As I layered the first spoonful of Oreo crumbs into my dessert cups, a nostalgic wave washed over me—memories of sunny picnics and laughter shared with friends. These Strawberry Shortcake Pudding Cups are a delightful twist on the classic summer favorite, combining layers of crunchy Golden Vanilla Oreos, creamy strawberry cheesecake pudding, and fresh strawberries. With no baking required, this quick dessert saves precious time while giving you the chance to wow your family and friends. Whether you’re hosting a summer gathering or need a kid-friendly treat, this recipe is a guaranteed hit! Curious about creating your own little edible masterpiece? Let’s dive in!

Why Make Strawberry Shortcake Pudding Cups?
Easy and Quick: Whip up these delicious dessert cups in just minutes! No baking required means less time in the kitchen and more time enjoying yourself.
Kid-Friendly Fun: Perfect for little hands, your kids will love helping layer the ingredients. It’s a fun and interactive way to get them involved in the kitchen!
Versatile Delight: Feel free to mix it up! Substitute freeze-dried strawberries with crushed graham crackers or use your favorite seasonal fruits for a unique twist.
Crowd-Pleasing Treat: Hosting a gathering? These pudding cups are sure to impress! Everyone will love the delightful contrast of creamy and crunchy textures.
Refreshing Summer Dessert: The combination of strawberries and cream evokes a classic summer vibe, making it ideal for picnics or barbecues.
Looking for more strawberry-inspired ideas? Check out my Fried Strawberry Cheesecake for an indulgent treat or Strawberry Crunch Cheesecake for a twist on classic flavors!
Strawberry Shortcake Pudding Cups Ingredients
For the Cookie Crust
• Golden Vanilla Oreos – The crunchy base that provides a delightful texture; you can use vanilla wafers if needed.
• Freeze-Dried Strawberries – These add texture and a pop of flavor in the crumble; fresh strawberries won’t provide the desired effect.
For the Pudding Filling
• Instant Jell-O Cheesecake Pudding – Brings creaminess and sweetness to the dessert; swapping with instant vanilla pudding works well too.
• Whole Milk – Necessary for mixing the pudding; almond milk or any preferred milk can be substituted.
For the Fruit Layer
• Strawberries (Diced) – Freshness and flavor enhance the pudding cups; other fruits like raspberries can also be used for a unique twist.
For the Topping
• Whipped Cream – This adds a light, airy finish; feel free to use either store-bought or homemade versions for convenience.
With these components, you’re well on your way to crafting the delightful Strawberry Shortcake Pudding Cups that everyone will adore!
Step‑by‑Step Instructions for Strawberry Shortcake Pudding Cups
Step 1: Crush the Cookies
Begin by placing the Golden Vanilla Oreos into a blender or food processor, pulsing until they form fine crumbs, which should take about 30 seconds. If you don’t have a machine, you can place the cookies in a zip-top bag and crush them using a rolling pin. Set the cookie crumbs aside in a mixing bowl for the base of your Strawberry Shortcake Pudding Cups.
Step 2: Prepare the Pudding
In a large mixing bowl, whisk together the instant Jell-O cheesecake pudding mix and 2 cups of cold whole milk. Continue stirring for about 2 minutes until the mixture thickens into a creamy consistency. Ensure there are no lumps for a smooth pudding layer in your Strawberry Shortcake Pudding Cups, and then let it sit for a couple of minutes to firm up even more.
Step 3: Layer the Ingredients
Take your dessert cups and begin layering by adding a generous spoonful of the Oreo cookie crumbs at the bottom. A clear cup works best to show off the beautiful layers. Next, gently spoon in a layer of the cheesecake pudding, followed by a layer of diced strawberries. Repeat this process until you reach the top of each cup, finishing with a lovely layer of whipped cream.
Step 4: Chill the Cups
Cover the assembled Strawberry Shortcake Pudding Cups with plastic wrap or a lid and place them in the refrigerator. Chill for at least 3 hours, allowing the flavors to meld and the layers to set. This chilling time is crucial for maintaining the crunchy texture of the cookie base while the flavors develop beautifully.
Step 5: Serve and Garnish
Once chilled and ready, remove the cups from the refrigerator. Just before serving, add additional whipped cream on top of each cup for an airy finish. You can also garnish with a few extra strawberry slices for a vibrant touch. Your delightful Strawberry Shortcake Pudding Cups are now ready to impress family and friends!

