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Home » Recipes

Pilgrim Hat Shaped Oreo Ball Pops

Published: November 3, 2014 | Updated: January 3, 2020 | By Ashlee

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The Thanksgiving Make and Take OREO party was so much fun!  Coming up with each pop idea was a blast.  Something about food on sticks, just so easy to eat without making a huge mess, and so cute to give away as well!

Pilgrim Hat shaped OREO cookie ball pops

The Pilgrim hat’s were probably the most obvious one to do after the pumpkins.  I mean what else SCREAMS Thanksgiving like pilgrim hats? I’m pretty sure everyone in America made quite a few hats in their elementary school years.  Think how much more fun these sweet treats are than cardstock hats that don’t fit quite right?

How to create Pilgrim hat shaped pops

Start by making your OREO filling in whatever OREO flavor you’d like, I used the Chocolate for this one.  To get the hat shape just right I used a frosting tip, any of the short squatty ones will do, I often use the triple star tip, but the “starts” tend to be sharp so this heart shaped one does nicely (I inherited it, not idea if they still sell it or if it even works, I’ve never piped with it!).  To easily get the OREO filing back OUT of the tip easily I fill the tip with plastic first, either plastic wrap or a sandwich bag, whatever you have easily on hand. Make sure to poke a hole in the plastic so the filling can squeeze all the way in.

Work quickly, you don’t want your truffle ball to get too warm or soft.  Dip a sucker stick in some Chocolate and stick it into the hat. Refrigerate (or freeze for a shorter time) the pop until it is firm again – if you freeze and it get’s TOO cold just let them sit out to thaw a bit before dipping, otherwise your chocolate will not only set too quickly to work on much but it will also crack as the pop’s thaw.

dipping and decorating pilgrim hat pops

To get the chocolate a bit darker I used some CANDY black gel dye (regular liquid or gel food dye won’t work, it will make the chocolate seize, so CANDY gel or powdered dyes are the only way to go).  I wanted the chocolate to match the OREO cookie base.

Dip the pop, and tap off the excess chocolate, spinning the pops as you tap. Let the chocolate set then dip just the bottom portion into some tan (or white) chocolate (I used white chocolate wafers and some peanut butter chips mixed in to create the tan shade).   Shake off a bit of the excess and press into the top of extra Cocolate OREO cookies (the chocolate filling is dark so it doesn’t distract the way a colored filling would.  Working quickly add the details, in this case the orange or yellow candy, to look buckle like.  These are actually pumpkin shaped candy, fitting, huh?

We had a blast creating these Thanksgiving pops, then we packaged them up and delivered them to our friend and neighbors

don’t forget to check out the other Thanksgiving OREO pop’s as they become available.  Esp the full Make and Take party (You should totally throw your own).  I love wrapping these up and giving them away to neighbors (so i don’t eat them all myself).  Everyone loves them, which is your favorite?

Pumpkin shaped OREO ball pops Teepee shaped OREO ball pops Pumpkin Pie Slice shaped OREO ball pops Corn on the Cob shaped OREO ball pops

Pumpkin Pops | Teepee Pops | Pumpkin Pie Slices | Corn on the Cob Pops

a tutorial for Pilgrim hat shaped OREO cookie ball pops

Thanksgiving OREO Cookie Balls

fun to make thanksgiving themed cake pops
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Prep Time: 1 hour 30 minutes
Total Time: 1 hour 30 minutes
Servings: 48 pops
Calories: 113kcal
Author: Ashlee Marie
Prevent your screen from going dark

Ingredients

  • 8 oz cream cheese softened
  • 36 OREO Cookies finely crushed (about 3 cups)
  • 16 oz semi-sweet baking chocolate melted
US Customary – Metric

Instructions

  • MIX cream cheese and cookie crumbs until blended.
  • SHAPE into 48 (1-inch) balls. Freeze 10 min. Dip balls in melted chocolate; place in single layer in shallow waxed paper-lined pan.
  • CUSTOMIZE it with your own ingredient additions or decorative skills.
  • REFRIGERATE 1 hour or until firm.

Video

Nutrition

Calories: 113kcal | Carbohydrates: 12g | Protein: 1g | Fat: 7g | Saturated Fat: 4g | Cholesterol: 6mg | Sodium: 58mg | Potassium: 79mg | Fiber: 1g | Sugar: 7g | Vitamin A: 68IU | Calcium: 12mg | Iron: 1mg
Did you make this recipe?Mention @ashleemariecakes or tag #makesomeawesome and I’ll share your image in my Instagram stories!

Related Posts:

  • Teepee Shaped Oreo Ball Pops
    Teepee Shaped Oreo Ball Pops
  • Pumpkin Pie Slices Oreo Ball Pops
    Pumpkin Pie Slices Oreo Ball Pops
  • Corn on the Cob Shaped Oreo Ball Pops
    Corn on the Cob Shaped Oreo Ball Pops

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With the right tips and tricks, I believe YOU can make, bake, or create anything. This is what I love to do - make some awesome, teach you how, and give you that boost of culinary confidence you need to rock your own kitchen! Read more...

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