Irresistible Stuffed Rolo Cookies: Your Ultimate Guide to Chewy, Caramel-Filled Perfection
There’s something truly magical about a warm, freshly baked cookie, but imagine that magic amplified with a gooey, melted caramel and chocolate center! These Stuffed Rolo Cookies are precisely that – soft, wonderfully chewy, and each bite delivers the delightful surprise of a perfectly melted Rolo candy. This simple cookie recipe is destined to become one of your all-time favorites, perfect for sharing, gifting, or simply indulging yourself after a long day.

While cookies are undeniably delicious on their own, they reach a whole new level of decadence when you embed your favorite candies right into the middle. This concept isn’t new to us; many of our most beloved cookie recipes feature candy, transforming a classic treat into an extraordinary experience. Think of delights like Reese’s Chocolate Chip Cookies, with their irresistible peanut butter and chocolate swirls, or the hearty goodness of Snickers Peanut Butter Cookies, where crunchy nougat and caramel add layers of texture. And who could forget the sweet surprise hidden within Surprise Chocolate Kiss Cookies? Given these successes, it’s no surprise that tucking a delightful Rolo candy into the heart of a soft, buttery cookie yields an incredibly tasty result that will have everyone asking for more.

Unlocking the Magic of Stuffed Rolo Cookies
Creating these delightful Stuffed Rolo Cookies is a surprisingly straightforward process that yields impressive results. It begins with a classic, easy-to-make cookie dough, combining essential pantry staples like all-purpose flour, rich brown sugar, granulated sugar, softened butter, pure vanilla extract, and farm-fresh eggs. Once your cookie dough is perfectly mixed, the real fun begins: each portion is carefully scooped, gently flattened, and then wrapped snugly around a single Rolo candy. As these little dough-wrapped treasures bake, the Rolo candy inside softens and melts, spreading just enough to create a delightful pool of chocolate and caramel in the center of each cookie. This ensures that every single bite offers a harmonious blend of chewy cookie and luscious, melted candy. The slight flattening of the Rolo during baking gives each cookie a charming, slightly irregular shape, hinting at the sweet surprise within.
Why You’ll Fall in Love with This Rolo Cookie Recipe
If you haven’t already started gathering the simple ingredients for these incredible cookies, here are compelling reasons that will surely convince you to give this recipe a try. These aren’t just any cookies; they’re designed for convenience, versatility, and sheer deliciousness.
- No Dough Chilling Required! One of the biggest time-savers and most appealing aspects of this recipe is that there’s absolutely no need for dough chilling. This means you can whip up a batch of these delectable cookies from start to finish without waiting for hours. The beautiful cookies you see in the pictures were baked without any refrigeration of the dough, showcasing their perfect spread and chewy texture. If you choose to refrigerate the dough, your cookies might not spread as much, resulting in a slightly puffier texture, which is also delicious but different from the intended outcome. This “no-chill” feature makes them an ideal last-minute treat for unexpected guests or sudden cravings.
- Endless Candy Possibilities! While Rolos are the star here, this recipe is incredibly adaptable, allowing you to substitute with almost any type of candy you desire. Imagine the possibilities: fun-size Snickers bars for a nutty caramel crunch, miniature Milky Ways for a nougat and caramel dream, or classic chocolate kisses for a simple, sweet center. Even seasonal candies can be a fantastic option, letting you customize these cookies for any holiday or occasion. The key is to choose candies that melt beautifully, creating that irresistible gooey core.
- Easily Transform into a Chocolate Version! Craving an even more intense chocolate experience? This recipe can be effortlessly adapted to create rich chocolate cookies with a gooey Rolo center. Simply swap out a portion of the all-purpose flour for cocoa powder, and you’ll have a decadent chocolate cookie base that perfectly complements the caramel and milk chocolate of the Rolo. This variation is absolutely delicious and offers a wonderful alternative for serious chocolate lovers. It’s like having two amazing recipes in one!

