Gluten-Free Cherry Pie Cookie Cups

Prep: 15 minCook: 22 min24 cookiesmediumAmerican
Cherry Pie Cookie Cups with Sugar Cookie Dough

Individual dessert cups made from baked sugar cookie dough filled with cherry pie filling and finished with a sweet cream glaze. These bite-sized treats combine the classic flavors of cherry pie with the convenience of handheld cookies. Perfect for parties, potlucks, or family gatherings when you want an impressive dessert that requires minimal prep work. The pre-made cookie dough creates perfectly shaped cups that hold the fruity filling, while the powdered sugar glaze adds an elegant finishing touch that makes them look bakery-quality.

Ingredients

Yield: 24 cookies
  • 1 package ready to bake sugar cookie dough, 24 count
    homemade sugar cookie dough1:1dietary

    use same portion size

  • 1 21 ounces cherry pie filling, canned
    fresh cherries with sugarvariesdietary

    cook down fresh cherries with sugar to taste

  • ¼ cup powdered sugar
  • 1 tablespoons heavy whipping cream
    milk1:1dietary

    thinner consistency glaze

    Full guide →

Instructions

  1. 1

    Preheat oven to 350°F and spray mini muffin pans with nonstick baking spray or grease and flour

  2. 2

    Place one cookie dough ball in each muffin pan cavity

  3. 3

    Bake 18-22 minutes or until cookies are fully baked

  4. 4

    Cool 5-10 minutes then press cookie into cup shape using back of wooden spoon handle or rounded part of 1/2 teaspoon

  5. 5

    Cool completely before removing from pan

  6. 6

    Use butter knife to carefully loosen and pop cookie cups out of muffin pan

  7. 7

    Fill each cookie cup with cherry pie filling

  8. 8

    Whisk powdered sugar and heavy cream until desired consistency is reached

  9. 9

    Drizzle glaze over filled cookie cups

Tips

Tip 1

Use nonstick baking spray with flour to prevent sticking - regular cooking spray won't work as well for easy removal.

Tip 2

Press gently when shaping cups while cookies are still warm but not hot to avoid breaking the delicate cookie structure.

Tip 3

Let cookie cups cool completely before filling to prevent the cherry filling from making them soggy.

Good to Know

Storage

refrigerate in airtight container up to 3 days

Make Ahead

can make cookie cups 1 day ahead, fill day of serving

Serve With

at room temperature or chilled

Common Mistakes

Watch

don't skip greasing pans or cookies will stick badly

Watch

don't try to remove hot cookies or they will break

Watch

don't fill until completely cool or filling will make cups soggy

Substitutions

ready to bake sugar cookie dough
homemade sugar cookie dough1:1dietary

use same portion size

heavy whipping cream
milk1:1dietary

thinner consistency glaze

Full guide →
cherry pie filling
fresh cherries with sugarvariesdietary

cook down fresh cherries with sugar to taste

Find more substitutions →

FAQ

Can I use different pie fillings?

Yes, any thick pie filling works well like apple, blueberry, or peach. Avoid runny fillings that might leak out of the cookie cups.

How long do these keep?

Store filled cookie cups in refrigerator up to 3 days. The cookies may soften slightly but still taste good.

Can I freeze these cookie cups?

Freezing is not recommended as the cherry filling and glaze don't freeze well and the texture changes significantly when thawed.