Place milk into a blender. Add in yogurt, flaxseed if using, honey, and cherries in that order. Blend until smooth.
Pour into a glass and sprinkle the granola over the smoothie. Serve immediately.
Notes
Dairy-Free Cherry Smoothie: Use almond milk and non-dairy plain yogurt.Cherry Smoothie with Fresh Cherries: Be sure to pit your cherries before adding them to the blender. Since the berries are fresh, it is best to use frozen banana chunks to give the smoothie a nice thick, frosty texture.Cherry Almond Smoothie: Use almond milk as your milk of choice, add ⅛ teaspoon of almond extract, and omit the vanilla extract.