What to Serve with Strawberry Shortcake Pudding Cups
Surprise your guests with delightful accompaniments that perfectly enhance the charming layers of your dessert!
- Fresh Fruit Salad: A mix of seasonal fruits adds vibrant color and a refreshing brightness that balances the rich pudding.
- Berry Compote: A warm, tangy compote brings depth and enhances the strawberry flavor, giving each bite a luscious finish.
For a light touch, consider pairing with a fresh fruit salad. It’s a fantastic way to bring a burst of color to your table while keeping it refreshing.
- Lemonade Spritzer: A zesty, bubbly drink that invigorates the palate and complements the sweetness of each layered cup.
- Chocolate Dipped Strawberries: A touch of indulgence that brings a dreamy chocolate contrast to the fruity goodness of the pudding cups.
Don’t forget about a lively spritzer! It’s the ideal thirst quencher that cuts through the sweetness perfectly.
- Shortbread Cookies: Light and buttery, they provide a pleasant crunchy contrast and add an extra touch of indulgent texture.
- Whipped Cream Topped Brownies: A rich, chewy dessert that pairs nicely with the lightness of the pudding; a chocolate lover’s dream!
For a more decadent finish, whipped cream topped brownies can be the perfect way to end the meal on a sweet note without overshadowing your main attraction—Strawberry Shortcake Pudding Cups!
Expert Tips for Strawberry Shortcake Pudding Cups
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Keep It Crunchy: Avoid crushing strawberries too early. Adding them right before serving ensures your cookie crust remains deliciously crunchy.
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Timing Matters: For the best texture, assemble the pudding cups no more than 3 hours before serving. This way, you can enjoy the delightful contrast in textures.
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Whipped Cream Perfection: To prevent your whipped cream from wilting, add it just prior to serving. This keeps it light and fluffy atop your Strawberry Shortcake Pudding Cups.
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Adapt and Experiment: Feel free to swap freeze-dried strawberries for other fruits, like peaches or blueberries. This is a great way to personalize your dessert!
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Mix It Up: Try using chocolate pudding or crushed graham crackers for a unique twist on the traditional flavor while keeping the essence of Strawberry Shortcake Pudding Cups.
Strawberry Shortcake Pudding Cups Variations
Feel free to add your personal touch to these delightful pudding cups, turning them into your unique creation!
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Graham Cracker Swap: Replace freeze-dried strawberries with crushed graham crackers for a comforting, classic flavor. It adds a lovely crunch while complimenting the pudding beautifully.
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Chocolate Delight: Switch the cheesecake pudding with chocolate pudding for a rich, indulgent twist. This delightful variation is perfect for chocolate lovers and brings a whole new level of decadence.
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Berry Medley: Substitute diced strawberries with a mix of seasonal fruits like blueberries, raspberries, or peaches to bring a burst of color and flavor to your pudding cups. Each fruit adds a different dimension of sweetness.
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Coconut Cream: Use coconut milk instead of whole milk in your pudding for a tropical flair. Topping with toasted coconut flakes adds a wonderful texture and enhances the summer vibe!
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Nut Butter Bliss: Swirl in a spoonful of almond or peanut butter into the pudding layer for a nutty flavor and extra creaminess. This adds a satisfying depth that pairs wonderfully with the sweetness of the strawberries.
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Maple Surprise: Drizzle a bit of maple syrup over the layers to introduce a warm, comforting flavor. This little addition transforms the dessert into a cozy treat, perfect for any occasion.
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Spicy Kick: Add a pinch of cinnamon or nutmeg to the pudding mix for an unexpected warmth that enhances the sweet strawberry flavor. It brings a delightful aromatic experience to every bite.
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Vegan Option: Substitute all dairy ingredients with plant-based alternatives, using almond or coconut milk and vegan whipped cream. This option retains all the delightful elements while catering to dairy-free diets.
For even more strawberry-inspired sweets, don’t miss out on my Strawberry Crunch Cheesecake or the indulgent Fried Strawberry Cheesecake for a deliciously unique take!
How to Store and Freeze Strawberry Shortcake Pudding Cups
Fridge: Keep your assembled Strawberry Shortcake Pudding Cups in the refrigerator and consume them within 3 days for the best freshness and flavor.
Airtight Container: If you’re not serving all at once, transfer any leftovers to an airtight container, separating the layers if possible to maintain texture.
Freezer: For longer storage, you can freeze the pudding mixture separately (without cookies and whipped cream) in a freezer-safe container for up to 2 months.
Reheating: Thaw in the fridge overnight before using, but avoid refreezing once thawed. Assemble with fresh layers of cookies and whipped cream just before serving!
Make Ahead Options
These Strawberry Shortcake Pudding Cups are perfect for busy weeknights or gatherings! You can prepare the cookie crumbs and pudding mix up to 24 hours in advance. Simply crush the Golden Vanilla Oreos and store them in an airtight container at room temperature (to keep their crunch). Next, whisk together the cheesecake pudding and milk, then refrigerate it for up to 3 days until you’re ready to assemble. When you’re ready to serve, layer the Oreo crumbs and pudding in dessert cups, sprinkling in diced strawberries just before topping with whipped cream. This way, your dessert remains fresh and just as delightful, saving you time and effort while ensuring your guests enjoy a fantastic treat!

