Upside Down Cookies

Cut-Out Cookie

Upside Down Cookies

Upside Down Cookies
  • PREP TIME
    0 mins
  • COOK TIME
    0 mins
  • TOTAL TIME
    0 mins
  • SERVING
    6 People
  • VIEWS
    21

Experience a delightful twist on classic cookies with these festive, layered treats, infused with the warm, comforting spice of cinnamon. These upside-down delights are surprisingly easy to make and incredibly delicious, perfect for a cozy afternoon or a special occasion.

Ingridients

Adjust Servings

Nutrition

  • Carbohydrate
    71 g
  • Cholesterol
    23 mg
  • Fiber
    2 g
  • Protein
    6 g
  • Saturated Fat
    10 g
  • Sodium
    399 mg
  • Sugar
    37 g
  • Fat
    26 g
  • Unsaturated Fat
    0 g

Follow The Directions

01

Step

Preheat your oven to 400°F (200°C). Generously grease a standard 12-cup muffin pan. (5 minutes)

02

Step

In a medium-sized mixing bowl, whisk together the all-purpose flour, granulated sugar, baking powder, and cream of tartar until well combined. Cut in the vegetable shortening using a pastry blender or your fingertips until the mixture resembles coarse crumbs. Gradually sprinkle in the milk, stirring until just combined. (10 minutes)

03

Step

Turn the dough out onto a lightly floured surface and gently knead for about ten strokes. Over-kneading will result in a tougher cookie. Divide the dough in half. (5 minutes)

04

Step

In a small bowl, thoroughly mix together the packed brown sugar and ground cinnamon. On a lightly floured surface, roll out one half of the dough into a 12x10 inch rectangle. Brush the rectangle evenly with half of the melted butter, then sprinkle half of the cinnamon-sugar mixture uniformly over the buttered surface. (10 minutes)

05

Step

Cut the rectangle into five strips, each measuring 12 x 2 inches. Carefully stack the strips on top of one another, creating a layered dough. Cut the stack into 2-inch squares. Place each square, layered side down, into the prepared muffin cups. Repeat with the remaining dough, butter, and cinnamon-sugar mixture. (15 minutes)

06

Step

Bake in the preheated oven for 10-12 minutes, or until the cookies are golden brown and cooked through. (12 minutes)

07

Step

While the cookies are baking, prepare the icing: In a small bowl, whisk together the confectioners' sugar and milk until smooth and glossy. (5 minutes)

08

Step

Once the cookies are removed from the oven, let them cool in the muffin pan for a few minutes before inverting them onto a wire rack. Drizzle the icing over the warm cookies. Serve immediately and enjoy! (10 minutes)

For best results, use cold butter and milk to keep the dough tender.
Feel free to add a pinch of nutmeg or cardamom to the cinnamon-sugar mixture for an extra layer of flavor.
Store leftover cookies in an airtight container at room temperature for up to 3 days.
These cookies are delicious served with a scoop of vanilla ice cream or a dollop of whipped cream.

Karson Hirthe

Written by

Our recipe authors are passionate food lovers who share thousands of diverse dishes from around the world. They bring daily cooking inspiration with delicious, easy-to-make recipes for every occasion.

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RECIPE REVIEWS

Avarage Rating: 4.4/ 5 ( 7 Ratings)
Total Reviews: (4)

  • Durward Kuhnkris

    Jun 28, 2025

    The cinnamon flavor is perfect, not too overpowering. I'll definitely be making these again.

  • Deborah Volkman

    May 26, 2025

    These cookies are so much fun to make! My kids loved helping me layer the dough.

  • Lavern Cremin

    May 9, 2025

    My family devoured these in minutes. They were so easy to make, too!

  • Retha Macejkovic

    May 6, 2025

    I added a little orange zest to the icing and it was a game-changer!

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