We are a U.K. couple in our 50s who have retired and have undertaken a number of road trips within the USA (and had helpful advice from this forum previously)as we work our way through our bucket list of visiting each of the 50 states. Our next idea is to to fly into Dulles International airport and take about 4 weeks during April to travel from there and visit places in Maryland, Delaware, Pennsylvania, Ohio, Kentucky, West Virginia, and Virginia before then flying down to Sarasota to visit friends for a month or so.
I have started the bones of an intinerary and would welcome advice on the first draft to help with any glaring errors, misunderstandings and general advice on where I should spend more time/less time, scenic routes to follow etc.

Day 1 Arrive Washington DC
Day 2 Washington DC
Day 3 Washington DC
Day 4 Washington DC
Day 5 drive dc to Annapolis
Day 6 Annapolis?
Day 7 Annapolis to Delaware via Chesapeake bridge rehoboth beach
Day 8 travel to cape May on ferry and onto Atlantic city NJ
Day 9 drive to Philadelphia
Day 10 Philadelphia
Day 11 leave Philadelphia to Lancaster
Day 12 Gettysburg
Day 13 Lancaster to Cleveland (where to stop?)
Day 14 spare day
Day 15 Cleveland
Day 16 Holmes county
Day 18 bards town
Day 19 bards town
Day 20 mammoth cave
Day 21 mammoth cave
Day 22 Cumberland falls
Day 23 - 28 Cumberland falls to Shenandoah NP (consider Daniel Boone forest, new river gorge, class scenic rail road other suggestions?)
Day 29 depart Richmond airport