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Apple Pie Oatmeal Cookie Cups

Oatmeal cookies formed into cups and baked, then filled with a delicious, sweet, spiced apple pie filling.
Servings 14 Cookie Cups
Prep Time 25 minutes
Cook Time 30 minutes
Cooling Time 2 hours
Total Time 2 hours 55 minutes

Equipment

  • Stand Mixer
  • Muffin Tins
  • Cooling Rack
  • Mixing Bowls
  • Apple Peeler
  • Shot Glass
  • Parchment Paper

Ingredients

For the Cookie Cups

  • 1 Cup Butter Softened; 2 Sticks
  • Cup Brown Sugar
  • ¼ Cup White Sugar
  • 2 Eggs
  • Cup Flour
  • Cup Rolled Oats
  • 1 Tsp Vanilla Extract
  • 1 Tsp Baking Powder
  • ½ Tsp Cinnamon
  • ½ Tsp Pie Spice Mix See blog post for the mix; pumpkin pie spice works.
  • ¼ Tsp Salt

For the Apple Filling

  • 2 Tbsp Butter
  • 4 Medium Apples 3 Large apples also works.
  • ¼ Cup Brown Sugar
  • ¼ Cup White Sugar
  • 2 Tsp Corn Starch
  • 2 Tsp Cold Water
  • 1 Tsp Pie Spice Mix
  • ½ Tsp Cinnamon
  • Caramel Sauce For topping; optional.

Instructions

Make the Cookie Cups

  • Preheat your oven to 350°F. Grease your muffin pans and line the bottom with circles of parchment paper, to make the cups easier to get out when baked.
  • In your stand mixer, cream together the butter and sugars until light and fluffy.
  • Mix the eggs and vanilla into the butter mixture.
  • In a separate bowl, mix together the flour, oats, baking powder, cinnamon, pie spice, and salt.
  • Add this dry mixture to the butter and egg mixture, and mix until it comes together.
  • Scoop about 2 Tbsp into each muffin cup. Then, using a shot glass, press down to squeeze it around into a cup shape. It'll be sticky and a bit messy, but it'll work.
  • Bake your muffin cups for about 20 minutes. When done, remove and let cool in the pan for 10 minutes, then carefully remove them and put them on a cooling rack to finish cooling.

Make the Apple Filling

  • While the cookie cups are baking and cooling, prep your apples by peeling, coring, and slicing them into small chunks.
  • Melt the butter in a skillet. Add the apples and cook them over medium-high heat until they begin to soften.
  • Add in your sugars, pie spice, and cinnamon, and stir. You'll want to melt and dissolve the sugar in the liquid from the apples.
  • Mix together the corn starch and water, and add to the apple mixture to help thicken it.
  • Continue cooking until the apples are soft, about ten minutes or so, depending on how large your chunks are.
  • Let the apple mixture continue to cool and thicken.

Assemble the Treats

  • To assemble, simply spoon some apple mixture into the cups and top with a drizzle of caramel. I highly recommend keeping them separate until ready to eat; if you leave the apple in over night, the cookies will soften up. It's still tasty, it's just not as easy to enjoy.
Course: Appetizer, Dessert, Snack
Cuisine: American
Keyword: Apple, Cinnamon, Cookies, Oatmeal, Pumpkin Spice