
This Chocolate Cherry Cream Pie brings together the nostalgia of summer cherries with a creamy chocolate twist that always delights my family. Silky chocolate pudding and tart cherry filling are layered into a tender crust, crowned with pillowy whipped cream and a chocolatey finish. The first time I served this at a Sunday dinner, every last crumb disappeared before I could even blink.
I first whipped up this pie for a Valentine’s Day gathering and now it is a birthday request every year. The combination never gets old especially for cherry and chocolate lovers at my table.
Ingredients
- Pre-baked nine inch pie crust: provides a sturdy base choose one with a buttery crumb for best results
- Cherry pie filling: brings tart sweetness choose homemade or quality canned with whole cherries
- Chocolate pudding mix: forms a creamy thick layer look for high-cocoa mixes for depth
- Cold milk: makes the pudding rich use whole milk for extra smoothness
- Whipped cream: adds a light airy finish homemade holds its shape better if you have time
- Chocolate chips: offer burst of chocolate in every bite choose semi-sweet or dark for flavor contrast
- Fresh cherries: brighten each slice and add visual appeal look for firm ripe fruit
Step-by-Step Instructions
- Prepare the Crust:
- Make sure your pie crust is fully baked and cooled this prevents sogginess and keeps each slice neat
- Layer the Cherries:
- Spoon the cherry pie filling evenly across the bottom of the pie crust spreading to every edge so each bite pops with fruit
- Make and Spread the Pudding:
- Mix the chocolate pudding with cold milk following package instructions to keep it lump free then let it sit for a few minutes before spreading gently over the cherry layer for a defined layer
- Add Whipped Cream:
- Dollop whipped cream over the pudding and use a spatula to smooth it in an even thick cloud that covers all the chocolate
- Top with Chocolate and Cherries:
- Scatter chocolate chips all over the whipped cream then nestle fresh cherries on top for a stunning look and juicy bite
- Chill Before Slicing:
- Put the pie in the fridge for at least two hours which is key for firm clean slices and layered texture

I always splurge on real whipped cream for this pie because the flavor is unmatched. One year I let my oldest son help sprinkle on the chocolate chips and now he insists on being the one to finish every pie.
Storage Tips
Store the pie in the refrigerator covered with plastic wrap or in a pie container where it keeps well for up to three days. For best texture avoid freezing as it can turn the whipped cream watery. If making ahead hold off on adding fresh cherries until serving for best looks and taste.
Ingredient Substitutions
You can use a graham cracker or Oreo crust for a chocolatey twist. Swap cherry pie filling with fresh cooked cherries cooked briefly with a little sugar and cornstarch. Dairy free pudding and coconut whipped cream make this completely plant based.
Serving Suggestions
This pie needs only a fork and a smile but is especially lovely with a cup of coffee or glass of cold milk. Try sprinkling extra shaved chocolate or a few toasted almonds on top for a festive finish. Serve slices on chilled dessert plates for extra elegance.
A Bit of History
Chocolate cherry desserts date back generations in America inspired by Black Forest cake traditions from Germany. Pairing tart sweet cherries with layers of cream and chocolate has always been a favorite for celebrations from birthdays to Sunday potlucks.
Recipe FAQs
- → Can I use homemade cherry filling?
Yes, homemade cherry filling adds a fresh, tangy flavor. Ensure it's cool before adding to the crust.
- → Which chocolate pudding works best?
Instant chocolate pudding creates a smooth and quick layer. Choose milk or dark chocolate for richer depth.
- → Can I make this dessert ahead of time?
Absolutely. This pie benefits from chilling, so preparing several hours or a day in advance is ideal.
- → How do I prevent a soggy crust?
Always use a fully cooled, pre-baked crust and assemble just before chilling to keep it crisp.
- → Are there alternatives to whipped cream?
Coconut whipped topping or stabilized cream can substitute if you seek dairy-free or longer-lasting options.
- → What garnishes enhance presentation?
Scatter extra chocolate chips, chocolate curls, or a few whole cherries for a festive, appealing finish.