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!

five stacked chocolate rolo cookies


 

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 Rolo cookies, it starts with an easy chocolate based cookie dough. Then gets stuffed with a caramel Rolo candy. And topped with sprinkle of sea salt. When these come out of the oven, the cookies have this molten caramel center that is just hard to resist.

Sweet. Salty. What’s not to love? Now if you are enjoying these a couple days later, I love popping them in the microwave so they get all ooey, gooey again.

Ingredients Needed

  • Flour – I use just all-purpose flour. Be sure to spoon the flour into your cup and level it off so you don’t end up with too much.
  • Cocoa powder – You want to use unsweetened cocoa powder. Dutch process is less acidic but won’t react the same with the baking soda.
  • Baking Soda
  • Salt
  • Butter – I always recommend using unsalted butter so you can control the amount of salt, but if you only have salted butter then reduce or omit the salt.
  • Sugar
  • Brown sugar
  • Egg – Make sure your egg is at room temperature. I place mine in a bowl of water for 10 minutes before using them.
  • Vanilla
  • Rolo candies – Each cookie will get one Rolo candy placed in the center. Make sure to cover up the candy fully with the chocolate cookie dough.
  • Sea Salt – I just like to sprinkle a little of this on top of the cookies after they are done baking

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.

chocolate rolo cookies dry ingredients in bowl

In your stand mixer, start by creaming  together the butter and sugar together on medium high speed, until light and fluffy about 3 minutes. Scrape down the bowl as needed.

Heather’s Baking Tip

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

butter and sugar creamed together

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.

cookie dough for rolo cookies

Then stir in your dry ingredients. You want to make sure to not overmix at this point otherwise you will end up with tough chewy cookies.

Heather’s Baking Tip

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

chocolate rolo cookie dough in bowl

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

scoops of chocolate cookie dough on parchment

And place a Rolo candy in the center. …

rolo candy placed on top of each cookie dough ball

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.

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

chocolate rolo cookie dough rolled into a ball

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!

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. 

hand sprinkling salt on top of stack of five chocolate rolo cookies on a cooling rack

Heather’s Baking Tip

  • 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. 

Recipe FAQ’s

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 for 15 minutes then proceeding.

How do I store these Rolo cookies?

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

Can I freeze these chocolate rolo cookies?

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.

Why did my cookies go flat?

This could for a few reasons- most likely your butter was too warm, or you over-creamed the butter and sugar. Try chilling your next batch of cookie dough before baking which will reduce how much the cookies spread. Here are 10 reasons why your cookies are flat, and how to fix them.

stack of rolo stuffed chocolate cookies

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!

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Chocolate Rolo Cookies

Chocolate Rolo cookies that are fudgy and stuffed with a Rolo candy and sprinkled with a little sea salt when done!
5 from 25 votes
Print Pin Rate
Course: Dessert
Cuisine: Cookies
Prep Time: 20 minutes
Cook Time: 10 minutes
Chilling Time: 30 minutes
Total Time: 1 hour
Servings: 12 cookies
Calories: 189kcal

Ingredients

  • 1 cup plus 2 tablespoons (135 g) all-purpose flour
  • 1/4 cup (21 g) unsweetened cocoa powder
  • 1/2 teaspoon baking soda
  • 1/4 teaspoon salt
  • 1/2 cup (1 stick, 113 g) unsalted butter softened at room temperature
  • 1/3 cup plus 2 tablespoons (92 g) granulated sugar
  • 1/3 cup plus 2 tablespoons (98 g) packed light brown sugar
  • 1 large egg at room temperature
  • 1 1/2 teaspoons vanilla extract
  • 12 Rolo Candies
  • Sea Salt for sprinkling on after baking

Instructions

  • Prep cookie sheet. Line a baking sheet with parchment paper or non stick silicone baking mat. Set aside.
  • Combine dry ingredients. Whisk together the flour, cocoa powder, baking soda, and salt in a mixing bowl. Set Aside.
  • Cream butter and sugar. In bowl of your stand mixer with paddle attachment, beat together the butter and sugars on medium high speed until light and fluffy, about 2 to 3 minutes. Scrape down bowl as needed.
  • Add egg and vanilla. Add the egg and beat to incorporate, scraping down the bowl as needed. Beat in vanilla until combined.
  • Add dry ingredients. Gradually add the dry ingredients beating just until combined. Do not overmix.
  • Scoop and chill Using a 1-inch cookie scoop, scoop a ball of dough, and place on the cookie sheet. Flatten slightly and place a Rolo candy in the middle. Place more dough on top. Roll the cookie into a nice round shape making sure none of the candy is showing. Continue with the remaining dough. Chill the dough for at least 30 minutes, up to to 24 hours.
  • Bake the cookies. When ready to bake, position a rack in the center of the oven, and preheat the oven to 350°F (177°C). Bake for 10-12 minutes until edges are set and middles are puffy but set. Remove cookies from the oven and allow to cool on the cookie sheet for 5 minutes before transferring to a wire rack to cool completly. Top with a sprinkle of sea salt before serving.

Notes

  • Storage: These cookies will store at room temperature just fine for 2-3 days. Just keep well covered. 
  • Freezing: 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. 
  • Cocoa powder: 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.
  • Dough sticking to your 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 for 15 minutes then proceeding.
  • 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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51 Comments

  1. 5 stars
    I made your rolo cookies for my wife’s book club and they gave them 5 stars! thanks for such a delicious cookie recipe

    1. thank you Dennis! Glad you loved them!

  2. 5 stars
    These rolo cookies are simply irresistible, My dad loves Rolo, can’t wait to bake some for him when I visit home next week.

  3. 5 stars
    OMG Rolos were one of my favourite treats when I was younger. Brilliant idea to make cookies with them. They look scrumtious!

  4. 5 stars
    I can’t wait to make these cookies! My family loves Rolo’s and they are going to go wild over these!

  5. 5 stars
    These chocolate cookies with the chocolate caramel candy inside taste absolutely heavenly! I was wondering.

  6. 5 stars
    Rolos just remind me of my childhood. We would always so the “who would you give your last rolo to?” at school and if you gave it to a boy then you loved them and wanted to marry them! Clearly didn’t work as I never married Matt Clarke 😂😂😂 (which I am sure my hubby is thankful for! Especially when I make him yummy cookies like this!
    To be fair he deserved them, because we can’t get rolos here in Australia but he found them in an English grocery store 45 minute from our house!!

    But it was worth it as the cookies were just delicious! Thank you

    1. Oh my gosh I love stories like this! That’s so fun! And glad you were able to find some Rolos to make these!

  7. 5 stars
    These cookies are just as delicious as they look! I love the combination of sweet and salty and so does my boyfriend so these were a huge hit.

  8. 5 stars
    These Rolo Cookies are AMAZING! This made the perfect treat last weekend and we all loved the caramel chocolaty center. Will make these again asap!

  9. These cookies are amazing! My sister is a HUGE Rolo fan so I made them for her. Now I have to bring them to every family gathering!

    1. aw that’s awesome to hear Bernice!

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