Easy Glazed Stuffed Cherry Pie Cookies

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I have a real weakness for cookies that look simple on the outside and then surprise you with something gooey in the middle, and these Easy Glazed Stuffed Cherry Pie Cookies do exactly that. The soft cookie base, the glossy cherry filling, and that sweet vanilla glaze on top make every bite feel a little extra special.

What I love most is how these cookies capture the flavor of cherry pie without asking me to roll out a crust or fuss with a full dessert spread. They are playful, pretty, and perfect for holidays, Valentine’s Day, bake sales, or any afternoon when I want something fruity, buttery, and impossible to ignore.

Why Do These Easy Glazed Stuffed Cherry Pie Cookies Taste Like Mini Cherry Pies?

The magic comes from the contrast of textures and flavors. The cookie dough bakes up soft and tender, almost like a buttery sugar cookie, while the cherry center stays jammy and rich. Once I add a simple glaze on top, the whole thing feels like a bakery-style treat with that familiar cherry pie sweetness packed into a hand-held dessert.

I also love how the glaze and sprinkles give these cookies a festive finish. They look impressive, but the process stays easy enough for a casual baking day.

Ingredients for the Easy Glazed Stuffed Cherry Pie Cookies

Every ingredient in these cookies has a job to do, and that balance is what makes them so good.

Butter

Butter gives the dough its rich flavor and soft, tender bite. I like using softened butter so it creams smoothly and helps create a fluffy texture.

Granulated sugar

Sugar sweetens the dough and helps the cookies bake with lightly golden edges while staying soft in the center.

Egg

The egg binds the dough together and gives the cookies structure so they can hold that cherry filling without falling apart.

Vanilla extract

Vanilla rounds out the flavor and makes the dough taste warm, sweet, and bakery-like.

All-purpose flour

Flour forms the base of the cookie dough. It gives enough body to shape and stuff the cookies while still keeping them tender.

Baking powder

A little baking powder helps lift the dough so the cookies do not bake up heavy.

Salt

Salt balances the sweetness and keeps the buttery flavor from tasting flat.

Cherry pie filling

This is the star of the show. The cherry pie filling brings bold fruit flavor, a glossy texture, and that unmistakable pie-style center.

Powdered sugar

Powdered sugar is what I use to make the glaze silky and smooth.

Milk

A splash of milk thins the glaze to the right drizzly consistency.

Pink and red sprinkles

Sprinkles are optional, but I love the cheerful finish they add. They make these cookies look especially fun for gifting or parties.

How To Make the Easy Glazed Stuffed Cherry Pie Cookies

I find this recipe surprisingly simple once everything is laid out. The dough comes together fast, and the stuffing step is easy when I work with chilled or lightly floured hands.

Step 1: Prepare the oven and baking sheets

I start by preheating the oven to 350°F and lining baking sheets with parchment paper. This keeps cleanup easy and helps the bottoms bake evenly.

Step 2: Make the cookie dough

In a large bowl, I cream the softened butter and sugar until the mixture looks light and fluffy. Then I mix in the egg and vanilla extract. After that, I stir in the flour, baking powder, and salt just until a soft dough forms.

Step 3: Portion and flatten the dough

I scoop portions of dough and gently flatten each one in my hand. You want enough space in the center to hold a spoonful of cherry filling without overstuffing.

Step 4: Add the cherry filling

I place a small spoonful of cherry pie filling in the middle of half the dough rounds. I usually try to get more fruit than extra syrup so the cookies stay easier to seal.

Step 5: Seal the cookies

Next, I top each filled piece with another flattened piece of dough or fold the dough up and around the filling, depending on the size. Then I pinch the edges closed and roll gently to help seal everything inside.

Step 6: Bake until lightly golden

I place the stuffed cookies on the prepared baking sheet with a little room between them. They bake for about 12 to 15 minutes, just until the edges are set and lightly golden.

Step 7: Cool completely

Once they come out of the oven, I let them rest on the baking sheet for a few minutes before moving them to a wire rack. They need to cool completely before glazing.

Step 8: Glaze and decorate

I whisk powdered sugar with a little milk until smooth, then drizzle it over the cooled cookies. While the glaze is still wet, I scatter over pink and red sprinkles for that bakery-style finish.

Serving and Storing Easy Glazed Stuffed Cherry Pie Cookies

I love serving these cookies once the glaze is fully set, when the outside is smooth and the center is still soft and fruity. They look beautiful on a dessert tray, and they pair especially well with coffee, tea, or a cold glass of milk.

To store them, I keep the cookies in an airtight container at room temperature for up to 2 days, or in the refrigerator for up to 5 days because of the fruit filling. If I want to make them ahead, I let them cool completely before layering them between sheets of parchment paper. A quick chill also helps the filling stay nice and set.

What to Serve With Easy Glazed Stuffed Cherry Pie Cookies?

These cookies are sweet enough to shine on their own, but I love building a whole dessert moment around them.

Vanilla bean ice cream

A scoop of vanilla bean ice cream turns these into a plated dessert that feels a little like warm cherry pie à la mode.

Hot coffee or latte

The slight bitterness of coffee balances the sweetness of the glaze and cherry filling beautifully.

Whipped cream dip

A bowl of lightly sweetened whipped cream on the side makes these cookies feel extra soft and dreamy.

Fresh berries platter

I like serving them with strawberries, raspberries, or extra cherries for a bright, fresh contrast.

Want More Dessert Ideas?

If you love these Easy Glazed Stuffed Cherry Pie Cookies, you might want to keep the cherry and cookie inspiration going with a few more sweet favorites from ChefAlchemy:

• Cherry chocolate cheesecake for a richer cherry dessert with a creamy finish.
• Chocolate cherry cream pie when you want that classic chocolate-and-cherry pairing.
• Classic cherry delight for an easy no-fuss dessert with big cherry flavor.
• Copycat Crumbl salted caramel cheesecake cookies if stuffed cookies are your kind of baking project.

Save This Pin For Later

📌 Save these Easy Glazed Stuffed Cherry Pie Cookies to your Pinterest dessert board so you can come back to them anytime you need a pretty, fruit-filled treat.

And let me know in the comments how yours turned out. Did you go heavy on the glaze? Did you add extra sprinkles? Maybe you tucked in a little extra cherry filling for a more pie-like center.

I always love hearing how other bakers make a recipe their own, and questions are welcome too. You can also find more daily dessert inspiration and fresh recipe ideas over on ChefAlchemy’s Pinterest.

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