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Hey y’all it’s Tiffany from Creme de la Crumb and  I’ve got an amazing recipe for you today! I love snickerdoodle cookies but I have to say that pumpkin snickerdoodles have to be my favorite. These ones are soft and chewy and the best part is that they are stuffed with caramely chocolatey goodness. These are so easy to make, I’ve made two batches for my family and I think my husband inhaled the majority of them. If you love pumpkin, snickerdoodles, chocolate, and caramel then you’ve GOT TO MAKE THESE!

Rolo Stuffed Pumpkin Snickerdoodles

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Rolo Stuffed Pumpkin Snickerdoodles

By: Tiffany
Soft and chewy pumpkin snickerdoodle cookies stuffed with ooey gooey melty Rolo candies!
Prep Time: 10 minutes
Cook Time: 10 minutes
Total Time: 20 minutes
Servings: 24 Cookies



  • In a large bowl cream together butter, brown sugar, and 2/3 cup sugar. Add vanilla, and pumpkin puree and mix until smooth.
  • In a medium bowl whisk together flour, pumpkin pie spice, salt, and baking powder.
  • Add dry ingredients to wet ingredients and mix until combined. Chill dough for 30 minutes.
  • Roll dough into 1 inch balls. Gently push 1 Rolo candy into one of the dough balls. Press a second ball on top of the Rolo candy and roll the whole thing into one ball. Repeat with remaining dough and Rolo candies.
  • Whisk together remaining 1/4 cup sugar and cinnamon. Roll dough balls in cinnamon sugar mixture. Place on a greased baking sheet and gently press to flatten slightly.
  • Bake at 375 for 8-10 minutes until very lightly browned. Allow to cool at least slightly before serving ( caramel centers will be hot). Store in airtight container.


Calories: 163kcalCarbohydrates: 27gProtein: 2gFat: 5gSaturated Fat: 3gCholesterol: 11mgSodium: 47mgPotassium: 64mgFiber: 1gSugar: 15gVitamin A: 655IUVitamin C: 1mgCalcium: 30mgIron: 1mg

Nutrition information is automatically calculated, so should only be used as an approximation.

Additional Info

Course: Dessert, Snack
Cuisine: American
Tried this recipe?Mention @alyssa_therecipecritic or tag #therecipecritic!

About Tiffany

Tiffany is an avid cook and photographer who enjoys eating food as much as she does preparing it. She likes to focus on quick, no-fuss meals with lots of big, bold flavors the whole family will love. Putting her own tasty spin on a classic meal or flavor combination is her passion!

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Recipe Rating


  1. This recipe didn’t work for me at all. The dough is way too dry to roll easily into balls. Comparing it to other snickerdoodle recipes, it seems like the proportion of flour to wet ingredients is off.

  2. You really got an amazing recipe for this post. Great cookies with all these pictures. Looks so yummy and delicious. Must a try with this recipe of yours. Thanks for posting.