Chocolate Caramel Shortbread Cookies

Category: Food That Makes People Think You've Got Life Figured Out

These crisp shortbread cookies feature a finely ground oat flour base combined with all-purpose flour and cornstarch to create a tender, crumbly texture. A rich caramel filling, made from sweetened condensed milk, butter, sugars, corn syrup, and vanilla, adds gooey sweetness that stays soft. The cookies are topped with a glossy, tempered dark chocolate layer to provide a smooth finish and satisfying snap. A sprinkle of coarse sea salt brings out the depth of chocolate and caramel flavors, elevating each bite to a balanced, indulgent treat. Ideal for gifting or holiday gatherings.

Lili Clark smiling at the camera.
Created By Lili Clark
Updated on Wed, 03 Dec 2025 22:41:02 GMT
A stack of chocolate cookies with caramel filling. Save
A stack of chocolate cookies with caramel filling. | lilicooks.com

These chocolate-covered caramel-filled shortbread cookies combine buttery, crisp shortbread with a luscious homemade caramel and a smooth, glossy dark chocolate coating. Inspired by Twix but made with higher quality ingredients, this recipe brings a grown-up twist to a beloved classic treat. It’s perfect for special occasions or just when you want to impress with something homemade yet familiar.

I first made these during the holiday season when I wanted to elevate a favorite candy bar and the result was so delicious that they quickly became a festive tradition at home.

Ingredients

  • Steel-cut oats: ground into oat flour to add nuttiness and texture use fresh oats for best flavor
  • All-purpose flour: provides structure to the shortbread dough choose a good quality unbleached flour
  • Cornstarch: helps create a tender crumbly texture in the cookies
  • Confectioners' sugar: adds sweetness and smoothness to the shortbread
  • Salt: balances sweetness and enhances flavor
  • Unsalted butter: essential for rich flavor and crisp texture use high-quality fresh butter
  • Sweetened condensed milk: forms the creamy base for caramel look for a well-sealed can
  • Granulated white and dark brown sugar: create the caramel’s depth and sweetness
  • Corn syrup: prevents crystallization in caramel ensuring softness
  • Vanilla extract: brightens the caramel flavor
  • Bittersweet chocolate: choose 60 to 70 percent cocoa for a mature chocolate flavor and good melting properties
  • Coarse sea salt such as Maldon: adds flavor contrast and texture on the finished cookies

Step-by-Step Instructions

Sift and prepare dry ingredients:
Process the steel-cut oats in a spice grinder or blender until finely powdered about 1 minute. In a stand mixer fitted with the paddle attachment, combine oat flour, all-purpose flour, cornstarch, confectioners' sugar, and salt. Mix on low speed for about 15 seconds until evenly combined.
Mix in butter to form dough:
Add the butter cut into pats. Beat on low speed continuing about 12 minutes until the dough forms and pulls away from the sides of the bowl. The dough should be cohesive but soft.
Roll and cut the dough:
Turn dough onto a parchment-lined surface. Cover with a second sheet of parchment paper and roll out evenly to approximately three thirty-seconds of an inch thick. Use a 2 1/2-inch round cookie cutter to cut as many circles as possible. Then use a 2 1/4-inch cutter to cut out smaller circles from half of the originals creating rings.
Assemble and dock the cookies:
Transfer the solid rounds to a parchment-lined baking sheet using a metal spatula. Place one dough ring on top of each solid round pressing gently to adhere. Dock the centers with a toothpick or wooden skewer by pricking four holes to let steam escape during baking.
Bake the cookies:
Preheat oven to 450 degrees Fahrenheit. Bake for 10 minutes then reduce heat to 300 degrees Fahrenheit. Continue baking approximately 15 more minutes until edges are pale golden. Rotate halfway through for even baking. Let cool on a wire rack.
Make the caramel:
Combine sweetened condensed milk butter white sugar brown sugar corn syrup salt and water in a saucepan. Stir constantly over medium heat until the mixture reaches 245 degrees Fahrenheit on a candy thermometer. Remove from heat and stir in vanilla extract.
Fill cookies with caramel:
Spoon caramel carefully into the centers of each cookie allowing it to dome slightly above the ring edge. Excess can be cooled in a buttered dish and cut into candies later.
Temper the chocolate:
Melt most of the bittersweet chocolate carefully in short microwave bursts stirring after each until it reaches 115 degrees Fahrenheit. Add reserved chocolate in portions while stirring to cool the mixture to 84–86 degrees Fahrenheit then warm gently again to 90 degrees Fahrenheit.
Coat the cookies and finish:
Pour or spoon melted chocolate over caramel-filled cookies situated on a wire rack over parchment paper. Tap the rack to level the chocolate. After about one minute sprinkle coarse sea salt onto each cookie’s center. Let chocolate set at room temperature for 10 minutes then refrigerate another 10 minutes before removing and storing.
Two chocolate-covered caramel-filled shortbread cookies. Save
Two chocolate-covered caramel-filled shortbread cookies. | lilicooks.com

My favorite part is the buttery shortbread base. It’s just the right balance of rich and crumbly, bringing a homemade feel that everybody notices the first bite. This recipe brings back sweet holiday memories every time I make it.

Storage Tips

Store cookies in an airtight container at room temperature for up to five days. Avoid humid environments to keep shortbread crisp. If your kitchen is very warm, refrigeration is fine but allow cookies to come back to room temperature before serving to soften the caramel and chocolate.

Ingredient Substitutions

Steel-cut oats can be replaced with rolled oats ground finely but the flavor will be less intense. You may also experiment with lightly toasting the oats before grinding for a nuttier aroma. Corn syrup is key to a soft caramel texture but you can substitute light honey in a pinch with slight changes in flavor. Use good-quality unsalted European-style butter for the richest result.

