Tour Du Port, Baltimore mid-October
Good, crisp, late season ride. I love to start early and watch the city waking up.

PPTC Peach Picker Ride, Markham, VA mid-August (unfortunately not this year)
Stop by the Stribling Orchard store, load up on fresh peaches and apples, have a couple for breakfast, then put the rest in a cooler while I have a beautiful ride over into the Shenandoah Valley.