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Chocolate Chip Rolo Cookies

Chocolate Chip Rolo Cookies

I’m sure that, like me, many of you have heard rumors on Pinterest & other social sites of a mythic cookie that boasts a Rolo candy in its center!  Well, I’m here to tell you that they are not a myth.  They are REAL!! And de-licious!

I’ve seen variations of this cookie posted around, but none have ever captured me enough to want to make them.  Most of them are a chocolate cookie, or peanut butter, with a Rolo candy in the middle.  I love the idea of the Rolo, but none of the cookie dough recipes ever appealed to me much.  That is … until … my amazingly awesome hair stylist, Danielle at the Me Salon, mentioned that she & her husband made them with a chocolate chip cookie dough.  For some reason, this very simple & obvious idea had never occurred to me before.

Chocolate Chip Rolo Cookie

Light Bulb!  A few days later, I used my favorite chocolate chip cookie recipe, added a Rolo to the middle, and baked them to chocolatey, gooey, caramely perfection.  My 4/yo daughter, who is obsessed with all things caramel, almost fainted when she ate her first one.  Yes, they are that good … and so, so, so simple!!  Next time you want to impress all your friends with a “fancy” cookie, make these!  (just don’t tell them how easy it is)

This recipe was adapted from Very Best Baking.

Rolo Chocolate Chip Cookie

In order to “stuff” my cookies with the Rolo candies, I used my favorite cookie scoop to portion out all the dough.  I then mashed a Rolo into the center of each dough ball & smushed the dough evenly around the candy.  You’ll want to make sure you use silicone baking mats, or parchment paper, to line your sheets.  Some of the cookies will leak a little caramel through their bottom dough … making them even yummier than the rest!

Rolo Stuffed Chocolate Chip Cookies

Of course, you don’t have to be as closed-minded as I was.  You can stuff a Rolo inside whatever your favorite cookie dough recipe is!  Get creative with them … there’s really no such thing as a yucky cookie!

Chocolate Chip Rolo Cookies

Rating: 51

Prep Time: 15 minutes

Cook Time: 10 minutes

Total Time: 25 minutes

Yield: 3 dozen cookies

Serving Size: 2 cookies

Chocolate Chip Rolo Cookies

The classic chocolate chip cookie takes on a new twist when stuffed with a Rolo caramel candy! Deceptively easy & addictively delicious.


  • 2 1/4 c. Flour
  • 1 tsp Baking Soda
  • 1 tsp Salt
  • 2 sticks Butter, room temp
  • 3/4 c. Sugar
  • 3/4 c. Brown Sugar, packed
  • 1 tsp Vanilla
  • 2 Eggs, room temp
  • 1 c. Mini Semi-Sweet Chocolate Chips
  • 36 Rolo candies, unwrapped


  1. Preheat oven to 375°.
  2. In a large bowl, combine flour, baking soda, & salt. Whisk to combine & set aside.
  3. In another bowl, beat together butter, sugars, & vanilla until creamy. Add eggs, one at a time, beating well after each addition.
  4. Using a paddle attachment (or whisk), slowly incorporate flour mixture into butter/sugar mixture. Stir in mini chocolate chips.
  5. Drop rounded tablespoon portions of dough onto prepared cookie sheets. Push 1 Rolo candy into each mound & shape dough around to fully cover the candy. Form into a ball & replace on cookie sheets.
  6. Bake in preheated oven for 9 - 12 mins until lightly golden brown. Cool for 5 minutes on cookie sheet before transferring to a rack.

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{ 8 comments… add one }
  • Dana Matthews September 18, 2017, 3:53 pm

    We love baking chocolate chip cookies and always look for new and different recipes. Love the idea of the ROLOS! Definitely a keeper!

  • Tim August 8, 2017, 1:11 pm

    There is a trick to using caramel in baking. Sometimes it comes out rock hard. The Rolo caramel looks like it may be formulated to work right.

    • Alecia Stanley August 16, 2017, 7:31 pm

      You are very right!! This recipe is spot-on for creamy, melty caramel that isn’t a hard candy center.

  • Beth January 7, 2014, 5:07 pm

    Looks Delicious! I love your steelers cookies so I will defiantly try these

    • Alecia Stanley January 7, 2014, 6:58 pm

      @Beth – those “Steelers” cookies are SO yummy, but I actually think these are better … MUCH less work :). Let me know if you like them after you make them!

  • Alli January 7, 2014, 11:07 am

    You had me at Rolo! Yum!

    • Alecia Stanley January 7, 2014, 1:49 pm

      @Alli – I know, right?! Anything with a Rolo in it is sure to be a huge success!!

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