Buttery Apple Streusel Thumbprint Cookies

Topped with a crumbly streusel topping and then drizzled with caramel, these lil’ apple-packed thumbprint cookies are pretty much the most heavenly thing you’ve ever tasted.
Who says family recipes have to stay the same forever? In this tweaked family recipe, cookies are topped with a crumbly streusel topping and then drizzled with caramel. These cookies are not one you will make once and never again because everyone will want more. Cookies came about during an experiment on making cakes. Since then, people have been customizing cookies to their liking by adding various flavors and toppings. 
Difficulty: Easy


Cookie Filling:
  • ½ Cup Light Brown Sugar, Packed
  • ½ Cup Heavy Whipping Cream
  • 2 Tbsp Unsalted Butter
  • 1 tsp Apple Cider Vinegar
  • ½ tsp Ground Sea Salt
  • ½ tsp Ground Cinnamon
  • 1 Apple, Peeled, Cored & Very Finely Diced
  • ½ tsp Vanilla
Cookie Dough:
  • 1 Cup Unsalted Butter, Room Temperature
  • 2/3 Cup Granulated Sugar
  • 1 tsp Vanilla
  • 2 Cups All-Purpose Flour
Streusel Topping:
  • 1/4 Cup Light Brown Sugar
  • 1/4 Cup Quick Cooking Oats
  • 2 Tbsp All-Purpose Flour
  • Pinch of Kosher Salt
  • 2 Tbsp Unsalted Butter, Melted


Cookie Filling:
  1. Place the brown sugar, cream, butter, vinegar, salt, cinnamon and diced apple into a medium saucepan over medium-high heat. Bring the mixture to a rolling boil stirring constantly. Decrease the heat to low and then continue to cook for 5 minutes, stirring constantly or until thickened.
  2. Remove the filling from the heat and wisk in the vanilla.
  3. Set aside to cool.
Cookie Dough:
  1. In a large bowl, cream the butter and sugar on medium speed for 2 minutes.
  2. Add the vanilla and mix for 30 seconds on medium speed.
  3. On low speed, slowly add the flour ½ cup at a time. Mix just until incorporated.
  4. Bring the dough together with your hands into a ball, place it back into the mixing bowl, cover the bowl with plastic wrap, and then refrigerate the dough for 30 minutes.
  5. Preheat oven to 350°F.
  6. Shape the dough into 1" balls and then place them at least 1" apart on a Silpat or parchment paper lined baking sheet.
  7. Using your thumb or the back of a spoon, press an indentation into the center of each ball.
  8. Fill the indentation of each thumbprint cookie with some of the cookie filling.
Streusel Topping:
  1. Add the brown sugar, oats, flour and salt to a small bowl. Stir together with the tines of a fork to combine.
  2. Add the melted butter and stir again until well combined.
  3. Sprinkle the topping over the filled thumbprint cookies and bake for 12 minutes.
  4. Allow the cookies to rest for 3 minutes before removing them to a cooling rack.
  5. Drizzle the cookies with any remaining cookie filling.

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