This Delmarva trip sounds great. Don't forget some of these following places of interest.
St. Michaels - architecture, streets, ships
Oxford - street scenes and architecture, Robt. Morris Inn
Salisbury- Pemberton Hall, Can't lose with a photo of this regardless of light.
Princess Anne - Colonial architecture
Berlin- lovely downtown, Atlantic Hotel, film background for Runaway Bride and Tuck everlasting.
Snowhill- old farming area- Iron Furnace, colonial iron smelting area
Deal Island - boats, river, crabbing, Tangier sound
Chrisfield - old packing houses, boats , river, crabbing
Parksley - Trains, old towns and villages
Chincoteague- old resort and beach town
Ocean City- ocean and resort area
Annapolis- old buildings and streets.
Quantico- old architecture
Whitehaven - lovely old hotel
Chestertown- old streets and buildings
Onancock - old farms and buildings
Accomac- old farms and buildings
There is a lot of very interesting things to photograph on the Eastern Shore, once you get here. Pill boxes are OK, but there is more to be found to make those large square inches of silver sing!
All the best,