Halloween Cobweb Cookies are spectacularly spooky and completely delicious! Sugar cookies topped with chocolate & vanilla icing- no coloring! Quick & easy spider web design made in seconds. Perfect Halloween treats!
Preheat oven to 350 degrees F. Line a baking sheet with parchment paper.
Cream butter, shortening and sugar until smooth. Add in egg and vanilla and mix again. Combine dry ingredients in a separate bowl; whisk to incorporate.
Add dry ingredients to butter mixture and mix to combine. Scoop out 1.5 TBSP balls. Place on parchment lined baking sheet. Using the bottom of a glass that's been sprayed with non-stick spray, gently flatten each cookie dough ball until each is about 1/4" thick.
Bake cookies 10-12 minutes. Let cool for a few minutes on the baking sheet before transferring over to a cooling rack.
To make the chocolate glaze: Heat butter and whipping cream in a glass bowl in the microwave for 1 minute 30 seconds. Add in chocolate chips and cover bowl with a small plate. Let sit 5 minutes, then whisk mixture until the ingredients combine and the chocolate is smooth & shiny. Transfer 3-4 TBSP chocolate glaze into a small sandwich baggie. Cut the corner when ready to pipe.
To make the vanilla glaze: Melt butter. Add in vanilla, powdered sugar and enough milk to make the glaze smooth and spreadable. Transfer 3-4 TBSP vanilla glaze into a small sandwich baggie. Cut the corner when ready to pipe.
To make cobweb design: Spoon about 1 TBSP glaze onto a cookie. Pipe the opposite glaze onto the top, making circles in varying sizes. Begin in the middle, making a small circle, then make 2-3 more circles, increasing in size but taking care to not touch the lines of each circle. Take a toothpick and begin in the middle, dragging the toothpick through the lines of each circle. Make several identical lines all around the cookie. Icing will cool and set within minutes. Spiderweb design is easy to do when the icing is NOT SET, so don't try to do several cookies at the same time. I found you can really do 2 or 3 at once, max. I spooned vanilla icing on 3, then piped on the chocolate icing in circles and made the toothpick lines on each. Then I moved on to the next cookies, this time spooning on chocolate icing and piping vanilla lines. Continue until all cookies are glazed.
Store in an airtight container. Cookies can be made ahead of time! Cookies can also be stacked once icing is fully set.