Rinse the strawberries under cool water and pat them dry with a paper towel.

Slice off the green tops and use a small knife to hollow out the center of each berry.

Cut small triangle shapes and a jagged mouth into the side of each strawberry to form a jack-o'-lantern face.

In a mixing bowl, combine the softened cream cheese, powdered sugar, and vanilla extract. Stir until the mixture is smooth and creamy.

Spoon the filling into a small zip-top bag, snip off one corner, and pipe the mixture into the hollowed strawberries until each one is filled.

Arrange the filled strawberries on a plate and serve right away.