Sift the flour and salt into a large bowl. Cut in the shortening and the butter until the mixture resembles coarse crumbs. 3 cups pastry flour, 1 teaspoon salt, 1/2 cup shortening, 1/2 cup cold butter
Whisk the water and vinegar together in a cup. Add the mixture to the crumbs. Mix together just until the dough is combined and handles well. 1/2 cup ice cold water, 1 tablespoon white vinegar
Sprinkle flour on the counter before rolling out the dough. Split the dough into two chunks.
Roll out one piece of dough on a floured surface into a rectangle. The dough should be about the thickness of a regular pie dough.
Spread a light coating of butter all over the pie crust. Then sprinkle with cinnamon and sugar. 1/4 cup salted butter, 2 teaspoons ground cinnamon, 3 tablespoons granulated sugar
Starting with the long end, roll up the dough jelly roll style, as if you were making cinnamon rolls. Roll the dough tightly.
Once the dough is rolled, use a sharp knife or pastry cutter to cut the dough into slices about 1/4-1/2" thick.
Press the cinnamon rolls flat side down into the bottom and up the sides of a 9" pie plate. Overlap and press the edges together to seal the crust.
Roll out the other half of the dough, spread it with butter, sprinkle with cinnamon and sugar, rollup jelly roll style and slice into 1/4" thick slices just as with the other crust. Set aside while you make the apple pie filling.
Make the pie filling:
Peel, core and slice the apples thinly. 8 large apples
Place them in a large saucepan. Sprinkle the flour, sugar, cinnamon, nutmeg and lemon juice over the apples. Cook over medium low heat just until the apples start to soften, about 10-15 minutes. Stir several times during cooking. ¼ cup all-purpose flour, 3/4 cup granulated sugar, 2 teaspoons ground cinnamon, ¼ teaspoon freshly grated nutmeg, Juice of half a lemon
Pour the warm apple mixture into the pie plate. Press down on the apples so that they lay flat and don’t have much space between them. This gives a nice, thick pie! Dot the top of the apples with the butter. 2 tablespoons salted butter
Place the cinnamon roll slices overtop the fruit filling. Don't worry about sealing the crust, but simply place the slices overtop in a pretty arrangement.
Use a pastry brush to brush milk overtop the pie crust, which will give the crust a shine. Sprinkle coarse sugar on top of the pie crust. 2 tablespoons 2% milk, 2 tablespoons coarse sugar
Bake at 425°F for about 40 minutes, or until the cinnamon roll crust is golden brown and the apple filling is bubbling in the gaps between the swirls. Test the apples with a thin knife. They should be tender with little resistance. If the crust browns too quickly, loosely cover the edges with foil.
Allow the pie to cool to room temperature before slicing so the filling has time to thicken and set.
Notes
For a shortcut, use 2 cans canned apple pie filling.
Baking tip: Look for bubbling filling, not just a golden crust. The cinnamon sugar can brown before the pie is completely baked.
The calories shown are based on the pie being cut into 8 pieces, with 1 serving being 1 slice of pie. Since different brands of ingredients have different nutritional information, the calories shown are just an estimate. **We are not dietitians and recommend you seek a nutritionist for exact nutritional information.**