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Chocolate Rolo Cookies

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Fudgy chocolate rolo cookies- a chocolate cookie with a Rolo hidden inside and then topped with a sprinkle of sea salt!

chocolat rolo cookies stacked on a cooling rack

These chocolate rolo cookies might be hands down my favorite dessert that I’ve made so far. Just look at ’em. But you know, try not to drool all over your screen.

For these cookies, it starts with a chocolate based cookie dough. Then gets stuffed with a caramel Rolo candy. And topped with sprinkle of sea salt.

Sweet. Salty. What’s not to love? 

How To Make These Chocolate Rolo Cookies

Make Your Dough

Then combine your dry ingredients – flour, baking powder, cocoa powder, and salt. Simply whisk to combine.

In your stand mixer, start creaming  your softened butter first. After 3 minutes, then add in your granulated sugar.

Pro Tip: Soften your butter quickly with one of these 3 ways. Properly softened butter will ensure you incorporate enough air during the creaming process. 

Once the sugar and butter have been properly creamed and its light and fluffy add in your room temperature egg. It’s important for the egg to be room temperature so that a proper emulsion is created between the liquids and fat. Room temperature eggs will also be more evenly dispersed and help trap air.

Then stir in your vanilla extract. And then your dry ingredients. Be sure to not overmix.

chocolate rolo cookie dough mixed together in bowl

Pro Tip: Leave a streak of flour not mixed in. This way you know you have not overmixed. 

Then using a cookie scoop, scoop your cookies. I used a 1-inch cookie scoop.

And place a Rolo candy in the center. Then take the remaining dough and top the cookie with more dough.  Make sure the candy is surrounded by dough so it does not leak out during the baking.

Pro Tip: Roll the each cooking into a ball to ensure the Rolo is completely covered. 

After this, chill the cookies for at least 30 minutes (up to overnight) will ensure they don’t spread too much in the oven. When you are ready to bake them, be sure to pre-heat your oven, get your cookie sheets ready with either parchment paper or silicone baking mats, and you’re good to go!

chocolate rolo cookies scooped and rolled into a ball

This chocolate rolo cookie recipe bake for 10-12 minutes. Tops. You don’t want to over-bake them. When they are done, be sure to take them out, use a cookie spatula to immediately (and carefully) transfer them to a wire rack to cool completely.

At this point, sprinkle with a little sea salt. You want to use a large kosher sea salt, or even better yet- fleur de sel. The fanciest of the sea salts. 

salt sprinkled on top of rolo cookies

How do I keep the dough from sticking to my hands?

If you find the dough is sticking to your hands when you roll them together, then just simply spray your hands with cooking spray before rolling the dough!

Or try refrigerating the dough! 

How do I store these cookies?

These cookies will store at room temperature just fine for 2-3 days. Just keep well covered. 

Can I freeze these cookies?

Absolutely! You can freeze baked or unbaked. To freeze unbaked, place on a cookie sheet and freeze solid. Then transfer to a sealable plastic bag. When ready to bake, there is no need to thaw. Just bake for a few minutes longer. If you freeze baked cookies, then make sure to allow to cool completely before freezing. I just let mine cool and place in a sealable plastic bag. When ready to eat, I let mine thaw at room temperature (this happens quickly) and give it a quick 10 second zap in the microwave to make the center molten again. 

What kind of cocoa powder do I use?

These rolo cookies use unsweetened natural cocoa powder. You cannot substitute dutch processed cocoa powder because of their difference in acidity levels.

For a complete nerdy baking 101 post you can read here the difference between natural and dutch processed cocoa powder.

A Few Tips On Making These Rolo Cookies

  • Quality Ingredients Count: This cookie dough uses cocoa powder to achieve its chocolate-ness. Seriously, cocoa powder rules. And GOOD cocoa powder is where it’s at. Please don’t buy generic. There is definitely a difference in quality between a store brand and a quality name brand cocoa. Hershey’s is a great place to start.  I prefer Ghirardelli. And if I’m feeling luxurious then I would say then I splurge on either Valhrona cocoa powder with its beautiful rich red tones or Scharffen Berger out of California. Both far superior to any store brand. 
  • Do Not Over Mix: It’s important to not overmix the dough. I like to finish mixing by hand. And leave a few streaks of flour in the dough, to ensure I haven’t overmixed it. Don’t worry the flour will be baked right in.
  • Scoop Evenly. For these you want to use a cookie scoop to make even sized scoops of cookie dough. This ensures that all your cookies will cook evenly. Nothing worse than having some cookies be giant undercooked blobs and others small burnt hockey pucks. #theworst
  • Microwave before eating. Unless eating them warm from the oven, microwave them for 10-20 seconds to warm up the caramel center. 

chocolate rolo cookies stacked on each other

So if you need a chocolate fix, a cookie for a friend who has a bad day, love the whole salty sweet thing, have a BBQ to go and need a dessert to bring- or seriously just NEED. A. COOKIE. NOW. Then these chocolate rolo cookies should be the next ones you make. 

If you like this chocolate rolo cookie recipe, then be sure to leave me a comment and star rating below! And don’t forget to subscribe to never miss a recipe or baking tutorial! As a thank you, I will send you my 5 foolproof cookie tips to keep your cookies from spreading.

