Bring wine, 1-cup sugar, and cinnamon to boil in large saucepan, stirring until the sugar dissolves. Boil until reduced to 1 cup, about 8 minutes. Cool syrup completely. Cover and chill until cold. (Can be made 1 day ahead. Keep chilled.)
Finely grate peel from 2 oranges. Mix peel and 1-tablespoon sugar in small bowl.
Using a small sharp knife cut off peel and white pith from all oranges. Working over a large bowl, cut between membranes and release segments. (Can be made 1 day ahead. Cover orange segments and sugar peel separately and chill.) Divide oranges and juice among 8 bowls. Drizzle syrup over and sprinkle with orange peel.