These cute individual trifles are layered with creamy cheesecake pudding, fresh berries, jam, and sweet strawberry shortcake for a fun red, white, and blue dessert for Memorial Day, 4th of July, and Labor Day holiday gatherings.
Place strawberry shortcake rolls in the freezer for a few minutes so they are easier to slice.
In two separate bowls, gently stir the strawberries with strawberry jam and the blueberries/blackberries with blueberry jam.
In a large bowl, whip the cream cheese with a mixer on medium high until fluffy with no lumps. Mix in all of the pudding mix and the milk -- a little bit at a time, in about 4 installments -- until completely combined, smooth, and creamy. Fold in the Cool Whip.
Cut each strawberry shortcake roll into 6 slices, wiping the blade between cuts if necessary.
Build the individual trifle cups in 8-9 oz. cups. Spoon or pipe two tablespoons of pudding into the bottom of the cup. Add a spoonful of strawberries and two more spoonfuls of pudding. Arrange 4 shortcake slices, with some facing out. Cover with more pudding, then a couple spoonfuls of blueberries. If desired, top with more whipped cream, fresh berries, and a strawberry shortcake roll slice.
Notes
I used 9 oz. Chinet Crystal plastic cups, which yielded 7 full cups.
To cover the plastic cup, invert another plastic cup on top of the trifle cup and tightly wrap the cups in plastic wrap.
Mason jars with lids are also a great option to cover, store, and travel with mini trifles.
Depending on the size of the cups you use or how you choose to layer, you may need more slices of shortcakes or berries.