     

Print Recipe
5 from 9 votes

Chocolate Rolo Cookies

Chocolate Rolo cookies that are fudgy and stuffed with a Rolo candy and sprinkled with a little sea salt when done!
Prep Time20 mins
Cook Time10 mins
Chilling Time30 mins
Total Time30 mins
Course: Dessert
Cuisine: Cookies
Keyword: chocolate, cookies
Servings: 12 cookies
Calories: 189kcal
Author: Heather Perine

Ingredients

  • 1 cup plus 2 tablespoons flour
  • 1/4 cup cocoa powder
  • 1/2 teaspoon baking soda
  • 1/4 teaspoon salt
  • 1/2 cup unsalted butter 4 ounces, at room temperature
  • 1/3 cup plus 2 tablespoons granulated sugar
  • 1/3 cup plus 2 tablespoons light brown sugar
  • 1 egg at room temperature
  • 1/2 tablespoon vanilla extract
  • 12 Rolo Candies
  • Sea Salt
  • cookie sheet

Instructions

  • Line a baking sheet with parchment paper or non stick silicone baking mat. Set aside.
  • Combine the flour, cocoa powder, baking soda, and salt in a mixing bowl. Set Aside.
  • Put the butter in a bowl of a standing mixer, fitted with a paddle. Begin beating on low speed to soften. Increase the speed to medium and beat for about 3 minutes, or until light and creamy.
  • With the motor running, add in your sugar beating until light and creamy.
  • Combine the egg and vanilla. Add the egg mixture and beat to incorporate, scraping down the sides after.
  • Gradually add the dry ingredients beating just until streaky. Remove the bowl from the mixer and scrape the paddle clean. With a spatula, give the dough a few remaining stirs. Be sure to leave a few streaks of flour behind in the bowl.
  • Using a 1-inch cookie scoop, scoop a ball of dough, and place on the cookie sheet. Place a Rolo candy in the middle. Place more dough on top. Roll the cookie into a nice round shape. Continue with the remaining dough. Chill the dough for at least 30 minutes. Can be chilled for up to 24 hours.
  • When ready to bake, preheat the oven to 350F.
  • After dough has been chilled, bake in a preheated oven on the middle rack, for 10-12 minutes. When you remove cookies from the oven, use a spatula and transfer to a cooling rack. Top with a sprinkle of sea salt.

Notes

  • Quality Ingredients Count: This cookie dough uses cocoa powder to achieve its chocolate-ness.  There is definitely a difference in quality between a store brand and a quality name brand cocoa. Hershey's is a great place to start.  I prefer Ghirardelli. And if I'm feeling luxurious then I would say then I splurge on either Valhrona cocoa powder with its beautiful rich red tones or Scharffen Berger out of California. 
  • Do Not Over Mix: It's important to not overmix the dough. I like to finish mixing by hand. And leave a few streaks of flour in the dough, to ensure I haven't overmixed it. Don't worry the flour will be baked right in.
  • Scoop Evenly. For these you want to use a cookie scoop to make even sized scoops of cookie dough. This ensures that all your cookies will cook evenly. Nothing worse than having some cookies be giant undercooked blobs and others small burnt hockey pucks. #theworst
  • Microwave before eating. Unless eating them warm from the oven, microwave them for 10-20 seconds to warm up the caramel center. 

Nutrition

Serving: 1cookie | Calories: 189kcal | Carbohydrates: 24g | Protein: 2g | Fat: 9g | Saturated Fat: 6g | Cholesterol: 34mg | Sodium: 113mg | Potassium: 62mg | Sugar: 15g | Vitamin A: 265IU | Calcium: 22mg | Iron: 0.9mg

 

 

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Comments

    • Thanks!! These might be one of my favorites that I have made so far..you got to love that sweet and salty thing 😉

      Reply

    • Thank you :)..honestly before these cookies it had been a long time since a Rolo for me too. After making these, I realized all Rolos should be put inside a cookie before enjoying!

      Reply

    • Thank you Michelle!! 🙂 been working hard on improving my photos in the last year or so, so the words mean a lot!

      Reply

    • Ooh my apologies Meghan :)…you could always make the dough and freeze them for later and then bake one at a time. I suppose eating cookies on a treadmill would defeat the point! 😉

      Reply

  9. 5 stars
    Ahhhhh is this for real?! What an insanely delicious looking cookie, an absolute MUST TRY for sure. I bet my girls will have a blast putting them together with me!

    Reply

  10. 5 stars
    Our boys made these AGAIN last night and I have to say, I think they were better the second time around, or maybe they just keep getting more and more yummy! Thanks again for such a fun and delicious cookie recipe!

    Reply

  12. 5 stars
    It’s been forever since I’ve had a Rolo candy but I love them! These cookies look like an awesome way to satisfy a sweet tooth, which I now have after seeing this recipe!

    Reply

  13. 5 stars
    We adored these rolo cookies!! A cookie wrapped around a rolo candy was a big hit at my house. Your step by step photos made this so easy my kids could have done this alone. Thanks for a great cookie recipe!

    Reply

    • Aw that’s so great to hear Debbie!! And I love that your kids were able to make these with the photos 🙂

      Reply

  14. 5 stars
    I looooove a good fudgy cookie and I want to try these…like right now! I love that caramel oozing from the center. Looks like the perfect cookie recipe!

    Reply

  17. 5 stars
    These cookies look wonderful. Actually you had me at fudgy 🙂 I’m such a fan of cookies and these beauties are next to try. Love the crinkle tops and rolo filling. Yum!

    Reply

    • Honestly Kathryn I hadn’t either..until I made these and I remember just how much I loved them!!

      Reply

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Hi everyone! I'm Heather and I believe baking doesn't have to be difficult. I want to show you just how easy it can be. To bake with confidence, you don't need another recipe. You need tips, tricks, and simple from scratch recipes. I want to help you become a better baker so you can bake the most delicious desserts for your family and friends. So grab your whisk and let's get baking!
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