Cherry Pie Stuffed Cookies

These cherry pie stuffed cookies are soft, buttery, and bursting with sweet cherry filling. They taste like mini pies wrapped inside a cookie, with golden edges and a gooey center. The smell alone feels like fresh-baked comfort.

I love how easy they are to make but how impressive they look once baked. The warm cherries mix perfectly with that flaky cookie texture, making every bite sweet and cozy. It’s the perfect mix of pie and cookie in one treat.

They’re great for holidays, picnics, or anytime you want something special. Sweet, simple, and full of cherry goodness—these cookies always disappear fast.

Why You’ll Love This Recipe

• Two Treats in One: Get the comfort of cookies with the fruity sweetness of cherry pie filling.
• Simple Ingredients: Made with pantry staples you likely already have.
• Beautiful Presentation: The cherry center peeks through, making these cookies look as good as they taste.
• Perfect for Gift Giving: These cookies travel well and make thoughtful homemade gifts.
• Kid-Friendly: Children love helping stuff the cookies and adding sprinkles on top.

What You Need to Know Before You Start

Prep Time & Cook Time:

• Prep Time: 20 minutes
• Cook Time: 12 minutes per batch
• Total Time: About 1 hour

Servings: This recipe makes approximately 24 stuffed cookies. Perfect for sharing with family or bringing to gatherings. Double the batch if you need more.

Difficulty: Easy to moderate. The stuffing technique takes a bit of practice, but even beginners can master it quickly.

Required Kitchen Tools

• Mixing bowls (medium and large)
• Electric mixer or hand mixer
• Measuring cups and spoons
• Baking sheets
• Parchment paper or silicone baking mats
• Cookie scoop or tablespoon
• Wire cooling rack
• Small bowl for glaze

Ingredients for Cherry Pie Stuffed Cookies

These cookies use straightforward ingredients that work together to create a tender, flavorful cookie with a sweet cherry surprise inside.

For the Cookie Dough:

• Butter: Use softened, unsalted butter for a rich, tender cookie base.
• Sugars: Both brown sugar and granulated sugar add sweetness and help create the perfect texture.
• Eggs: Bind the ingredients together and add moisture.
• Extracts: Vanilla extract and almond extract complement the cherry flavor beautifully.
• Flour: All-purpose flour provides structure.
• Leaveners: Baking soda and baking powder help the cookies rise and stay soft.
• Salt: Enhances all the other flavors.

For the Filling and Topping:

• Cherry Preserves: The star of the show, providing that cherry pie flavor.
• Confectioners’ Sugar: Makes a sweet glaze that holds the sprinkles.
• Milk: Thins the glaze to the right consistency.
• Valentine’s Sprinkles: Add color and festive charm.

Variations for Cherry Pie Stuffed Cookies

• Try Different Jams: Swap cherry preserves for raspberry, strawberry, or blueberry for different flavors.
• Add Lemon Zest: Mix lemon zest into the dough for a bright, citrusy note.
• Use Different Extracts: Try using only vanilla or add a touch of cherry extract.
• Make Them Chocolate: Add cocoa powder to the dough for chocolate cherry cookies.
• Change the Sprinkles: Use seasonal sprinkles for holidays or keep them plain for everyday treats.

How to Make Cherry Pie Stuffed Cookies Step-by-Step Instructions

1. Prepare Your Ingredients

Set out butter and eggs about 30 minutes before baking so they reach room temperature. This helps everything mix together smoothly.

2. Mix the Wet Ingredients

In a large bowl, beat the softened butter with both sugars until the mixture looks light and fluffy. This takes about 3 minutes with an electric mixer. Add the eggs one at a time, mixing well after each addition. Stir in both vanilla and almond extracts.

3. Combine the Dry Ingredients

In a separate bowl, whisk together the flour, baking soda, baking powder, and salt. This ensures the leaveners distribute evenly throughout the dough.

4. Form the Dough

Gradually add the dry ingredients to the wet mixture, mixing on low speed until just combined. Do not overmix, as this can make cookies tough.

