Halloween Date Filled Cookies have a special place in my heart, and I’m thrilled to share this recipe with you. I remember my mom making these every year when I was a kid; the kitchen would fill with the sweet, warm aroma of dates and spices, and I couldn’t wait for them to cool enough to sneak one (or three!). These aren’t just any cookies; they’re soft, chewy delights with a gooey, naturally sweet date center that makes them truly irresistible. If you’re looking for a classic homemade Halloween treat that’s both festive and delicious, you’ve come to the right place. Let’s get baking these spooky date-stuffed cookies!
Why You’ll Love These Halloween Date Filled Cookies
These homemade Halloween date cookies are an absolute dream! They’re so much more than just a treat; they’re a little bite of comfort and nostalgia:
- Naturally Sweet: The date filling provides a wonderful, natural sweetness without relying solely on refined sugar.
- Perfect Texture: You’ll adore the contrast between the soft, chewy cookie and the gooey, luscious date center.
- Festive Fun: They’re the perfect canvas for spooky shapes and decorations, making them ideal for Halloween parties.
- Easy to Make: Even if you’re new to baking, these date-filled Halloween treats are surprisingly straightforward.
- Crowd-Pleaser: Everyone, from kids to adults, raves about these delicious stuffed cookies.
- Versatile Filling: The spiced date filling is wonderfully adaptable, making them a fantastic option for healthy Halloween cookies with dates.
- Make-Ahead Friendly: Bake them ahead for stress-free party prep.
Ingredients for Halloween Date Filled Cookies
Gathering your ingredients is the first delicious step to making these wonderful Halloween cookies with dates. We’ll need components for both the soft cookie dough and the sweet, gooey date filling. The shortening and sugars create that classic chewy texture, while the dates offer a naturally sweet and slightly caramel-like flavor that’s perfect for these stuffed cookies. Don’t worry if you don’t have lemon juice handy; a little bit of acidity helps brighten the date flavor beautifully. For more information on the benefits of dates, you can check out this article on their nutritional value.
Cookie Dough Ingredients
- 1 cup shortening – provides a wonderfully soft and chewy texture
- 1/2 cup granulated sugar
- 1/2 cup brown sugar – adds moisture and a hint of caramel flavor
- 1 egg
- 3 tablespoons milk – helps bind the dough
- 1 teaspoon vanilla extract – for that classic cookie aroma
- 3 cups all-purpose flour – the base for our cookie dough
- 1/2 teaspoon salt – balances the sweetness
- 1/2 teaspoon baking soda – helps the cookies spread and brown
Date Filling Ingredients
- 2 cups chopped dates – Medjool dates are fantastic here for their softness and sweetness
- 1/2 cup sugar – enhances the sweetness of the dates
- 1/2 cup water – helps to create a smooth, jam-like consistency
- 2 tablespoons lemon juice – brightens the flavors and cuts through the sweetness
- 1/4 teaspoon salt – a pinch to really make the flavors pop
How to Make Halloween Date Filled Cookies
Let’s start creating these wonderfully spooky and delicious treats! Making these homemade Halloween date cookies is a fun process, and the results are so worth it. We’ll prepare that luscious date filling first, then whip up the dough, assemble our stuffed cookies, and finally bake them to golden perfection. Get ready for your kitchen to smell amazing!

Preparing the Date Filling
- Step 1: In a medium saucepan, combine 2 cups chopped dates, 1/2 cup sugar, and 1/2 cup water.
- Step 2: Bring the mixture to a boil over medium heat, then reduce the heat to low, cover, and let it simmer for about 5 minutes. Stir occasionally to prevent sticking.
- Step 3: Remove the saucepan from the heat and stir in 2 tablespoons lemon juice and 1/4 teaspoon salt. This brightens the flavors beautifully.
- Step 4: Let this sweet date mixture cool completely. It will thicken as it cools, becoming the perfect gooey filling for your Halloween cookies with dates.
Making and Assembling the Cookies
- Step 5: Preheat your oven to 375°F (190°C).
- Step 6: In a large bowl, cream together 1 cup shortening, 1/2 cup granulated sugar, and 1/2 cup brown sugar until the mixture is light and fluffy.
- Step 7: Beat in 1 egg, then stir in 3 tablespoons milk and 1 teaspoon vanilla extract until well combined.
- Step 8: In a separate bowl, whisk together 3 cups all-purpose flour, 1/2 teaspoon salt, and 1/2 teaspoon baking soda.
- Step 9: Gradually add the dry ingredients to the wet ingredients, mixing until just combined. The dough will be a bit soft.
- Step 10: Cover the dough and chill it in the refrigerator for at least 1 hour. This makes it much easier to handle and roll.
- Step 11: Once chilled, divide the dough in half. On a lightly floured surface, roll out one half of the dough to just under 1/8 inch thick.
