Deep Dish Milky Way Cookies with Caramel Whipped Cream


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Halloween baking goes deep!

 Deep dish chocolate cookies made with Milky Way candies and topped with a subtly sweet caramel whipped cream!

Deep dish chocolate cookies have chopped Milky Way candies mixed into the batter and then topped with a light caramel whipped cream. #shop

When the kids were young, I would go crazy over Halloween baking.  I started at the end of September and carried on up until the end of October.  I loved it!  I would crank out popcorn balls, bat cupcakes, sugar cookie ghosts, graveyard cakes, brownies and cookies all decked in Halloween colors and spooky shapes.   I never had fun food like that growing up, in fact, my mom rarely even decorated the house for any holiday except for Christmas.   I guess that is why I always felt compelled to go all out for my kids.

Thick, Milky way filled chocolate cookies with a light caramel whipped cream. #shop

I still love my annual Halloween baking, but I define it differently nowadays.  I may have made one too many ghost shaped cookies over the years, because that’s just not what the family seems to want.  Now it’s all about the candy!  If they could, they’d eat Halloween candy straight from the bag all month long.  I generally don’t let them do that.  So I bake with the candy instead.

Deep dish chocolate cookies with Milky Way candies and a caramel whipped cream.

Since I’m the one doing all the work in the kitchen, I tend to bake with my favorite candies.  One of my weaknesses happen to be Milky Ways.  It’s that caramel that gets me every time.  I suppose it’s sort of a miracle that any candy actually makes into the cookies because I snack on more than I use (ssh! don’t tell my kids!).   I prefer the bite sized candies.  I can eat more.  I have an imaginary scale in my head where I envision how many bite sized candies would equal a full size candy bar.  They never come out equal, because in my head the candy bars are miles long.

Deep dish chocolate Milky Way cookies with caramel whipped cream.

These deep dish chocolate cookies are my latest candy bar concoction.  They are thick and fudgy with lots of chopped up Milky Way bars floating throughout.  They are rather dreamy if I say so myself.  To make them dessert instead of merely  a snack, I dressed them up with whipped cream that has been touched with a bit of caramel.  Rather fitting don’t you think?  A little Milky Way rests right on top of the pillowy cream.  I’d rest there too if I could.


I whipped a “spooky” little drink to wash down all the chocolate and caramel.  I think these are going to be  staples in our house!

Need ideas for your Halloween Baking?  Check out  Bright Ideas for fun Halloween Recipes!


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Deep Dish Milky Way Cookies with Caramel Whipped Cream
For the Cookies
  • 8 oz semi sweet chocolate, chopped
  • ¾ cup brown sugar
  • ¼ cup butter softened
  • 2 eggs
  • ½ teaspoon vanilla
  • ½ cup flour
  • ¼ teaspoon baking powder
  • 1 cup Mini Milky Way Bites, chopped
For the Cream
  • 1 cup heavy whipping cream
  • ⅛ teaspoon salt
  • ¼ cup caramel ice cream topping
  • 18 Milky Way bites, unwrapped
  • For the Punch
  • 2 Cups Hawaiian Punch
  • 2 Cups 7 Up
  • 1 cup Pineapple Juice (or to taste)
  1. For the cookies, heat oven to 350. Spay 2 deep dish whoopie pie pans and set aside.
  2. In a microwave safe bowl, heat chopped chocolate in 45 second intervals until completed melted and smooth. Stir in sugar and butter until blended. Add eggs and vanilla. Stir in flour and baking powder mixing until incorporated. Stir in chopped Milky Way candies.
  3. Using a large tablespoon or a cookie scoop, drop about ¼ cup of dough into each deep dish cavity. Bake for 12-14 minutes. Let cookies cool in pans for about 1-2 minutes before removing to a cooling rack.
  4. To prepare the whipped cream:
  5. In a medium bowl, beat whipping cream and salt with an electric mixer on high until stiff peaks begin to form. Slowly beat in caramel topping (adding more if you find there isn’t enough caramel flavor for your taste).
  6. When cookies have cooled completely, top with a generous dollop of whipped cream and place one Milky Way bite on each cookie.





I’ll be sharing this with these parties and with

34 Responses

  1. I loooove deep dish. And Milky Way. These are perfection! I wish I could be that cool mom making pumpkin shaped sugar cookies. But I can’t post that, lol, so I’m onto Christmas. 😉

    • Yeah, I’m officially finished with fall. I’m ready for Christmas too!

  2. I love how festive this post is and especially all the pictures! I could eat about 9 of these cookies, ok.. 10!

  3. Tanya,
    These look sooo good. I’m usually a Snickers kind of gal, but the caramel cream looks too good to pass up!

    • I do love Snickers too. You could swap the Milky Way out for sure.

  4. These look delicious and I would love to make them for my husband who is a huge fan of the Midnight Milky Way!

  5. I’m loving these deep dish cookies. They’re perfect with milky ways, as I’ma huge fan of that candy bar too, but the base cookie is versatile to work with other fun candies. Mmm Halloween = candy. :)

    • You are right, you can fill these babies with anything!

    • Yeah, wish I hadn’t eaten them all!

  6. Um that cream sounds amazing!! I want some!!

  7. Mmmm those look terrific! Cookie and Candy Bars all in one!

  8. Loving all these candy bar recipes in baked goods lately. These look extra delicious!

  9. Tanya, Milky Ways are my hubby’s favorite candy so I have got to try these for him! These look super yummy! Pinning!

  10. See I am the really bad mom that lets her kids binge on Halloween. There is no rationing, only CHOCOLATE. And I have to buy whole separate bags of candy to bake with or I might lose an arm. THESE ARE GORGEOUS though — you know I’ve been eyeballing these babies all week!

    • I totally have to buy separate bags to bake with, but someone usually sneaks and eats them anyway!

  11. Jeannette

    I don’t have Whoopie pie pans, would something else work?

    • Sure! I would either bake them as regular cookies or in mini muffin tins.

  12. These cookies have it all! I would eat the entire batch! Thanks for linking up to What’s Cookin’ Wednesday!

  13. Wow- these look amazing! I want one now…


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