Essential Ingredients for Your Stuffed Rolo Cookies
Gathering your ingredients is the first step towards baking perfection. Each component plays a crucial role in achieving the soft, chewy texture and incredible flavor of these Rolo-stuffed delights.
- All-Purpose Flour: You’ll need 3 ½ cups of all-purpose flour. This forms the structural base of your cookie dough, providing the perfect balance for a tender crumb. For best results, measure your flour correctly by spooning it into a measuring cup and leveling it off, rather than scooping directly from the bag, which can compact the flour and lead to dry cookies.
- Baking Soda: A single teaspoon of baking soda acts as the crucial leavening agent in these cookies. It reacts with the acidic brown sugar to create carbon dioxide gas, which helps the cookies rise slightly and achieve their characteristic chewiness and spread. Always ensure your baking soda is fresh and not expired for optimal results.
- Sugars – Brown Sugar and Granulated Sugar: This recipe calls for a cup each of both granulated white sugar and brown sugar. The combination is key to the cookie’s texture and flavor. Granulated sugar provides crispness and sweetness, while brown sugar adds moisture, chewiness, and a subtle caramel note that perfectly harmonizes with the Rolo filling. Make sure your brown sugar is soft and fresh; if it’s hard, a quick trick is to microwave it briefly with a damp paper towel or use a brown sugar saver.
- Unsalted Butter: You’ll need one cup (equivalent to two sticks) of unsalted butter. It is absolutely vital that your butter is softened to room temperature. Softened butter creams beautifully with the sugars, creating air pockets that contribute to a light and tender cookie. Melted butter will yield a vastly different, often greasy and flat, cookie.
- Pure Vanilla Extract: Two teaspoons of vanilla extract are essential for enhancing the overall flavor profile of these amazing cookies. Vanilla acts as a flavor booster, complementing the sweetness of the sugars and the richness of the chocolate and caramel. Use good quality vanilla for the best taste.
- Large Eggs: Two large eggs serve as the primary binding agent, holding all the ingredients together and adding moisture and richness to the dough. Ensure your eggs are also at room temperature, as this helps them incorporate more smoothly into the butter and sugar mixture, creating a more cohesive dough.
- Rolo Candies: The star of the show! You will need 36 individual Rolo candies. For maximum convenience and to save precious time in the kitchen, I highly recommend purchasing a bag of pre-unwrapped Rolos if available. If not, put on some music and enjoy the unwrapping process – it’s worth every moment for that melted caramel reward!

How to Master Stuffed Rolo Cookies: Step-by-Step
Follow these detailed steps to create perfectly soft and chewy Rolo-stuffed cookies every time. The process is straightforward, ensuring delicious results even for novice bakers.
- Preheat Your Oven: Begin by preheating your oven to 375°F (190°C). Accurate oven temperature is crucial for even baking and proper cookie spread.
- Combine Dry Ingredients: In a medium-sized mixing bowl, whisk together the all-purpose flour and baking soda until well combined. Set this mixture aside. This step ensures that the leavening agent is evenly distributed throughout the dry ingredients.
- Cream Wet Ingredients: In a separate, larger bowl, using an electric mixer, beat the softened butter and both the granulated and brown sugars together. Cream these ingredients on medium-high speed for about 2-3 minutes. This process incorporates air into the mixture, which is essential for the cookies’ texture. Next, add the vanilla extract and the two large eggs, beating for another 2-3 minutes until the mixture is light, fluffy, and well combined. Scrape down the sides of the bowl as needed to ensure everything is thoroughly mixed.
- Combine Wet and Dry: Gradually add the reserved flour mixture to the butter and sugar mixture. Mix on low speed just until the dry ingredients are fully incorporated and no streaks of flour remain. Be careful not to overmix the dough, as this can develop the gluten too much, leading to tough cookies.
- Stuff the Rolos: Now for the fun part! Use a standard cookie scoop (approximately 1 tablespoon in size) to portion out a ball of cookie dough. Gently flatten this dough ball in the palm of your hand, creating a disc. Place one unwrapped Rolo candy in the center of the dough disc. Carefully wrap the dough around the Rolo, ensuring it is completely enclosed and sealed. Roll the dough in your hands to form a smooth, uniform ball, making sure there are no cracks where the Rolo could leak out during baking. Repeat this process for all the remaining Rolos and dough.
- Bake to Perfection: Arrange the cookie dough balls on a greased cookie sheet or, for best results, a cookie sheet lined with parchment paper or a silicone baking mat. Space the balls approximately 2 inches apart to allow for proper spreading during baking. Bake for 8-10 minutes. Keep a close eye on them; the cookies are done when the tops just barely begin to turn a light golden brown and appear slightly cracked. The centers may still look a little soft, but they will firm up as they cool. Overbaking will result in dry, crumbly cookies, so it’s better to underbake slightly for that perfect chewy texture.
NOTE: If you’re a chocolate aficionado and prefer rich chocolate cookies instead of classic vanilla ones, you can easily modify this recipe. Simply use 2 3/4 cups of all-purpose flour and add 3/4 cup of unsweetened cocoa powder to the dry ingredients, instead of the original 3 1/2 cups of flour. This chocolate version is incredibly delicious and pairs wonderfully with the caramel-filled Rolos!


