Fun & Festive Chocolate Peppermint Pudding Shots in Cookie Cups
If you’re looking for a holiday treat that’s both easy and delicious, these Chocolate Peppermint Pudding Shots are just the thing. Made with striped cookie shot glasses that look like candy canes, they’re as fun to make as they are to enjoy.
The crisp cookie cups are baked from scratch with red and white stripes, giving them a festive look that instantly stands out on the table. Once cooled, they’re filled with smooth chocolate pudding blended with a splash of RumChata and a hint of peppermint for the perfect balance of creamy and refreshing.
Topped with sprinkles and a striped straw, these shots are simple to prepare yet impressive to serve—making them a delightful way to share sweet cheer.
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Equipment You Will Need
- Measuring cups and spoons
- Mixing bowls
- Whisk
- Spoon or spatula
- Rolling pin
- Cookie shot glass mold
- Paper straws

Chocolate Peppermint Pudding Shots
These Chocolate Peppermint Pudding Shots are served in candy cane–striped cookie shot glasses filled with creamy chocolate pudding, a splash of RumChata, and a refreshing hint of peppermint. Finished with festive sprinkles and a striped straw, they’re a fun and indulgent holiday treat.
- Total Time: 1 hour and 15 minutes
- Yield: 8-10
Ingredients
For the cookie shot cups:
1/2 cup butter
1/2 cup sugar
1/4 teaspoon salt
1 egg
1 teaspoon vanilla extract
1 3/4 cups flour
Red food coloring
For the filling:
1 box chocolate pudding mix
2 cups milk
1/2 cup RumChata (or more to taste)
1/2 teaspoon peppermint extract
Holiday sprinkles
Paper straws (optional, for serving)
Instructions
- Make the cookie dough – Cream together butter, sugar, and salt. Beat in the egg and vanilla. Mix in flour until a dough forms. Divide dough in half; tint one half bright red with food coloring, and leave the other half plain.
- Create the stripes – Roll dough into strips of red and white, then press them together, alternating to create a striped effect.
- Fill the molds – Use a Wilton cookie shot glass mold to line each cavity with the striped dough, pressing evenly. Chill dough for 10 minutes before baking to help hold the shape.
- Bake – Bake at 180°C for 12 minutes, or until lightly golden. Remove from the oven and let cool completely before removing from molds.
- Make the pudding – Whisk pudding mix with milk, RumChata, and peppermint extract until smooth. Chill until set.
- Assemble the shots – Spoon pudding into the cooled cookie shot glasses. Top with festive sprinkles and insert a striped paper straw for the perfect holiday finish.
Notes
- Storage: Keep the cookie cups in an airtight container at room temperature and store the pudding separately in the fridge. Fill them right before serving for the best texture.
- Prep Time: 25 minutes
- Chill Time: 40 minutes
- Cook Time: 12 minutes
- Category: Sweet Treats
Step-By-Step Process









These pudding shots are perfect for Christmas parties, holiday get-togethers, or even as a fun treat to enjoy after dinner with friends. Their festive look makes them a great addition to dessert tables, and the creamy filling ensures they’ll be a favorite.
If you enjoy trying easy, creative recipes that add a playful twist to your celebrations, you’ll find plenty more ideas waiting for you. Take a look around and discover other party-ready treats to inspire your next gathering.
Love these festive pudding shots? You might also enjoy trying our Holiday Chocolate Bark or Eggnog Fudge recipes for your next celebration.
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