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.

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.

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!!

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Strawberry stuffed Chocolate Chip Cinnamon Cookies

Delicious cookies filled with plump juicy strawberries!
Prep Time10 mins
Cook Time12 mins
Total Time22 mins
Course: Dessert
Cuisine: American
Servings: 24
Calories: 258 kcal
Author: Shawn


  • 1 cup butter, softened
  • 1 cup white sugar
  • 3/4 cup brown sugar, packed
  • 2 eggs
  • 1 tbsp vanilla extract
  • 3 1/2 cups flour
  • 1 tsp cinnamon
  • 1 tsp salt
  • 1 tsp baking soda
  • 1 1/2 cups chocolate chips
  • 15 strawberries, fresh; stems removed


  • Heat oven to 350 degrees F.
  • 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.
  • 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.
  • 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.
  • 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.
  • These are very large cookies, enjoy!


Calories: 258kcal | Carbohydrates: 37g | Protein: 3g | Fat: 11g | Saturated Fat: 7g | Cholesterol: 36mg | Sodium: 232mg | Potassium: 47mg | Fiber: 1g | Sugar: 23g | Vitamin A: 281IU | Vitamin C: 4mg | Calcium: 28mg | Iron: 1mg
Keywords: chocolate chips, Cinnamon, Cookies, strawberry
DID YOU MAKE THIS RECIPE?don't forget to share a picture and mention @iwashyoudry on Instagram or tag #iwashyoudry!
About the author

Shawn is the Owner and Creator of I Wash You Dry. She loves to create and share simple, family-friendly recipes. Mom to 5 adorable children and dwells in the desert of Southern Utah.
33 Responses
  1. Rhiana

    I tried these and they were lovely! The strawberries made the middles a bit soggy, so I’d probably cook them a bit longer next time. I also feel like the batter would make amazing smaller cookies by itself too.

  2. Dawn

    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.

  3. Myles Post

    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

  4. Janiece Doverspike

    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!

  5. Mason Gartin

    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..

  6. Menus & Meals 4 Moms

    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

  7. Averie

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

  8. Comfort of Cooking

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

  9. Wendy

    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. Diane

    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

  11. CrazyforCrust

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

  12. Back for seconds

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

  13. Krista

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

  14. amy

    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

  15. Mary

    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

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Shawn Syphus

Hi, I’m Shawn and I’m a busy mom of five; pretending to live on a budget. I love to cook, and explore new recipes, but they have to be quick and easy with as few dishes as possible.

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