Stuffed Rolo Cookies
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Ingredients
- 3 ½ cups all-purpose flour
- 1 tsp baking soda
- 1 cup brown sugar
- 1 cup granulated sugar
- 1 cup unsalted butter softened to room temperature
- 2 tsp vanilla extract
- 2 large eggs
- 36 Rolo candies unwrapped
Instructions
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Preheat oven to 375°F (190°C).
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Combine flour and baking soda in a mixing bowl; whisk well and set aside.
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In a separate large bowl, beat the softened butter and both sugars together with an electric mixer for about 2-3 minutes, until light and fluffy. Add the vanilla extract and the eggs, beating for another 2-3 minutes until well combined.
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Gradually add the flour mixture to the butter mixture, mixing on low speed just until combined. Be careful not to overmix.
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Use a cookie scoop to portion out a tablespoon of dough. Flatten it slightly in your hand and place an unwrapped Rolo candy in the center. Wrap the dough completely around the Rolo, sealing it to form a ball. Roll gently in your hands to ensure the Rolo is fully covered.
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Place the cookie dough balls about 2 inches apart on a greased cookie sheet or one lined with parchment paper/silicone baking mat. Bake for 8-10 minutes, or until the tops barely begin to turn a light golden brown and appear slightly cracked. Remove from oven and let cool on the baking sheet for a few minutes before transferring to a wire rack.
Notes
Nutrition

Top Tips for Baking the Best Stuffed Rolo Cookies
Achieving bakery-quality results at home is easier than you think, especially with these insider tips:
- Perfectly Softened Butter is Key: This cannot be stressed enough – DO NOT melt the butter! Your butter needs to be softened to room temperature, which means it should be pliable enough to leave an indentation when gently pressed, but not oily or shiny. Melted butter will throw off the delicate balance of the dough, often leading to flat, greasy cookies. If you’re planning ahead, simply leave the butter out on your kitchen counter for 1-2 hours. For those impromptu cookie cravings, you can quickly soften butter in the microwave: heat it in 5-second intervals on low power, checking after each burst, and being extremely careful to remove it before it starts to melt. I personally find the defrost setting on my microwave works wonders for softening butter evenly and slowly, reducing the risk of accidental melting.
- Don’t Skimp on Creaming Time: The step where you beat the butter and sugars together (known as creaming) is more important than you might realize. Taking an extra 2-3 minutes to cream them thoroughly, until the mixture is light and fluffy, incorporates air into the dough. This air is what contributes to the cookie’s tender consistency and helps them rise beautifully during baking.
- Always Preheat Your Oven: Patience is a virtue in baking, and preheating your oven completely is essential. Placing cookies into a cold or partially heated oven will affect their spread and texture, leading to inconsistent results. A properly preheated oven ensures that the cookies start baking immediately at the correct temperature, helping them turn out perfectly every single time.
- Invest in Baking Liners: For effortless cookie removal and consistent baking, always use parchment paper or a silicone baking mat. These non-stick surfaces prevent your cookies from sticking to the sheet, eliminating the need for scraping and ensuring they slide off in perfect shape. This also makes cleanup a breeze!
- Uniform Dough Balls for Even Baking: Using a cookie scoop helps ensure that all your cookie dough balls are roughly the same size. This consistency is important because it means all cookies will bake at the same rate, preventing some from being overdone while others are undercooked.
- Don’t Overbake Your Cookies: This is perhaps the most crucial tip for soft, chewy cookies. It’s better to slightly underbake than overbake. Your Rolo cookies may not look entirely “done” on top when they’re ready to come out of the oven. Look for edges that are just barely beginning to turn a light golden brown and tops that show slight cracking. When you see these cues, take them out! They will continue to set and firm up on the hot baking sheet for a few minutes before you transfer them to a wire rack to cool completely. Overbaked cookies will be hard and dry, losing that irresistible chewiness.
- Cool on a Wire Rack: After allowing the cookies to cool on the baking sheet for 5-10 minutes (to set their shape), transfer them to a wire cooling rack. This allows air to circulate around the entire cookie, preventing the bottoms from becoming soggy and ensuring an even cool.