Serving Suggestions

These cookies pair brilliantly with a strong cup of black coffee or perhaps a lightly brewed green tea to balance sweetness. They also work well plated on a dessert tray alongside nuts and fresh fruit when entertaining guests. For a festive touch sprinkle extra sea salt or crushed toasted nuts right before the chocolate sets.

Recipe FAQs

→ Why use oat flour in the shortbread?

Oat flour adds a nutty flavor and tender crumb to the shortbread, enhancing its texture beyond plain wheat flour.

→ How is the caramel kept soft at room temperature?

The addition of corn syrup and sweetened condensed milk prevents crystallization, keeping the caramel smooth and chewy.

→ What is the purpose of tempering the chocolate?

Tempering ensures the chocolate hardens with a glossy finish and a crisp snap, improving texture and appearance.

→ Why dock the dough before baking?

Docking creates steam vents that prevent the cookies from puffing up and helps maintain their shape with a caramel well.

→ Can these cookies be stored at room temperature?

Yes, when kept in a covered container, they stay fresh for up to 5 days without losing texture or flavor.

→ What effect does sea salt have on the flavor?

Sea salt highlights the sweetness of caramel and bitterness of dark chocolate, balancing the flavor profile beautifully.

Chocolate Caramel Shortbread Cookies

Crisp shortbread layered with buttery caramel and coated in rich dark chocolate.

Preparation Time
40 min
Cooking Time
30 min
Overall Time
70 min
Created By: Lili Clark

Category: Snacks

Skill Level: Challenging

Cuisine Type: American

Output: 24 Serves (24 cookies)

Dietary Options: Vegetarian

Ingredients

→ Shortbread Cookies

01 2.5 oz (1/2 cup) steel cut oats, finely ground
02 7.5 oz (1 1/2 cups) all-purpose flour
03 1.5 oz (1/4 cup) cornstarch
04 3 oz (2/3 cup) confectioners' sugar
05 1/2 teaspoon salt
06 7 oz (14 tablespoons) unsalted butter, chilled and cut into tablespoon-sized pats

→ Caramel Filling

07 6 oz (3/4 cup) sweetened condensed milk
08 3 oz (6 tablespoons) unsalted butter
09 4 oz (1/2 cup) white granulated sugar
10 4 oz (1/2 cup) dark brown sugar
11 4 oz (1/2 cup) corn syrup
12 1/4 teaspoon salt
13 2 oz (1/4 cup) water
14 1/2 teaspoon vanilla extract

→ Chocolate Coating

15 24 oz bittersweet chocolate disks, chips, or roughly chopped bars
16 Coarse sea salt (e.g., Maldon) for finishing

Steps

Step 01

Preheat oven to 450°F. Grind steel cut oats into fine flour using a spice grinder. In a stand mixer fitted with the paddle attachment, combine oat flour, all-purpose flour, cornstarch, confectioners' sugar, and salt. Mix on low speed until combined. Add cold unsalted butter and beat on low until dough forms and pulls from the bowl, about 12 minutes. Transfer dough to parchment-lined work surface.

Step 02

Form dough into a ball and flatten slightly. Place second parchment sheet atop dough and roll to 3/16-inch thickness. Using a 2 1/2-inch round cutter, cut circles. From half the circles, cut 2 1/4-inch center rings. Transfer full circles to baking sheet, top each with a dough ring, pressing lightly to adhere. Dock centers by pricking four times with toothpick. Gather scraps and repeat rolling and cutting until 24 cookies are formed.

Step 03

Bake cookies for 10 minutes at 450°F. Reduce oven to 300°F and continue baking 15 minutes until edges are pale golden, rotating pan midway. Transfer to wire rack to cool.

Step 04

Combine sweetened condensed milk, butter, white and brown sugar, corn syrup, salt, and water in a saucepan. Stir constantly until mixture boils. Using instant-read thermometer, cook until 245°F. Remove from heat and stir in vanilla extract. Transfer to heatproof vessel.

Step 05

Spoon caramel into the well of each shortbread cookie, allowing it to slightly dome above edges. Excess caramel can be poured into a buttered dish, cooled, then cut into candies.

Step 06

Reserve 1/4 cup chocolate. Microwave remaining chocolate in 15-second bursts, stirring until melted and reaches 115°F. Stir in reserved chocolate gradually while cooling to 85°F. Reheat in 10-second increments stirring until 90°F. Avoid heating above 94°F. Repeat if overheated.

Step 07

Place cookies on wire rack over parchment. Pour melted tempered chocolate over cookies, allowing excess to drip off. Lightly tap tray for even coating. Immediately sprinkle coarse sea salt atop each cookie. Let chocolate set at room temperature for 10 minutes, then chill 10 minutes. Remove carefully with spatula and store at room temperature in covered container for up to 5 days.

Tips

  1. Docking the cookie centers before baking prevents puffing and preserves the caramel well.
  2. Using corn syrup in the caramel prevents crystallization, ensuring a soft texture.
  3. Tempering chocolate properly gives a glossy finish and a clean snap.

Required Tools

  • Stand mixer with paddle attachment
  • Spice grinder or blender
  • Rolling pin
  • 2 1/2-inch and 2 1/4-inch round cookie cutters
  • Instant-read thermometer
  • Wire cooling rack

Allergy Information

Always check each ingredient for allergens, and consult a medical professional if unsure.
  • Contains dairy, gluten, and oats

Nutritional Information (per serving)

These details are shared for general guidance and don’t replace professional advice.
  • Calories: ~
  • Fats: ~
  • Carbohydrates: ~
  • Proteins: ~