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Cinnamon Cookie Recipe

4.8 from 92 reviews

This Cinnamon Cookie Recipe features soft, chewy cookies with a delectable cinnamon filling inside. The dough is rolled in a cinnamon-sugar coating before baking, giving the cookies a sweet-spiced exterior and a gooey cinnamon center that echoes the flavors of a cinnamon roll. Perfect for those who enjoy classic cinnamon flavors in a delightful cookie form.

Ingredients

Scale

Filling

  • 6 tablespoons salted butter, softened
  • 3/4 cup brown sugar, packed
  • 1 1/2 tablespoons cinnamon

Dough

  • 1 cup salted butter (2 sticks), softened
  • 1 and 2/3 cups granulated sugar
  • 2 large eggs
  • 2 teaspoons vanilla extract
  • 3 and 1/2 cups all-purpose flour, spooned and leveled
  • 1 teaspoon baking soda
  • 3/4 teaspoon kosher salt
  • 1 and 1/2 teaspoons cream of tartar

Coating

  • 1/3 cup granulated sugar
  • 1 and 1/2 tablespoons cinnamon

Instructions

  1. Make the filling: In a large bowl or stand mixer, beat 6 tablespoons of softened butter until creamy and smooth. Add 3/4 cup packed brown sugar and 1 1/2 tablespoons cinnamon; beat well, scraping the bowl, until completely smooth. Use a spoon to form small balls about the size of a marble, line them on a parchment-lined baking sheet, and freeze for 20 minutes or refrigerate for 1-2 hours until firm.
  2. Preheat oven and prepare sheets: Set oven to 350°F (175°C) and line 2 baking sheets with parchment paper or silicone mats.
  3. Make the dough – cream butter and sugar: In the same bowl, beat 1 cup softened butter until smooth. Add 1 2/3 cups white sugar and beat for 2 minutes until light and fluffy, scraping the sides and bottom occasionally.
  4. Add eggs and vanilla: Beat in 2 large eggs and 2 teaspoons vanilla extract until mixture is smooth and homogenous.
  5. Mix dry ingredients: In a separate bowl or in the same bowl without mixing yet, stir 3 1/2 cups all-purpose flour with 1 teaspoon baking soda, 3/4 teaspoon kosher salt, and 1 1/2 teaspoons cream of tartar.
  6. Combine dry and wet ingredients: Gently beat in the flour mixture into the butter mixture just until combined and no dry streaks remain, scraping down the bowl edges. Do not over mix to avoid tough cookies.
  7. Fold in cinnamon filling balls: Remove the filling balls from the freezer when firm and gently fold them into the dough using a spatula or wooden spoon; do not use a mixer.
  8. Form dough balls: Use a large cookie scoop or spoon to shape dough balls about 2 inches in diameter, slightly overfilling the scoop for generous cookies.
  9. Coat cookies with cinnamon sugar: Combine 1/3 cup granulated sugar and 1 1/2 tablespoons cinnamon in a bowl. Roll each dough ball in this cinnamon sugar mixture to coat thoroughly.
  10. Arrange cookies on baking sheet: Place dough balls on prepared baking sheets about 2 inches apart. For best spacing, limit to 8 cookies per sheet though 12 can fit on an 11×17 sheet with some crowding.
  11. Bake: Bake at 350°F (175°C) for 11-12 minutes. Cookies will appear slightly underbaked with shiny cinnamon filling on top and matte, firm edges.
  12. Shape cookies immediately: Within 30-60 seconds of removing from oven, use spoons to gently push cookie edges toward centers, reshaping them to a round form and packing in any oozing cinnamon filling. This creates thicker, chewier cookies and prevents spreading.
  13. Cool: Let cookies cool on the baking pan for at least 5 minutes, then transfer to a wire rack to cool completely.
  14. Serve: Enjoy warm with a glass of milk for ultimate cinnamon roll bliss!
  15. Freezer instructions: Form dough balls, roll in cinnamon sugar, and store in a ziplock bag for up to 3 months. Bake from frozen, adding 2 extra minutes to baking time, no thawing needed.

Notes

  • Do not over mix the dough after adding flour to keep cookies tender.
  • Freezing the cinnamon filling balls helps maintain a gooey center during baking.
  • Shaping cookies immediately after baking prevents spreading and results in a thicker texture.
  • You can freeze shaped cookie dough balls rolled in cinnamon sugar and bake later directly from frozen.
  • These cookies pair exceptionally well with a cold glass of milk or a warm beverage.
  • Use parchment paper or silicone mats for easier cookie removal and clean-up.

Keywords: cinnamon cookies, cinnamon roll cookies, soft chewy cookies, cinnamon sugar cookies, homemade cookies, holiday cookies