In a small saucepan, combine the sugar, water and cinnamon. Bring to a boil, stirring occasionally. Remove from heat.
Let the cinnamon cool. In a pitcher, pour the red wine, bourbon, lemon juice and apple cider.
Add orange slices and fresh cranberries to the pitcher. Add crushed or cubed ice to each glass and fill ¾ of the way with sangria.
Top off the remaining space with sprite and garnish with a piece of fresh rosemary.