Valentines Day Chocolate Covered Cookie Lollipops | Gluten Free, Vegan, Nut Free
Appetizers & Sides, Birthday Parties, Cakes & Cookies, Dessert, Holiday Recipes, Recipe, Valentine's

Valentine’s Chocolate Covered Cookie Lollipops

So everyone is all about the Pumpkin Spice from virtually September through November. Then Christmas and gingerbread get a small blip on the map before heading into what I like to call chocolate season!

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

I love to dip basically anything and everything in chocolate! Gimme. All. The. Chocolate! Chocolate dipped strawberries. Chocolate dipped pretzels. Chocolate dipped sandwich cookies? Ummm, yes please!

So, if you haven’t tried them out, or heard, WalMart Great Value brand has sandwich cookies that are just like the name brand Oreo’s, and they are gluten free and peanut free! If you are looking for another alternative, there are also Kinnikinnick cookies. So many great allergy friendly options for sandwich cookie alternatives, nowadays!

These really are super simple, and you can just grab your lollipop sticks at any craft store, or even WalMart and many grocery stores have them in the baking area. The one’s I used are 8″, but you could get away with as short as about 5-6″. These would be super cute at a party, just for fun, or even as a gift to that special loved one. You could wrap them in cellophane and tie a ribbon or tulle around it! So many options and so cute!

A little note on making them. The chocolate version I used had plenty of cream in the sandwich part so there was no issue in sticking the lollipop stick through and having everything stay sandwich-like, however, in the vanilla version there wasn’t as much cream and I had to hold them together a bit before transferring to the wax lined cookie sheet for them to set. The great thing about this is that you can’t really mess them up. since the chocolate will set and harden acting like a glue, it’s not a huge deal.

See also  Jell-O Playdough | Allergy Friendly | Vegan and Nut Free

These barely lasted a couple hours in my house. so they are sure to be a hit when you make them! Happy Valentine’s Day!

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.

See also  WalMart Teams Up With FAACT For a Teal Halloween
Valentines Day Chocolate Covered Cookie Lollipops | Gluten Free, Vegan, Nut Free

1 thought on “Valentine’s Chocolate Covered Cookie Lollipops”

Leave a Reply

This site uses Akismet to reduce spam. Learn how your comment data is processed.