- Step 12: Use your favorite Halloween cookie cutters (like pumpkins or bats!) to cut out shapes. You should get about 24 shapes.
- Step 13: Place about a tablespoon of the cooled date filling in the center of half of the cookie shapes.
- Step 14: Top each filled cookie with another cookie shape, carefully pressing the edges together with a fork to seal. This is key to keeping that gooey date filling inside our spooky date-stuffed cookies.
Baking the Halloween Date Filled Cookies
- Step 15: Arrange the assembled cookies on an ungreased baking sheet.
- Step 16: Bake for 10–12 minutes, or until the edges are lightly golden brown. Keep an eye on them, as they bake quickly!
- Step 17: Let the cookies cool on the baking sheet for a few minutes before transferring them to a wire rack to cool completely. Enjoy these delightful homemade Halloween date cookies!
Pro Tips for the Best Halloween Date Filled Cookies
Want to elevate your Halloween cookie game? I’ve got a few tricks up my sleeve that guarantee these date-filled Halloween treats turn out perfectly every time. These tips will help you achieve that ideal chewy texture and wonderfully gooey center.
- Always chill your cookie dough thoroughly. It makes rolling and cutting so much easier, preventing the dough from spreading too much in the oven.
- Don’t skip the lemon juice in the date filling! It really brightens the flavor and balances the sweetness, making these cookies truly special.
- When sealing the cookies, be sure to press the edges firmly with a fork. This prevents the delicious date filling from oozing out during baking.
- For extra festive flair, consider adding a pinch of cinnamon or nutmeg to the cookie dough itself.
What’s the secret to perfect date filling for Halloween cookies?
The key is simmering the dates with water and sugar until they break down into a thick, jam-like consistency. Adding lemon juice at the end brightens the natural sweetness of the dates, making your Halloween cookies with dates extra flavorful.
Can I make Halloween date filled cookies ahead of time?
Absolutely! You can prepare the date filling up to 3 days in advance and store it in an airtight container in the refrigerator. The cookie dough can also be made and chilled for up to 2 days before assembling and baking. For other make-ahead Halloween treats, check out these mummy mini pizzas.
How do I avoid common mistakes with Halloween date filled cookies?
Make sure your dough is well-chilled before rolling to prevent excessive spreading. Also, don’t overfill the cookies; too much filling can cause them to burst open during baking. Ensure edges are sealed well.
Best Ways to Serve Halloween Date Filled Cookies
These delightful Halloween date filled cookies are fantastic on their own, but they also pair wonderfully with a few key items. Imagine serving these spooky date-stuffed cookies alongside a warm mug of spiced apple cider or a creamy pumpkin spice latte – the flavors are just divine together! For a more substantial treat, consider a scoop of vanilla bean ice cream for a delightful temperature contrast. They also make a beautiful addition to any Halloween dessert platter, nestled among other festive treats. These easy Halloween date cookies are truly versatile! You might also enjoy these creepy crunchy monster candy for more Halloween fun.
Nutrition Facts for Halloween Date Filled Cookies
These homemade Halloween date cookies are a delightful treat. Here’s a look at the estimated nutritional breakdown per cookie:
- Calories: 120
- Fat: 5g
- Saturated Fat: 2g
- Unsaturated Fat: 2g
- Trans Fat: 0g
- Protein: 1g
- Carbohydrates: 18g
- Fiber: 1g
- Sugar: 12g
- Sodium: 50mg
- Cholesterol: 10mg
Nutritional values are estimates and may vary based on specific ingredients used and portion sizes of your spooky date-stuffed cookies.

## How to Store and Reheat Halloween Date Filled Cookies
Properly storing your delicious homemade Halloween date cookies ensures they stay fresh and tasty for your guests or for enjoying later. Once your spooky date-stuffed cookies have cooled completely on a wire rack, it’s time to think about storage. For short-term enjoyment, place the cooled cookies in an airtight container at room temperature for up to 3-4 days. If you need to keep these delightful date-filled Halloween treats longer, they freeze beautifully! Wrap them securely in plastic wrap, then in a layer of aluminum foil, and freeze them for up to 3 months. This makes them a perfect make-ahead option for your Halloween parties. For other festive recipes, consider witchy sweet potato mash.
When you’re ready to enjoy your frozen cookies, simply let them thaw overnight in the refrigerator. For a warm, freshly baked experience, you can gently reheat them in a low oven (around 300°F or 150°C) for about 5-7 minutes until warmed through. This brings back that wonderful soft texture and gooey date filling. These quick Halloween date cookie ideas are perfect for last-minute guests!
Frequently Asked Questions About Halloween Date Filled Cookies
What are Halloween date filled cookies made of?
These delightful cookies are essentially two parts: a soft, chewy cookie dough encasing a sweet, gooey filling made from dates. The dough typically includes flour, shortening, sugar, an egg, and leavening agents, while the filling is created by simmering chopped dates with sugar, water, and a touch of lemon juice for brightness. They’re a wonderful example of homemade Halloween date cookies!
