The pineapple upside-down cake is an American classic. Here, tart apples take the place of honor, sweetened with a mix of white and brown sugar, flavored with cinnamon. It’s a beautiful autumnal dessert, with soft, tender vanilla cake and a subtly flavored bourbon whipped cream spooned on top.
Make-ahead note: Bake the cake 1 day ahead and, when thoroughly cool, wrap it well in plastic film. Rewarm, covered with foil, in a 300°F oven for about 15 minutes.