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Cinnamon Sugar Pillow Cookies
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4.97 from 32 votes

Cinnamon Sugar Pillow Cookies

These soft and delightful holiday cinnamon sugar pillow cookies hide a surprise cream cheese filling inside!
Cook Time11 minutes
Total Time11 minutes
Course: Dessert
Cuisine: American
Keyword: Christmas, cinnamon, cookies, holiday
Servings: 15 - 20 cookies

Ingredients

Pillow Cookies

  • 1 1/2 cup flour (spelt, white, or oat)
  • 3/4 tsp baking soda
  • 1/2 tsp baking powder
  • 1/2 tsp salt
  • 1/2 cup sugar (or coconut sugar or xylitol)
  • 6 tbsp oil or butter
  • 1 1/2 tbsp milk of choice
  • 1 tsp pure vanilla extract

Cream Cheese Filling (optional)

  • 1/4 cup cream cheese or vegan cream cheese
  • 1 1/2 tbsp powdered sugar or sugar free powdered sugar
  • equal parts cinnamon and sugar or xylitol if desired for coating

Instructions

  • In a mixing bowl, combine first five ingredients, and stir well. Stir in the oil, milk, and vanilla to form a cookie dough. Only add extra milk if it's still too dry after a full minute of stirring. (I've never had to add more than the 1 1/2 tbsp milk.) Smush into a giant ball with your hands, or transfer dough to a plastic bag and smush into a ball once the dough is inside the bag. Now roll into balls. Break balls in half, flatten each half a bit and add a little filling to one half, then place the other half on top and re-roll. For softer cookies, chill 30 minutes or up to a day. Preheat oven to 325 F. Roll balls in cinnamon sugar, place on a baking tray, and bake on the center rack 11 minutes. They'll look underdone when you take them out, so let them cool fully on the baking tray and they will firm up as they cool.
    View Nutrition Facts

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Notes

Still craving cookies? Be sure to try these Chocolate Crinkle Cookies.
 

Nutrition

Serving: 1cookie | Calories: 83kcal | Carbohydrates: 10.8g | Protein: 1.4g | Fat: 4.3g | Saturated Fat: 0.7g | Polyunsaturated Fat: 2g | Monounsaturated Fat: 1.6g | Sodium: 67mg | Potassium: 100mg | Fiber: 1.3g | Sugar: 4.1g | Vitamin A: 76IU | Vitamin C: 1mg | Calcium: 2mg | Iron: 1mg