I'd say start around 10:30 am from either Brunswick, MD to Harpers Ferry, WV which is 5 mi. each way, and if you'd like to ride around the town of HF, we could carry our bikes up the winding stairs. OR we could ride from a point just north of HF and go to Shepherdstown, WV. The mileage is 7 up and 7 back plus riding into Shepherdstown for a bite to eat. I'd like to take photos along the way, so it won't be a race, just an enjoyable ride along the towpath.
Specialized Ruby/Selle Italia Flow
1991 Specialized Sirrus, steel frame
Dahon Eco C7
Surly Long Haul Trucker/Terry Fly RS
Trident TWIG Recumbent