Yee-Haw! Jessie’s Cowgirl Hat Cookie Recipe

Yee-Haw! Toy Story fans, get ready to eat this one up! is sharing Jessie’s Cowgirl Hat Cookie recipe, and we’re excited to round up the gang and head into the kitchen. Not only will you find the recipe below, but a helpful video if you need a little guide. Happy baking, Disney fans!


Jessie’s Cowgirl Hat Cookies

PREP 45 Min / COOK 10 Min


  • Tray
  • Waxed paper
  • Batch of chilled sugar cookie dough (homemade or store bought)
  • Flour
  • Rolling pin
  • 2-inch round cookie cutter
  • Spatula
  • Baking sheets
  • Wire cooling racks
  • Red cookie icing
  • Butter knife or spatula for spreading the icing
  • Large red gumdrops
  • Tube of white decorator’s icing (with a narrow round tip to pipe on the lacing)


1. Cover the tray with waxed paper and set it aside.


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2. Roll out the sugar cookie dough between sheets of flour-dusted waxed paper to a 1/4-inch thickness. Cut out the cookies and place them on the tray. Then place the tray in the refrigerator to chill the cookies while you heat the oven to the proper temperature.

3. When the oven is heated, transfer the cookies to a baking sheet. Then bake and cool them according to the recipe directions.

4. Turn the cookies upside down so the flat surfaces are facing up and then frost them with the red icing.

5. Once the icing has set, add a top to each hat by slicing the domed top off of a red gumdrop. Then squeeze a quarter size dollop of white decorator’s icing onto the bottom of the gumdrop and gently press it down onto the center of the cookie so the icing spreads around the base and resembles a white hatband.

6. Pipe a line of trim around the perimeter of each cookie hat brim. Then pipe a series of short lines over the top of the trim to resemble white lacing.


About Mike and Jamie Sylvester

We are Disney nerds. Two kids at heart who love the magic and the memories of Walt Disney World! We follow all things Disney and have great experiences with Disney Vacation Club and RunDisney events in particular. We enjoy the vacations, day trips, weekend getaways and geek out over the planning of such events. From lodging to dining to Fastpasses we have a spreadsheet for every occasion. Mike’s frivolous Disney goal is to acquire a magic band of every style while Jamie’s goal is to experience as many Disney desserts as possible. Usually there isn’t a day that passes without some discussion of the master plan of our next trip to the happiest place on earth. Most people think we’re normal – until they travel to Disney with us. We have been married for 16 years and are blessed with a daughter and a son who have already learned the importance of planning ahead! As a family we thoroughly enjoy the magic and the memories at Walt Disney World and are here to help others experience the magic as well.