Prepare the crust by mixing flour, sugar, and salt in a stand mixer. Add cold diced butter and mix until resembling coarse sand. Gradually add ice water until clumps form.
Chill the dough by dividing it into two balls, wrapping in plastic, and refrigerating for at least an hour.
Prepare the apple filling by cooking diced apples with butter, bourbon barley tea, vanilla bean paste, cinnamon, and brown sugar until syrupy. Cool to room temperature.
Prepare the blackberry filling by roasting blackberries, then simmering with sugar and vanilla extract until thickened. Cool the mixture.
Roll out the chilled dough to 1/8 inch thick and cut into pumpkin shapes. Refrigerate cutouts for 20 minutes.
Assemble the hand pies by placing filling on one pumpkin cutout, sealing with another cutout, and brushing with egg wash. Sprinkle with sugar and bake until golden brown.