Strawberry Shortcake Pudding Cups Recipe FAQs
How do I select ripe strawberries?
Choose strawberries that are bright red and have a sweet aroma. Look for berries that are plump and firm, avoiding those with dark spots or signs of mold. If you’re unable to find fresh strawberries, consider using diced frozen strawberries that have been thawed and drained.
What’s the best way to store Strawberry Shortcake Pudding Cups?
Store your assembled Strawberry Shortcake Pudding Cups in the refrigerator in an airtight container for up to 3 days. If you have layers that remain separate, keep the cookies in one container and the pudding mix and fruit in another to maintain the crunch of the cookie base.
Can I freeze Strawberry Shortcake Pudding Cups?
While I recommend enjoying these cups fresh, if you want to freeze the pudding, you can do so without the cookie layers or whipped cream. Freeze the pudding mix in a freezer-safe container for up to 2 months. When ready to serve, allow it to thaw in the fridge overnight and then layer with fresh cookies and whipped cream before enjoying.
What should I do if my pudding isn’t thickening?
If your pudding is not thickening, it may be due to insufficient mixing or not allowing it to sit for a couple of minutes after whisking. Ensure you whisk for the full time recommended on the package, which is usually about 2 minutes. Let the mixture rest, as it will further thicken during that time. If you continue to have difficulties, you can add a little bit more pudding mix to help it along.
Are there any dietary considerations for this recipe?
Absolutely! Be mindful of any allergies. For those with gluten sensitivities, look for gluten-free cookies as a substitute for Golden Vanilla Oreos. If you’re looking for a lower-sugar option, consider using low-sugar pudding mixes and whipped topping alternatives. This recipe can easily be adapted to cater to various dietary needs, making it a versatile choice for gatherings.
How can I make these pudding cups more visually appealing?
Serve your Strawberry Shortcake Pudding Cups in clear glass bowls or cups to showcase the beautiful layers! Garnishing with a sprig of mint or additional strawberry slices on top just before serving also adds an elegant touch that your guests will appreciate.

Delicious Strawberry Shortcake Pudding Cups for Any Occasion
Ingredients
Equipment
Method
- Begin by placing the Golden Vanilla Oreos into a blender or food processor, pulsing until they form fine crumbs, which should take about 30 seconds. Set the cookie crumbs aside in a mixing bowl for the base.
- In a large mixing bowl, whisk together the instant Jell-O cheesecake pudding mix and 2 cups of cold whole milk. Stir for about 2 minutes until the mixture thickens.
- Take your dessert cups and layer the Oreo cookie crumbs at the bottom, followed by cheesecake pudding, and diced strawberries. Repeat layers until filled, finishing with whipped cream.
- Cover the assembled cups with plastic wrap and refrigerate for at least 3 hours to allow the flavors to meld.
- Remove the cups from the refrigerator and add additional whipped cream before serving. Garnish with extra strawberry slices if desired.

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