Line a baking sheet with parchment paper or a nonstick silicone mat; set aside. Pulse Oreos in a food processor into fine crumbs. Reserve 2 tablespoons crumbs for topping. Add softened cream cheese and pulse until well combined into a sticky dough.
Use a 1 TBS cookie scoop or tablespoon to scoop mixture and roll into balls. Place balls on prepared baking sheet so they aren’t touching Freeze Oreo balls for at least 30 minutes or until ready to dip. Meanwhile, line a second baking sheet with parchment paper or a nonstick mat.
Melt almond bark or candy melts according to package directions until smooth. Whisk in the shortening until smooth. Note, I usually have to reheat the chocolate towards the end of dipping because it starts to thicken up (I use a double broiler), but you can also microwave for 5-10 seconds.
Remove only a few truffles from the freezer at a time so they stay firm, otherwise, they will soften and melt in the chocolate. Dip the bottom of one ball in the chocolate then balance it on the end of a butter knife or fork and use a spoon to pour some chocolate over the top until fully covered. Let the excess chocolate run off then use a toothpick to gently slide the truffle onto the parchment paper.
If not drizzling with chocolate: immediately sprinkle the top with crushed Oreos, crushed candy canes, etc. because the chocolate sets very quickly. If you want to drizzle the tops with contrasting chocolate, then let the chocolate set first, then drizzle, then add the Oreos.
To drizzle: once the truffles are set (about 10 minutes), melt the chocolate in a small microwave safe bowl or melt according to package directions. You can either dip a fork into the melted chocolate and drizzle it over the Oreo balls or let the chocolate cool slightly, then transfer it to a plastic bag, snip the corner, and drizzle over the truffles.
Place the truffles in the refrigerator for at least 30 minutes before serving. If not serving immediealty, cover the truffles once set or store in a tightly sealed container with parchment paper in between any rows for up to 2 weeks.