Can I use different types of dates for the filling?
Absolutely! While Medjool dates are often preferred for their soft texture and caramel-like sweetness, other varieties like Deglet Noor can also work. If your dates are a bit drier, you might need to simmer them slightly longer to achieve that perfect, spreadable consistency for your spooky date-stuffed cookies.
How do I get the best texture with these date-filled Halloween treats?
The secret to the best texture lies in chilling the dough thoroughly before rolling and ensuring you don’t overbake them. Chilling makes the dough easier to handle and prevents excessive spreading. Baking until just lightly golden will keep the cookies soft and chewy, complementing the gooey date filling perfectly.
Are these healthy Halloween cookies with dates?
Compared to many traditional cookies loaded with refined sugars and butter, these Halloween cookies with dates offer a naturally sweetened option thanks to the dates. They also provide some fiber from the dates. While they still contain sugar and are a treat, they lean towards a healthier profile than many other Halloween baked goods. For a similar comforting fall flavor, you might enjoy this pumpkin sage soup.
Variations of Halloween Date Filled Cookies You Can Try
Looking to switch things up with your spooky baking? These Halloween cookies with dates are wonderfully versatile! Here are a few ideas to try for your next batch of date-filled Halloween treats:
- Gluten-Free Halloween Date Cookies: Easily make these gluten-free by swapping the all-purpose flour for a good quality gluten-free baking blend. Ensure your blend has xanthan gum for structure.
- Vegan Halloween Date Cookies: For a vegan version, substitute the butter with vegan butter or a plant-based shortening and use a flax egg (1 tablespoon flaxseed meal mixed with 3 tablespoons water, let sit for 5 minutes) instead of the egg.
- Spiced Date Halloween Cookies: Amp up the fall flavors by adding 1/2 teaspoon of cinnamon and 1/4 teaspoon of nutmeg to the cookie dough. This creates wonderfully spiced date Halloween cookies.
- No-Bake Halloween Date Cookies: While this recipe is for baked cookies, you could adapt the date filling into a no-bake energy ball by mixing it with oats, nuts, and shredded coconut, then rolling into balls and chilling.

Spooky Halloween Date Filled Cookies: 10 Delights
- Total Time: 1 hour 12 minutes
- Yield: 24 cookies 1x
- Diet: Vegetarian
Description
Soft, chewy Halloween Date Filled Cookies with a sweet, gooey date center — perfect for fall baking and festive parties. These classic stuffed cookies get a spooky seasonal twist.
Ingredients
- Cookie Dough:
- 1 cup shortening
- 1/2 cup granulated sugar
- 1/2 cup brown sugar
- 1 egg
- 3 tablespoons milk
- 1 teaspoon vanilla extract
- 3 cups all-purpose flour
- 1/2 teaspoon salt
- 1/2 baking soda
- Date Filling:
- 2 cups chopped dates
- 1/2 cup sugar
- 1/2 cup water
- 2 tablespoons lemon juice
- 1/4 teaspoon salt
Instructions
- Preheat oven to 375°F (190°C).
- Cream shortening and sugars until fluffy. Add egg, milk, and vanilla. Mix well.
- Sift flour, baking soda, and salt, then add to the wet mixture. Chill dough for 1 hour.
- In a saucepan, combine chopped dates, sugar, and water. Bring to a boil, cover, and let simmer for 5 minutes. Stir occasionally, then add lemon juice and salt. Let the mixture cool before using.
- On a lightly floured surface, roll out half the dough to just under 1/8 inch thick. Use a 2 1/2-inch round cookie cutter to cut shapes. For a spooky Halloween touch, use pumpkin, bat, or ghost cutters.
- Place one tablespoon of filling in the center of each base cookie. Top with another cookie round, pressing the edges with a fork to seal.
- Arrange cookies on an ungreased baking sheet and bake for 10–12 minutes, or until lightly golden. Cool before serving.
Notes
- Chill the dough thoroughly for easier rolling.
- Do not overfill the cookies; 1 tablespoon of date filling is ideal.
- Use fun Halloween-shaped cutters for a festive look.
- For a spooky effect, cut small shapes like eyes or a jack-o’-lantern smile in the top cookie layer.
- Consider using parchment paper for easier cleanup.
- Prep Time: 20 minutes
- Cook Time: 12 minutes
- Category: Dessert
- Method: Baking
- Cuisine: American
Nutrition
- Serving Size: 1 cookie
- Calories: 120
- Sugar: 12g
- Sodium: 50mg
- Fat: 5g
- Saturated Fat: 2g
- Unsaturated Fat: 2g
- Trans Fat: 0g
- Carbohydrates: 18g
- Fiber: 1g
- Protein: 1g
- Cholesterol: 10mg
