the filling down towards one corner of the bag. Snip off a small corner of the bag with scissors (creating a small opening for piping) and pipe the creamy filling neatly into each cooled gingersnap cookie cup.
For the Bourbon Cream
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In a separate, chilled mixing bowl, whip the heavy cream until it begins to thicken and the beater starts to leave visible tracks in the cream.
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Carefully add the bourbon (or additional vanilla extract, if preferred) and granulated sugar to the whipping cream. Continue to whip the mixture until soft peaks form. The cream should be light and airy, holding its shape but still soft.
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Similar to the cannoli filling, spoon the bourbon cream into another resealable bag, snip a corner, and pipe a dollop of cream onto each filled cookie cup. Finally, using a fine cheese grater or microplane, grate dark or semi-sweet chocolate generously over the cookies for a beautiful finish. Serve these delicious Pumpkin Cannoli Cookie Cups immediately to enjoy their optimal texture and flavor!
Notes
Nutrition
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Serving Suggestions & Occasions
These **Pumpkin Cannoli Cookie Cups** are incredibly versatile and perfect for a variety of occasions throughout the autumn and winter seasons. Their individual, bite-sized nature makes them ideal for easy serving and mingling at parties. Imagine them beautifully arranged on a platter for your Thanksgiving dessert spread, offering a lighter, spicier alternative to traditional pumpkin pie. They are also fantastic for Christmas celebrations, potlucks, fall dinner parties, or even as a sophisticated treat to accompany your afternoon coffee or tea.
The “adorbs” factor cannot be overstated. Their miniature size and elegant topping make them visually appealing, drawing gasps of delight from guests before they even take their first bite. Whether you’re aiming to impress a crowd or simply treat yourself to a delicious **fall dessert**, these **mini pumpkin treats** are guaranteed to be a hit. Don’t be surprised if they disappear quickly!
Your New Favorite Fall Tradition
I hope you’re as excited as I am about these **Pumpkin Cannoli Cookie Cups**. They truly embody the spirit of fall baking – comforting, spiced, and utterly delicious. This recipe offers a delightful twist on classic flavors, combining the familiar warmth of pumpkin and ginger with the luxurious creaminess of a cannoli. It’s a recipe that promises to bring joy and a touch of elegance to your dessert table.
So, gather your ingredients, set aside some time for a little kitchen magic, and prepare to fall in love with these irresistible **pumpkin dessert** creations. They are more than just a recipe; they are an experience, a perfect blend of **chewy gingersnap** and **creamy pumpkin filling**. Give them a try, and let me know how they turn out! Happy baking, and enjoy every single delightful bite.