I'm reworking things to accommodate a six day trip. This is what I've come up with.

Day 1: Pittsburgh to Connellsville (63miles)
Day 2: Connellsville to Frostburg (72 miles)
Day 3: Frostburg to Little Orleans (59 miles)
Day 4: Little Orleans to Williamsport (42 miles)
Day 5: Williamsport to Harpers Ferry (40 miles)
Day 6: Harpers Ferry to Washington (59 miles)

Day 2 is long, but based on what I've read here, it seems as though the C&O portion may be dicier in terms of conditions if it rains, so I'm trying to shorten the miles on those days. I also hear that it is uphill from the path to the town of Frostburg. Does anyone have experience with this? Should I try to stay elsewhere? I could stop in Meyersville, but that will mean that Day 3 is a long one, and it will involve the hike around the Paw Paw Tunnel.