1. Preheat oven to 450 degrees.
2. Make cinnamon filling by combining brown sugar, cinnamon, flour and melted butter. Set aside.
3. In a separate medium-size bowl, combine flour, baking powder, powdered sugar and cinnamon.
4. Use a pastry cutter to cut 1/4 cup butter and shortening into the flour mixture. Your butter and shortening should be cold enough to stay in pieces and not blend into the flour. You want to have little bits of butter and shortening throughout.
5. Make a hole in the center of your flour mixture, then pour in the buttermilk.
6. Use a wooden spoon to carefully fold the ingredients together until just combined. Dough will be sticky.
7. Knead the dough 2-3 times on a lightly floured surface. Do no over knead. You should still see bits of butter and shortening and dough should be coarsely combined, not smooth. Spread the dough out to desired thickness. I was about to get 4 biscuits from the first round of cutting.
8. Use a sharp biscuit cutter to cut out biscuits. Do not use a spinning motion to cut biscuits. Press down, then lift up. You’ll have more dough that you can cut a couple more biscuits from, but be careful not to over knead it when re-spreading it.
9. Place biscuits on an unlined baking sheet, preferably lighter in color.
10. Make a little dent in the center of the biscuits. Add about 1 tablespoon of cinnamon filling to the hole.
11. Bake for about 12 minutes, or until lightly brown on the lights and edges.
12. Remove biscuits from oven, then brush with remaining 1/4 cup of butter, melted.
13. Remove biscuits to a plate to cool and top with vanilla glaze.
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