How Long Do Stuffed Rolo Cookies Stay Fresh?
These delectable Stuffed Rolo Cookies are undoubtedly at their absolute best and most delicious on the very same day they are baked. The caramel is perfectly gooey, the chocolate is warm, and the cookie itself is wonderfully soft. However, if you happen to have any leftovers (a rare occurrence with these!), they can be stored in an airtight container at room temperature for up to 2-3 days. Beyond that, the cookies will gradually start to lose their optimal texture and begin to go stale. For longer storage, you can freeze baked cookies in a freezer-safe bag or container for up to 3 months. Thaw at room temperature or gently warm in the microwave for a fresh-from-the-oven experience.
Craving More Candy-Stuffed Cookie Inspiration?
If you’ve fallen in love with the concept of candy-filled cookies, you’re in luck! We’ve got plenty of other fantastic candy cookie recipes to satisfy your sweet tooth and ignite your baking creativity. Explore these exciting options for your next baking adventure:
- REESE’S PEANUT BUTTER BANANA COOKIES
- LOADED CHOCOLATE TOFFEE COOKIES
- SNICKERS PEANUT BUTTER COOKIES
- TRIPLE CHOCOLATE M&M COOKIES
- BUTTERFINGER COOKIE BARS
- REESE’S CHOCOLATE CHIP COOKIES
- CADBURY MINI EGG COOKIES
- OREO STUFFED COOKIES
- M&M SPRING FLOWER COOKIE BITES
- CARAMEL STUFFED CHOCOLATE CHIP COOKIES
- CHOCOLATE HEART VALENTINE’S SUGAR COOKIES
- KIT KAT COOKIES

Frequently Asked Questions About Rolo Cookies
Here are answers to some common questions you might have when baking these delightful cookies:
- Can I use mini Rolos? Yes, you can! If using mini Rolos, you might want to use two or three mini Rolos per cookie, or simply adjust the dough amount to fully enclose one mini Rolo. The baking time might also be slightly shorter.
- Why are my cookies flat? Flat cookies can often be attributed to melted butter instead of softened butter, overmixing the dough (which develops gluten and makes cookies spread too much), or an oven that isn’t properly preheated. Ensure your butter is just softened, mix only until combined, and always preheat your oven to the correct temperature.
- Can I add other mix-ins to the dough? Absolutely! While the Rolo is the star, a sprinkle of chocolate chips, chopped nuts (like pecans or walnuts), or even a dash of sea salt on top right after baking can add extra flavor and texture.
- How do I store Rolo cookies to keep them fresh longer? As mentioned, storing them in an airtight container at room temperature helps maintain freshness for 2-3 days. To keep them moist, you can even place a slice of bread in the container; the cookies will absorb moisture from the bread.
- Can I freeze the cookie dough? Yes, you can! Prepare the dough balls with the Rolos inside, then place them on a baking sheet and freeze until solid. Once frozen, transfer them to a freezer-safe bag or container for up to 3 months. When ready to bake, you can bake from frozen, adding a few extra minutes to the baking time.


Here at Family Cookie Recipes, we are passionate about creating delicious, easy-to-follow recipes that bring joy to your kitchen. We believe that baking is a wonderful way to connect with loved ones and create lasting memories. These Stuffed Rolo Cookies are a testament to that philosophy – simple ingredients, straightforward steps, and utterly delicious results that everyone will adore. We hope you enjoy baking and sharing these caramel-filled delights as much as we do!
