Preheat your oven to 375 degrees F, and line a baking sheet with parchment paper or a silicone mat.
Break the sheets of graham crackers into bite sized pieces, then spread them into an even layer on your prepared baking sheet.
In a microwave safe bowl, microwave butter until melted, then add in brown sugar and cinnamon. Mix to combine.
Evenly spoon the butter, sugar, and cinnamon mixture over the graham crackers, then bake for 10-12 minutes, tossing everything to coat halfway through baking. Let cool completely.
While the graham cracker “cobbler” pieces are cooling, combine cream cheese, instant cheesecake pudding and powdered sugar.
Once combined, pour in the heavy cream and vanilla extract. Whip to form a thick cheesecake mixture.
Add the chopped peaches to the cheesecake base and fold to combine. Repeat with the cooled graham cracker “cobbler” pieces.
Transfer to a serving bowl, then top with reserved peaches and cobbler pieces before serving.