Rolo Stuffed Pumpkin Snickerdoodles

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

2.0 from 1 reviews
Rolo Stuffed Pumpkin Snickerdoodles
Soft and chewy pumpkin snickerdoodle cookies stuffed with ooey gooey melty Rolo candies!
Recipe type: Dessert
Serves: 24
  • ½ cup butter, softened
  • ⅓ cup brown sugar
  • ⅔ cup sugar
  • 1 teaspoon vanilla
  • ⅓ cup canned pumpkin puree
  • ½ teaspoon pumpkin pie spice
  • 3 cups flour
  • pinch of salt
  • 1½ teaspoons baking powder
  • ¼ cup sugar + 1 tablespoon cinnamon
  • 24 Rolo candies, unwrapped
  1. In a large bowl cream together butter, brown sugar, and ⅔ cup sugar. Add vanilla, and pumpkin puree and mix until smooth.
  2. In a medium bowl whisk together flour, pumpkin pie spice, salt, and baking powder.
  3. Add dry ingredients to wet ingredients and mix until combined. Chill dough for 30 minutes.
  4. 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.
  5. Whisk together remaining ¼ cup sugar and cinnamon. Roll dough balls in cinnamon sugar mixture. Place on a greased baking sheet and gently press to flatten slightly.
  6. 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.

Check out more of my popular cookie recipes!


Pumpkin Sugar Cookies


Twigg Sugar Cookies


Pumpkin Chocolate Chip Cookies


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Tiffany is the blogger behind Creme de la Crumb.She is a self taught cook and lover of all things white chocolate.She believes that great meals don't have to be difficult, time-consuming, or expensive.She tries to focus on sharing taste-tested recipes that are quick, easy, and crazy delicious-- so we can all spend more time doing the things we love with the people that matter to us the most.

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  1. 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.

  2. What temp do these bake at? And are there supposed to be any eggs?

  3. 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.

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