Pumpkin Butter Filled Jack O’Lantern Sandwich Cookies Recipe

If you’re looking to wow your friends and family this fall, I’ve got a treat that’s downright enchanting. These Pumpkin Butter Filled Jack O’Lantern Sandwich Cookies Recipe are not just adorable with their spooky faces—they’re bursting with cozy pumpkin spice flavors that scream autumn. I absolutely love how these cookies come together with a tender, buttery base and a luscious pumpkin butter filling that’s sweet, tangy, and perfectly spiced. Stick around, because I’m going to walk you through every step so you can nail this seasonal favorite!

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Ingredients You’ll Need

I love how the ingredients for this Pumpkin Butter Filled Jack O’Lantern Sandwich Cookies Recipe come together to create layers of flavor and texture. The all-purpose flour and butter form a sturdy yet tender cookie dough that holds its shape, while the pumpkin purée and spices bring that warm autumn vibe everyone’s craving.

• Pumpkin Purée: Use pure canned pumpkin or homemade puree for the best flavor; avoid pumpkin pie filling which is sweetened and spiced already.
• Granulated Sugar & Brown Sugar: These balance sweetness and moisture for both dough and filling.
• Fresh Apple Cider & Boiled Cider: Adds a subtle tangy depth to the pumpkin butter; if you can’t find boiled cider, just use extra fresh cider, but boiled cider gives a richer flavor.
• Pumpkin Pie Spice: The magic mix of cinnamon, nutmeg, and cloves that makes the pumpkin butter sing.
• All-Purpose Flour: The base for your delicious sandwich cookies, giving them structure and tenderness.
• Salt & Baking Powder: Enhance flavor and provide the perfect lift without making cookies cakey.
• Unsalted Butter: Room temperature butter is key here for creamy dough and rich flavor.
• Large Eggs & Egg Yolk: Eggs help bind the dough and add richness.
• Maple Syrup: Adds a subtle woodsy sweetness and moistness to the dough.

Variations

I found that this Pumpkin Butter Filled Jack O’Lantern Sandwich Cookies Recipe is pretty versatile, so you can personalize it depending on your pantry and preferences. Feel free to tweak spices or try different fillings—you might find a new family favorite!

• Spice it up: I sometimes add a pinch of ground ginger or allspice to deepen the autumn flavor. My family loved the extra warmth it brought.
• Dairy-Free Option: Swap butter for coconut oil and use a flax egg to make these vegan-friendly. The texture turns out just as soft.
• Alternative Fillings: While pumpkin butter is fantastic, I’ve also played around with a maple cream cheese filling—delicious and tangy!
• Gluten-Free: Using a 1-to-1 gluten-free flour blend works well here, though chilling the dough a bit longer helps prevent spreading.

How to Make Pumpkin Butter Filled Jack O’Lantern Sandwich Cookies Recipe

Step 1: Whip Up the Pumpkin Butter Filling

I always start with the filling—it’s the star of the show. Combine 2 cups pumpkin purée with both sugars, fresh apple cider, boiled cider, and pumpkin pie spice in a saucepan. Simmer gently over medium-low heat, stirring often to prevent burning, until the mixture thickens and glossy pumpkin butter forms. This can take around 30 minutes, but watching it slowly transform is incredibly satisfying. Once done, let it cool completely before filling your cookies. I discovered this slow simmer method gives the richest flavor without a hint of raw pumpkin.

Step 2: Prepare the Cookie Dough

In a large mixing bowl, whisk together all-purpose flour, salt, baking powder, and 4 teaspoons pumpkin pie spice. In a separate bowl, beat room-temperature butter with 1 cup granulated sugar until fluffy. Add the egg, egg yolk, and maple syrup, beating until smooth. Gradually add the dry ingredients to the wet mixture until a soft dough forms. Don’t overmix here—just until combined will keep your cookies tender but sturdy enough for cutting Jack O’Lantern shapes. I used to struggle with dough that got too tough by overworking it, so this tip is a game changer.

Step 3: Chill and Roll the Dough

Divide the dough into two discs, wrap in plastic, and chill for at least an hour. Chilling makes the dough easier to roll and helps keep the cookie shape sharp when baked. Once chilled, roll to about 1/4 inch thick on a lightly floured surface. I like to set my timer because if it sits too warm, the dough softens and becomes tricky to handle.

Step 4: Cut and Bake the Cookies

Using a Jack O’Lantern cookie cutter, cut as many shapes as you can from the dough, placing on parchment-lined baking sheets about 1 inch apart. For half of the cookies, carefully carve out the facial features (eyes, nose, mouth) using a smaller knife or specialty tools—that’s what brings the spooky character! Bake in a preheated 350°F oven for about 12-15 minutes or until just firm around the edges but still soft in the center. Let cool completely on racks.

Step 5: Assemble the Sandwich Cookies

Spread a generous spoonful of pumpkin butter on the back of a whole cookie (the uncut ones). Top with a cut-out Jack O’Lantern cookie face, pressing gently to sandwich together without squeezing out the filling. If you want to be fancy, dust the tops with powdered sugar for a hint of sweetness and contrast. My family goes crazy for the first bite—it’s like autumn joy in cookie form!

How to Serve Pumpkin Butter Filled Jack O’Lantern Sandwich Cookies Recipe

Garnishes

I love dusting the tops with a light sprinkle of powdered sugar—it brings out the pumpkin’s warm orange color and gives a snowy effect that’s perfect for fall. Sometimes I add tiny green pumpkin stems made from piped frosting or gummies for an adorable touch. It’s those little details that get everyone oohing and aahing!

Side Dishes

These cookies are fantastic alongside a hot cup of chai tea, apple cider, or even a latte with cinnamon. If you’re hosting a party, pair them with other fall treats like spiced nuts or a pumpkin cheesecake dip. It’s all about cozy vibes and complementary flavors.

Creative Ways to Present

For Halloween gatherings, I arrange the sandwich cookies on a platter with mini pumpkins, autumn leaves, and twinkling fairy lights. You can also stack them in a clear glass jar tied with an orange ribbon—makes a great edible gift! One year, I even made a “cookie pumpkin patch” on the table, which thrilled the kids (and adults) alike.

Make Ahead and Storage

Storing Leftovers

Once assembled, I store the sandwich cookies in an airtight container at room temperature for up to 3 days. The cookies stay tender, and the pumpkin butter filling softens just the right amount. If you want them extra fresh, refrigerate the container, but bring cookies to room temp before serving for the best texture.

Freezing

I’ve found the best way to freeze these is to assemble just before serving. Freeze baked cookies flat in airtight containers (separating layers with parchment). When you’re ready, thaw cookies fully, then fill and assemble as usual. This keeps the pumpkin butter fresh and prevents sogginess.

Reheating

If you want that freshly baked warmth, pop individual cookies in a 300°F oven for just 3-5 minutes. Don’t overheat or the filling might melt too much. I also love them just as-is at room temp—the pumpkin butter gets velvety and the cookies stay soft.

FAQs

Final Thoughts

This Pumpkin Butter Filled Jack O’Lantern Sandwich Cookies Recipe holds a special place in my heart because it’s one of those recipes that turns baking into a fun, festive event. When I first made these, everyone immediately wanted the recipe—and for good reason. You’ll enjoy the process and the burst of cozy flavors in every bite. I can’t wait for you to try them and make them your own fall tradition. Happy baking and happy haunting!

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