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Valentines Day Chocolate Covered Cookie Lollipops | Gluten Free, Vegan, Nut Free

Chocolate Covered Cookie Lollipops

Course Dessert
Cuisine American
Prep Time 5 minutes
Cook Time 5 minutes
Total Time 10 minutes
Author Food Allergy P.I.


  • 1 packaged sandwich cream cookies (Oreo or allergy friendly version such as Great Value brand or Kinnickinnick)
  • 1 10 oz package of Enjoy Life chocolate chips, or other friendly brand
  • 1 tsp grapeseed or vegetable oil
  • 6-8" candy sticks
  • sprinkles (optional)


  1. Using double boiler method, or microwave at :30 increments, stirring til smooth, melt together the chocolate and oil. Gently push the lollipop candy sticks through the center of each sandwich cookie. 

    Next, dip your cookies on a stick into the melted chocolate. You may spoon on melted chocolate to completely cover each cookie. Next, gently place the cookie on a wax paper covered cookie sheet. Immediately add sprinkles before chocolate begins to set. Then move onto the next cookie. 

    Once all cookies are dipped and have sprinkles, set them in your refrigerator for about 10-15 minutes, or up to about 20 minutes. Just until they are set. You will know by the hardened look of the chocolate coating, you can tap on it with your nail, and you can even tough with your finger tip. If you leave a fingerprint or nail print, it is not set yet. Once set, remove from fridge, and serve or display as needed. 

Recipe Notes

If the cookies come apart due to not enough cream filling, just hold them together as best you can, the chocolate will end up working as an adhesive. I did this with vanilla sandwich cookies, and chocolate sandwich cookies. My chocolate cookies were fine and had plenty of filling, but the vanilla lacked filling. For the vanilla, in my case, where cream filling lacked, I used a spatula to hold the cookie and spoon chocolate over it, and then gently lay it on a wax covered sheet to set. Once set, it held together just fine.