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Chocolate Rolo Cookies

Rolo cookies are a yummy combination of a chocolaty cookie rolled in sugar and stuffed with a sweet caramel Rolo treat.

Rolo cookies are a yummy combination of a chocolaty cookie rolled in sugar and stuffed with a sweet caramel Rolo treat.

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The first time I had this cookie was over eight years ago when one of my co-workers brought it with them to share.  I immediately asked for the recipe because I loved the combination of chocolate and caramel without it being overly sweet.  It’s an easy cookie to make and I always keep a bag of Rolos in my pantry in case the craving hits.

Here’s what you’ll need to make these Rolo cookies:

Rolo cookies are a yummy combination of a chocolaty cookie rolled in sugar and stuffed with a sweet caramel Rolo treat.

In a large bowl, start by creaming your butter and sugars together until light and fluffy.  Add the eggs and vanilla.  Mix well.

In a medium bowl, combine flour, cocoa and baking soda with a whisk until well mixed.  Add to the creamed mixture in 3 batches and beat until combined.  You will end up with a stiff dough.

Rolo cookies are a yummy combination of a chocolaty cookie rolled in sugar and stuffed with a sweet caramel Rolo treat.

I like to put my cookie dough in the fridge for 30 minutes to let it stiffen up a little bit because once you start rolling it into balls, the heat from your hand will make it sticky and harder to handle.

While the dough is chilling, unwrap the Rolos and preheat the oven to 275 degrees F.  (And no, that’s not a typo.  It really is 275 degrees F.)

When the dough is chilled, use a spoon to scoop the dough and shape into tablespoon sized balls.

Rolo cookies are a yummy combination of a chocolaty cookie rolled in sugar and stuffed with a sweet caramel Rolo treat.

To make a space for the Rolo, I use my thumb to make a divot in the ball, then form the dough around it.

Rolo cookies are a yummy combination of a chocolaty cookie rolled in sugar and stuffed with a sweet caramel Rolo treat.

Pour 1/3 to 1/2 cup white sugar in a bowl or on a plate and roll the cookie in it before placing on the cookie sheet.  I always use my silicone baking mat when I’m making cookies.  It cleans up so well which is great, especially when you’re dealing with caramel.

Rolo cookies are a yummy combination of a chocolaty cookie rolled in sugar and stuffed with a sweet caramel Rolo treat.

Place the cookies in the oven  for 10-12 minutes or until slightly cracked.  Remove from the oven and let cool for 3 minutes before trying to scoop them off the tray onto a wire rack to cool completely.

Rolo cookies are a yummy combination of a chocolaty cookie rolled in sugar and stuffed with a sweet caramel Rolo treat.

These cookies are delicious by themselves or with a glass of milk!  I really love that the chocolate cookie isn’t overly sweet and is a good balance to the sweet caramel inside the Rolo candy.

Rolo cookies are a yummy combination of a chocolaty cookie rolled in sugar and stuffed with a sweet caramel Rolo treat.

Rolo cookies are a yummy combination of a chocolaty cookie rolled in sugar and stuffed with a sweet caramel Rolo treat.

Rolo cookies are a yummy combination of a chocolaty cookie rolled in sugar and stuffed with a sweet caramel Rolo treat.
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5 from 2 votes

Rolo Cookies

By Shani Ogden
A sugar crusted chocolaty cookie wrapped around a sweet caramel Rolo candy.
Course Dessert
Cuisine American
Prep Time 5 minutes
Cook Time 10 minutes
Chilling Time 30 minutes
Total Time 15 minutes
Servings 3 dozen

Ingredients

  • 1 c butter, softened
  • 1 c sugar
  • 1 c brown sugar
  • 1 eggs
  • 2 tsp vanilla
  • 2 1/2 c flour
  • 3/4 c cocoa
  • 1 tsp baking soda
  • 1 13-oz bag Rolo candies

Instructions

  • In a large bowl, start by creaming your butter and sugars together until light and fluffy. Add the eggs and vanilla. Mix well.
  • In a medium bowl, combine flour, cocoa and baking soda with a whisk until well mixed. Add to the creamed mixture in 3 batches and beat until combined. You will end up with a stiff dough. I like to put my cookie dough in the fridge for 30 minutes to let it stiffen up a little bit because once you start rolling it into balls, the heat from your hand will make it sticky and harder to handle.
  • While the dough is chilling, unwrap the Rolos and preheat the oven to 275 degrees F. (And no, that's not a typo. It really is 275 degrees F.)
  • When the dough is chilled, use a spoon to scoop the dough and shape into tablespoon sized balls. To make a space for the Rolo, I use my thumb to make a divot in the ball, then form the dough around it. Pour 1/3 to 1/2 cup white sugar in a bowl or on a plate and roll the cookie in it before placing on the cookie sheet. I always use my silicone baking mat when I'm making cookies. It cleans up so well which is great, especially when you're dealing with caramel.
  • Place the cookies in the oven for 10-12 minutes or until slightly cracked. Remove from the oven and let cool for 3 minutes before trying to scoop them off the tray onto a wire rack to cool completely.

 

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Rolo cookies are a yummy combination of a chocolaty cookie rolled in sugar and stuffed with a sweet caramel Rolo treat.
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Hi! I’m Shani,

A stay-at-home mom of 4 and wife. I love sharing easy to follow craft tutorials, kid activities, family-friendly recipes, organization, travel and motherhood. I hope you’ll feel uplifted and empowered by each post, regardless of what kind it is. Join me as I raise my little munchkins and share the sunshine in this beautiful, crazy thing called life! Read more...

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6 Comments

  1. These cookies look so good. I remember making cookies like this when I was growing up but I haven’t ever been able to find the recipe. I’m going to have to make these with my kiddos!

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