While that sounds like a possibility, I'm thinking he will helo from WH to Gordon's Pond, also since he is taking a midweek break doesn't really make sense he would go back to DC on Friday (according to TFR end time) and then return to DE on Saturday, but we will see.
There may be a need for him to be in Washington on Friday. So perhaps the reasoning for the time gap from Friday to Saturday.
Based on the TFR - there will be limited general aviation traffic at most beach airports. Banner planes will not be flying as well as sightseeing helicopter flights from Wildwood. Would imagine any GA aircraft inbound will file their flight plans accordingly and others who just fly in to practice approaches will have to avoid the area.
Will be interesting to see if the fighters and tankers are visible from here at the beach area.