5. Stuff the Cookies

Scoop about 1 tablespoon of dough and flatten it slightly in your palm. Place about half a teaspoon of cherry preserves in the center. Top with another tablespoon of dough and seal the edges completely, rolling gently into a ball. Make sure no filling peeks through, or it may leak during baking.

6. Arrange and Bake

Place stuffed cookie dough balls on parchment-lined baking sheets, spacing them about 2 inches apart. Bake in a preheated 350-degree oven for 10 to 12 minutes. The cookies should look set around the edges but still soft in the center.

7. Cool the Cookies

Let cookies rest on the baking sheet for 5 minutes before moving them to a wire rack. This prevents them from breaking apart while still warm.

8. Make the Glaze

Whisk together confectioners’ sugar and milk until smooth. The glaze should be thick but pourable. Drizzle over cooled cookies and immediately add sprinkles before the glaze sets.

Serving and Decoration

These cookies shine on any dessert table. Arrange them on a pretty plate with the glazed side up so the sprinkles catch the light. They pair wonderfully with cold milk, hot coffee, or tea. For special occasions, package them in clear bags tied with ribbons for charming homemade gifts.

How to Serve Cherry Pie Stuffed Cookies

• With Beverages: Enjoy alongside milk, coffee, or hot chocolate.
• As Dessert: Serve warm with a scoop of vanilla ice cream.
• For Parties: Display on tiered stands for birthdays or holidays.
• As Gifts: Pack in decorative tins or boxes for teachers, neighbors, or friends.
• With Fruit: Pair with fresh cherries or berries for a themed dessert spread.

Storing Cherry Pie Stuffed Cookies

• Room Temperature: Store in an airtight container for up to 4 days. Place parchment paper between layers to prevent sticking.
• Refrigerator: Keep cookies fresh for up to 1 week in a sealed container.
• Freezer: Freeze baked cookies for up to 3 months. Thaw at room temperature before serving.
• Unbaked Dough: Freeze stuffed cookie dough balls for up to 2 months. Bake directly from frozen, adding 1 to 2 extra minutes to the bake time.

Tips and Tricks for Success

• Seal Completely: Make sure the filling is fully enclosed to prevent leaking during baking.
• Chill if Needed: If the dough feels too soft to work with, refrigerate it for 15 to 20 minutes.
• Do Not Overfill: Too much preserves will burst through the cookie. A little goes a long way.
• Even Sizing: Use a cookie scoop to ensure all cookies are the same size and bake evenly.
• Watch the Time: Check cookies at 10 minutes. Overbaking makes them dry instead of soft.
• Glaze When Cool: Wait until cookies are completely cool before adding glaze, or it will melt and run off.

Nutrition

Nutrient	Per Cookie (approximate)
Calories	165
Total Fat	7g
Saturated Fat	4g
Cholesterol	25mg
Sodium	95mg
Total Carbohydrates	24g
Dietary Fiber	0.5g
Sugars	15g
Protein	2g

Nutritional values are estimates and may vary based on specific ingredients used.

Cherry Pie Stuffed Cookies FAQs

Can I use fresh cherries instead of preserves? Preserves work best because they are thick and stay inside the cookie. Fresh cherries contain too much moisture and may make the cookies soggy.

Why did my filling leak out? Make sure the dough completely seals around the filling with no gaps. Also, avoid overfilling each cookie.

Can I make these ahead of time? Yes. Bake the cookies up to 2 days ahead and store them in an airtight container. Add the glaze and sprinkles just before serving for the freshest look.

What if I do not have almond extract? You can use all vanilla extract instead. The cookies will still taste delicious.

Can I skip the glaze? Absolutely. The cookies are delicious plain or with just a light dusting of confectioners’ sugar.

Conclusion

Cherry Pie Stuffed Cookies bring together everything you love about homemade baking. The soft, buttery cookie hugs a sweet cherry center that tastes just like pie filling. Each bite delivers comfort and sweetness in perfect balance. Whether you bake them for a special occasion or just because, these cookies will become a favorite in your recipe collection.