If you’re craving a dessert that captures the joyful nostalgia of strawberry bars from the ice cream man, these Strawberry Shortcake Pudding Cups are an absolute must-try. They combine the creamy richness of Jell-O Cheesecake Pudding with fresh whipped cream and sweet strawberries, all topped off with a delightfully crumbly, fruity mixture. Each bite feels like a mini celebration of classic summer flavors delivered in a simple, easy-to-make treat that’s perfect any time you want to brighten your day.

Ingredients You’ll Need
It might surprise you how just a few simple ingredients can come together to create such an incredible flavor and texture combination. Each component, from the creamy pudding to the crunchy topping, plays a crucial role in balancing sweet, tart, and creamy notes that define these pudding cups.
- Jell-O Cheesecake Pudding mix: This is the luscious base that gives these cups their signature creamy cheesecake flavor without fuss.
- Whipped cream: Adds lightness and a velvety texture that complements the pudding beautifully.
- Fresh strawberries: Provide a burst of natural sweetness and that gorgeous juicy contrast.
- Golden vanilla Oreos: Infuse a subtle vanilla crunch into the topping, making every bite exciting.
- Freeze-dried strawberries: These crush down finely and elevate the topping with intense strawberry flavor and vibrant color.
How to Make Strawberry Shortcake Pudding Cups
Step 1: Prepare the Cheesecake Pudding
Start by mixing the Jell-O Cheesecake Pudding according to the package instructions, usually with milk for a silky smooth texture. Whisk it until thickened, then transfer to your serving cups as the rich foundation of these delightful treats.
Step 2: Whip the Cream
While the pudding sets slightly, whip your cream until soft peaks form. This fluffy topping will balance the dense cheesecake pudding, making each spoonful feel light and creamy.
Step 3: Blend the Topping
Combine the golden vanilla Oreos and freeze-dried strawberries in a blender or food processor. Pulse until everything is broken down into a fine, crumbly texture that’s just perfect for sprinkling on top. This crumbly topping adds a beautiful crunch and a pop of berry flavor that elevates the dessert.
Step 4: Layer and Assemble
Slice fresh strawberries and layer them over the set pudding in each cup. Add a generous dollop of whipped cream, then finish with a hearty sprinkle of your crushed Oreo and freeze-dried strawberry mixture. Repeat layering if your cups are deep or make it simple with one layer of each component for quicker assembly.
How to Serve Strawberry Shortcake Pudding Cups

Garnishes
For a gorgeous finish, consider adding a whole strawberry on top or a small mint leaf for a pop of green. A light dusting of powdered sugar also adds a lovely touch of sweetness and elegance.
Side Dishes
These pudding cups shine as a stand-alone dessert, but if you want to round out your spread, pair them with a crisp side salad or a light citrus sorbet to keep things refreshing and balanced.
Creative Ways to Present
Try serving these in clear glass jars or pretty dessert glasses so guests can admire the layers. You can also thread strawberries onto mini skewers for a fun, interactive way to enjoy the fruit alongside the pudding cups.
Make Ahead and Storage
Storing Leftovers
Keep any leftovers tightly covered in the refrigerator. They’ll stay fresh and delicious for up to 2 days, though they are best enjoyed within the first day to keep that crumb topping crisp.
Freezing
Because of the whipped cream and fresh strawberries, freezing isn’t ideal for this dessert. The texture will suffer once thawed, so it’s best to enjoy your Strawberry Shortcake Pudding Cups fresh.
Reheating
These pudding cups are meant to be served cold or at room temperature, so there’s no need for reheating. Keep them chilled until you’re ready to dig in!
FAQs
Can I use instant pudding mix for this recipe?
Absolutely! Instant Jell-O Cheesecake Pudding mix works wonderfully, making this dessert even quicker without compromising on creaminess.
What if I can’t find freeze-dried strawberries?
You can substitute with finely chopped dried strawberries or even fresh strawberries in the topping, but freeze-dried ones add a unique crunch and concentrated flavor that’s hard to replicate.
Is there a non-dairy option for this dessert?
Yes, you can use non-dairy milk for the pudding and coconut whipped cream to make this recipe suitable for dairy-free diets without losing that creamy texture.
Can I prepare these cups for a party in advance?
Definitely! Prepare the pudding and whipped cream ahead, but wait to assemble with fresh strawberries and crumb topping on the day of serving to keep everything fresh and crunchy.
How do I get the crumb topping just right?
Pulse the Oreos and freeze-dried strawberries a few seconds at a time so you get a fine but still slightly textured crumb. You want it delicate enough to sprinkle easily but not powdery.
Final Thoughts
If you love desserts that bring smiles with every bite, Strawberry Shortcake Pudding Cups are just the thing to add a splash of joy to your day. They’re easy to make, layered with fun textures, and bursting with fresh strawberry flavor that’s hard to resist. Give them a try and watch how quickly they become a beloved favorite in your dessert rotation!