Sidewalk Sundae Pie

Sidewalk Sundae Pie (aka Hershey Sundae Pie): Creamy vanilla & chocolate filling drizzled with fudge ganache & served up in an Oreo cookie crust. It's a "homemade" ice cream pie without using an ice cream maker.

Oh yeah, time for a slice of Sidewalk Sundae Pie (aka Hershey Sundae Pie). Yummy creamy vanilla on the bottom, chocolate on top with fudge topping served up in an Oreo cookie crust. Sidewalk Sundae Pie filling is basically “homemade” ice cream without using an ice cream maker.

Sidewalk Sundae Pie (aka Hershey Sundae Pie): Creamy vanilla & chocolate filling drizzled with fudge ganache & served up in an Oreo cookie crust. It's a "homemade" ice cream pie without using an ice cream maker.

I fell in love with Sidewalk Sundaes when I was kid; a fudge ice cream center surrounded by vanilla ice cream & dipped in chocolate. When I would hear the melodious sounds of the ice cream truck coming down the street I would make a mad dash with a handful of change. I am pretty sure the workout us neighborhood kids got zeroed out the ice cream goodness we devoured. Of course back then none of us even knew what a calorie was.

Sidewalk Sundae Pie (aka Hershey Sundae Pie): Creamy vanilla & chocolate filling drizzled with fudge ganache & served up in an Oreo cookie crust. It's a "homemade" ice cream pie without using an ice cream maker.

Sidewalk Sundae Pie really deserves a chocolate Oreo cookie crust aka sandwich cookies (store brands are fab too). Once you have pulsed the cookies into crumbs and add butter, it’s pressed into the pie plate and baked for 6 minutes. Easy peasy. The crust can cool in the fridge while you make the filling. Click on this link for more details on making your own Sandwich Cookie Crust. (Yes, you can buy pre-made Oreo crust, I don’t judge.)

Now that you have your crust cooled, add the vanilla layer with some peaks and valleys. Place this in the freezer while you finish preparing the chocolate layer and the fudge topping.

The vanilla layer will not be completely frozen as you spread on the chocolate layer; you can wait but I am impatient. I only waited about 5 minutes.

Drizzle on the fudge topping, pipe whipped cream around the edges & pop this in the freezer. It will be hard not to dive right into this. For my chocolate topping I used homemade chocolate ganache as it melts at a lower temperature than traditional hot fudge (you can leave out the mocha flavoring).

Sidewalk Sundae Pie (aka Hershey Sundae Pie): Creamy vanilla & chocolate filling drizzled with fudge ganache & served up in an Oreo cookie crust. It's a "homemade" ice cream pie without using an ice cream maker.

Don’t hesitate to save the last slice for yourself. As this needs to stay in the freezer you will need to be creative. If you know your competition’s least favorite frozen dinner, the box will work like magic to hide your spoils.

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5 from 2 votes

Sidewalk Sundae Pie

Sidewalk Sundae Pie (aka Hershey Sundae Pie): Creamy vanilla & chocolate filling drizzled with fudge ganache & served up in an Oreo cookie crust. It’s a “homemade” ice cream pie without using an ice cream maker.
Author: Portlandia Pie Lady

Ingredients

Filling

  • 1 can sweetened condensed milk
  • 1 8-ounce brick cream cheese – room temp
  • 2 teaspoons vanilla
  • 1/4 cup unsweetened cocoa powder
  • 3 cups heavy whipping cream (after being whipped this will be divided 3-ways (filling & piping edge of pie)
  • 1/2 cup powdered sugar

Cookie Crust (Oreo)

  • 25 sandwich cookies (pulse in blender to fine crumbs)
  • 4 tablespoons butter, melted

Fudge topping, chocolate ganache, or chocolate sundae topping of your choice

    Instructions

    Sandwich (Oreo) Cookie Crust:

    • Preheat oven to 350.
    • Using a blender or food processor, pulse the cookies into crumbs (leaving no chunks of cookies). 
    • Stir the melted butter into the cookie crumbs and press into a 9-inch pie plate.  Bake for 6 minutes and cool in the fridge. 

    Filling:

    • With an electric mixer (I like KitchenAid), beat the heavy whipping cream with the powdered sugar until very stiff peaks form (about 5 to 7 minutes, depending on your mixer). DIVIDE THIS INTO 3 BOWLS (about 2 cups of whipped cream per bowl).  Set aside.
    • Beat the cream cheese with an electric mixer about 2 to 3 minutes until creamy and no lumps.
    • Add the can of sweetened condensed milk and vanilla.  Beat with electric mixer another 3 to 4 minutes, it will slightly thicken. 
    • Using half of the cream cheese filling (about 1 cup), fold in 2 cups of the whipped cream (see step #1).  Spread this into your prepared, cooled cookie crust. Make peaks and valleys as you so choose for the chocolate to “fill in.” Place this in the freezer. 
    • With the remaining cream cheese filling, add in the 1/4 cup of unsweetened cocoa powder.  Beat with electric mixer about 2 to 3 minutes or longer to ensure there are no lumps. 
    • Fold 2 cups of the reserved whipped cream into the chocolate mixture.  Spoon carefully over the vanilla layer. 
    • Drizzle the top of the pie with chocolate sauce or hot fudge topping (not too warm).  Pipe on the remaining whipped cream and place in freezer for 3 to 4 hours.  
    • To serve, let pie thaw about 15 to 20 minutes, slice and serve.   You can serve it from a frozen state, but it is much better slightly thawed.  

    Notes

    If you want to make a “lighter” version of Sidewalk Sundae (Hershey Pie) you can substitute whipped topping (like Cool Whip).  It will take two 8-ounce containers (each has about 3 cups, but you need 6 cups, 4 for filling, 2 for piping on edges).

    8 Comments

    1. What size can of sweetened condensed milk?

    2. 1 8-ounce brick cream cheese – room temp.
      That mean, 1 ounce or 1.8 ounce?

    3. 5 stars
      This pie was a huge hit! I never would have thought to combine whipped cream, cream cheese, and sweetened condensed milk in one pie, but it absolutely worked and added a lot of depth of flavor. I skipped adding ganache on top and just added some shaved dark chocolate that I sprinkled on the piped whipped cream. It looked and tasted great!!

    4. Teresa Kangas

      5 stars
      I was looking for a pie recipe like the Hershey’s sundae pie at Burger King & this is so much better than that! This is delicious!! I made it with real heavy whipping cream but plan to try it with cool whip tomorrow.

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