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Chocolate Almond Pillow Cookies

December 6, 2016 by Emily Brees 6 Comments - This post may contain affiliate links.

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Chocolate Almond Pillow Cookies have a secret to reveal. Inside these puffy little gems is a pocket of chocolate almond delight. This pillow cookie recipe is stuffed with almond paste and chocolate in the center.

forming the dough balls

Almond paste + Dutch-processed Cocoa Powder create a chocolate filling that’s irresistible – especially if you love almond flavor and rich chocolate. Dutch cocoa powder is key to the richness and dark color. 

The first time I had this type of cookie it was a Fresh Market pillow cookie. Theirs are just almond and are amazing, but I need more chocolate in my life. As we all do, right?

I based my stuffed pillow cookie idea from a recipe I tried a couple weeks ago. It had apple pie stuffing – so delish! (recipe here)

How to Make Almond Pillow Cookies

These Chocolate Almond Pillow Cookies have a buttery soft outer shell with a filling that tastes like chocolate almond amaretto. Tucked into each ball of cookie dough is a smaller ball of filling. The cookie dough folds around the filling and gets rolled into a smooth ball and dressed with some sliced almonds! They are a perfect almond Christmas cookie!

Step 1: Roll the chocolate dough into balls.

It’s best to prepare all the chocolate dough balls first.

dough balls - inserting the chocolate balls into the vanilla outer dough

Step 2: Make a center well in the almond dough and Place the chocolate ball in the center.

It’s a lot of fun to make these cookies! Tucking the chocolate balls into the middles is the best secret to reveal later!

combining the two dough balls

Step 3: Seal the dough around the edges and add almond slices if using.

I did a few with some red food coloring and some without almonds, but I decided I like the plain version with sliced almonds the best.

dough balls

Step 4: Bake + Let Cool. Dust with sugar.

Once the cookies cooled, they were ready for a blizzard! You could even stir some cocoa powder into the powdered sugar for a chocolate blizzard.

dusting cookies with powdered sugar

Ok. Here comes the fun part. Slice one in half and find the secret pocket of chocolate almond. I like to tell no one it’s there and let them discover it!

Chocolate Almond Pillow Cookies - cut in half to show interior

PIN IT

SECRET BALL OF CHOCOLATE INSIDE. Chocolate Almond Pillow Cookies have a secret to reveal. Inside these puffy little gems is a pocket of chocolate almond delight. | #HolidayRecipes | #AlmondCookies | #CookieRecipes at OatandSesame.com #oatandsesame

Chocolate Almond Pillow Cookies - on cooling rack

5 from 3 votes
Print
Chocolate Almond Pillow Cookies
Prep Time
1 hr
Cook Time
12 mins
Total Time
1 hr 12 mins
 

These almond pillow cookies are stuffed with almond paste and chocolate in the center! A perfect Almond Christmas Cookie!

Course: Dessert
Cuisine: American
Keyword: pillow cookies
Servings: 3 dozen
Calories: 140 kcal
Author: Emily Brees | OatandSesame
Ingredients
Chocolate Almond Filling
  • 2 Tb. Rodelle Dutch Cocoa Powder
  • 1 Tb. milk of choice
  • 7 oz almond paste broken into small pieces
  • 1 tsp almond extract
  • 1 egg yolk
Cookies
  • 1/2 cup butter softened slightly
  • 1/2 cup shortening
  • 3/4 cup granulated sugar
  • 1/2 cup light brown sugar packed
  • 2 eggs
  • 1 tsp. almond extract
  • 2 3/4 cups all-purpose flour
  • 1 1/2 tsp. baking powder
  • 1/4 tsp. salt
  • sliced almonds for decoration
Instructions
Chocolate Almond Filling
  1. In the bowl of a stand mixer, blend all filling ingredients until incorporated. Place in fridge until ready to use.
Cookie Dough
  1. In the mixing bowl, add in the butter and shortening. Using a paddle attachment on medium speed, mix until combined. Scrape down the sides of the bowl.
  2. Add granulated sugar and the brown sugar. Mix on medium until light and fluffy.
  3. Add in the almond extract and one egg at a time. Once both eggs are incorporated, scrape down the sides of the bowl.
  4. Add in the flour, baking powder, and salt. Mix on low until the flour starts to combine with the wet mixture. Scraping down the sides as you go. Turn speed to medium to thoroughly combine.
  5. Chill for 1 hour before using.
Assembly + Baking
  1. Preheat oven to 350 degrees.
  2. Line your cookie sheet with parchment paper.
  3. Scoop up about 1/2 T of dough and roll into a ball. Repeat this with all dough and set aside.
  4. Scoop about 1/2 tsp of filling and roll into a ball. Repeat this with all dough and set aside.
  5. After all the dough is prepped, make a well in the center of the dough using your thumb, add a small filling ball into the middle.
  6. Stretch and press the sides up over the top of the filling ball until covered. Roll to a smooth ball.
  7. Gently press in sliced almonds for decoration.
  8. Place on baking sheet leaving 1 to 2 inches between each cookie.
  9. Bake for 12-15 minutes depending on the size of your cookies.
Nutrition Facts
Chocolate Almond Pillow Cookies
Amount Per Serving (1 g)
Calories 140
* Percent Daily Values are based on a 2000 calorie diet.

Chocolate Almond Pillow Cookies


rodelle-cookie-badgeBAKING TIPS:

When baking cookies, if the bottom of your cookies seem to be browning too fast, slide another cookies sheet under the existing. This will add a little insulation and prevent over browning.

Try making homemade almond paste. Recipe here!


rodelle-reserve
Perfect gifts for the baker in your family! As a Rodelle brand ambassador, I’m proud to use and support the use of baking products that are both top quality and socially responsible – what better gift is that?

  • Rodelle Gourmet Baking Cocoa
  • Rodelle Reserve Vanilla Extract
  • Rodelle Vanilla Paste

Chocolate Almond Pillow Cookies


This post may contain affiliate links to amazon.com and other affiliate programs. Products purchased through these links help support Oat&Sesame at no cost to you and are very much appreciated. This post was created in partnership with Rodelle. OatandSesame is proud to be a Rodelle brand ambassador to help promote social responsibility in the marketplace. 

Pillow Cookie with chocolate middle

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Chocolate Almond Pillow cookie cut in half to show chocolate center
Chocolate Almond Pillow Cookies
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Reader Interactions

Comments

  1. Natalie @ Obsessive Cooking Disorder

    December 16, 2016 at 12:04 am

    these look amazingly fluffy!

    Reply
    • Emily

      December 16, 2016 at 10:13 am

      Just wait until you bite into them! 🙂

      Reply
  2. Venkata S Burra

    November 28, 2017 at 10:18 am

    I really dont like shortening. Can I use more butter instead of shortening?

    Reply
    • Emily

      November 28, 2017 at 10:50 am

      Hi Venkata,

      I think all butter would work as well. I had based this recipe off another one that I like, so I haven’t tried it, but please circle back and let me know how it goes!

      Reply
      • Venkata S Burra

        November 28, 2017 at 11:41 am

        Hi Emily,

        Thanks for the reply. I will definitely let you know.

        Reply
  3. Roseann

    December 28, 2021 at 5:46 pm

    Perfect texture and taste! A wonderful filling indeed!! This will be added to my cookie list! 🙂

    Reply

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I'm Emily - a home cook, gardener and recipe creator located in Flagstaff, AZ.

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