Strawberry stuffed Chocolate Chip Cinnamon Cookies


It’s National Chocolate Chip Day!

Did you know that?

Well, now you do!  I want all you guys to add a link in the comment section with your favorite Chocolate Chip recipe, or just tell me about it!

Since it’s strawberry season, I can’t help but buy pounds and pound of strawberries, they are so juicy and flavorful, and not to mention cheap! Hello!

So for National Chocolate Chip Day, I created the perfect combination…

Strawberry stuffed Chocolate Chip Cinnamon Cookies!

There is cinnamon pumped into these cookies which bring out a warm and inviting taste and smell!

Of course these cookies are filled to the brim with chocolate chips.

I caught my two year old sneaking these chocolate chips when she thought I wasn’t looking.

Can I just ask you guys a question?

One that totally has nothing to do with chocolate chips or strawberries, or even cookies?

Why do baby clothes have pockets? Besides being totally adorable, they are totally useless… Do you ever just put stuff in their pockets, just because?

Ok, back to strawberries, and chocolate chips and cookies…

As I was saying earlier, I totally pumped these cookies full of cinnamon. It’s a must, the aroma of cinnamon burst into the air and really pops in your mouth.

Make sure you cut the tops off the strawberries… that would be an interesting surprise if you forgot.

These are huge cookies. In order to stuff a full strawberry into the center, it’s going to have to be, right?

But that’s ok. Because it’s a full strawberry…inside of a cookie…and that’s awesome.

When you’re picking your strawberries, just maybe try and get ones that are a little on the smaller side.

A little cookie dough on the bottom, strawberry in the center, and a little more cookie dough on top. Use your hands to cup the cookie dough and pinch around the sides to fully enclose the strawberry.

I could only get 6 cookies on a baking sheet at a time.

(cause that’s “professional baking”)

Once they’re cooked, you’ll have some plump and tasty cookies.

The inside is juicy and everything you’d expect from a strawberry. But when surrounded by a chocolate chip cinnamon cookie, it’s incredible.

I want to know your favorite Chocolate Chip recipe!! Tell me, tell me!!

Strawberry stuffed Chocolate Chip Cinnamon Cookies
  • 1 cup (2 sticks) butter, softened
  • 1 cup white sugar
  • ¾ cup packed brown sugar
  • 2 eggs
  • 1 tbsp vanilla extract
  • 3½ cups flour
  • 1 tsp cinnamon
  • 1 tsp salt
  • 1 tsp baking soda
  • 1½ cups chocolate chips
  • 15 small, fresh strawberries; stems removed
  1. Heat oven to 350 degrees.
  2. In a large bowl (or using your stand mixer) combine butter, white sugar, and brown sugar, and beat with an electric mixer until creamy and fluffy. Slowly add the eggs, and vanilla, and continue to mix until combined.
  3. In a separate bowl combine the flour, cinnamon, salt, and baking soda. Slowly add the dry flour ingredients to the wet ingredients, still beating until the cookie dough forms. Add the chocolate chips and fold them into the dough.
  4. Take a small amount of cookie dough and place it in one hand, top with a fresh strawberry, and then top with another small amount of cookie dough. Using your hands, carefully cup around the cookie dough to enclose the strawberry, pinching the sides as you go.
  5. Bake for 11-12 minutes or until the cookies is done to your liking. Let cool on the cookie sheet for 3 minutes before removing to a wire rack to cool completely.
  6. These are very large cookies, enjoy!

recipe inspired by: Picky Palate


  1. What an amazing cookie! It really sounds delicious and I'll have to try it on my family. I hope you have a great day. Blessings…Mary
    My recent post Moroccan Meatball Tagine

  2. what an awesome idea! i have never seen strawberry-stuffed cookies before but i love love love it. must try soon!
    My recent post easy potato, bacon + egg breakfast casserole

  3. Pure genius Shawn!!! I think the addition of the cinnamon totally makes it.
    My recent post Roasted Red Pepper and Pesto Pizza

  4. foodstoriesblog says:

    What a sweet genius :-)
    My recent post Chocolate Chip Scones with Almond Flour

  5. machisan says:

    This looks dreamy! What a luscious combination of flavors and beautiful photos. Thanks for sharing!

  6. What a fun idea!
    This is my favorite cookie
    My recent post Banana Orange Bread

  7. oh my goodness I really want these NOW! I'm not thinking of pockets as much as how I want to grab her and squeeze her she's so cute!
    My recent post Red Velvet Cut Out Cookies with Red Velvet Icing

  8. gerryspeirs says:

    Awesome!! Choc and strawbery= :)

  9. Ohhhh….I love the idea of the cinnamon in the cookies! Sounds wonderful! Here is a link to one of my favorite choc chip cookie recipes!
    My recent post Sweet Chipotle Salmon with Mango Salsa

  10. iwashyoudry says:

    Thanks Wendy! And oh my, those look like some tasty cookies!

  11. iwashyoudry says:

    perfect combination!

  12. iwashyoudry says:

    HAHA! She is very squeezable!

  13. iwashyoudry says:

    WHOA!! That is a great looking cookie! Peanut butter and marshmallows with chocolate chips…drool!!

  14. iwashyoudry says:

    Ah thanks! You're too kind!

  15. iwashyoudry says:

    LOL…I don't know about genius…I prefer to be called Einstien…but what-evs! 😉

  16. iwashyoudry says:

    Oh yes…the cinnamon totally makes it! It smells A-MAZE-ING!!

  17. iwashyoudry says:

    Do IT! You wont regret it!!

  18. iwashyoudry says:

    Thanks Mary! Right back at ya!

  19. You're a total genius! I love the idea of stuffing fruit in a cookie. That'll actually get me to eat it. :)

  20. Barbara says:

    All I can say is YUM!
    My recent post Off to Camp I Went… And Came Back Inspired!

  21. Wow, I've never seen anything like these before! They look so scrumptious, Shawn! What a yummy, creative recipe.

  22. These are so fun. Strawberries + chocolate = a dream combo!

  23. These look so amazing! Great idea and the dough itself, the actual cookies, look like perfect choc chip cookies!

  24. Lemons For Lulu says:

    Oh my gosh, this is really a wonderful looking cookie! Brilliant!

  25. stephday says:

    Fabulous idea to shove those strawberries in these cookies! So yummy!

  26. YUM! We picked 6 pounds of strawberries last weekend and have been eating them all week. Now I know what to do with the remaining berries:)
    My recent post Strawberry Gelato Sandwiches

  27. iwashyoudry says:

    Woohoo!! That is a lot of strawberries!!

  28. I am extremely impressed with your writing skills and also with the layout on your weblog. Is this a paid theme or did you customize it yourself? Either way keep up the nice quality writing, it’s rare to see a nice blog like this one nowadays..

  29. Wow, fantastic blog layout! How long have you been blogging for? you made blogging look easy. The overall look of your website is fantastic, as well as the content!

  30. Myles Post says:

    This sounds & Looks like a great recipe. I am going to make these & then get back to you & let you know how it turns out. Thank you

  31. My 4 year old puts his toy matchbox cars in his pockets. LOL I have to always check to make sure he hasn’t snuck something in there.

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