Kevin,
Not sure about you, but after the middle of Nov, I find the upper bay quite devoid of stripers. Croakers depart in Sep and blues depart in late Oct. Stripers are on their way out in mid Nov. Mostly only the perch remain in the creeks. The further south you go, the further into Nov/Dec you can go and still get decent catches. By Jan the action is mostly at the CBBT and south in the 3 mi zone along the VA/NC coast.
Once the end of Oct comes, I only plan 1-2 trips to the CBBT and then I'm done and get the Diamond serviced and covered for winter. She comes back out in mid to late Mar for fishing the CCNPP hot-water discharge (aka "rips") in Apr & May.