Sounds like you are setup for longer boondocking stays. That's a plus in that it gives you more choices on where you stay. We are setup, or making adjustments, trying to hit a 2 week goal for electric only hookups. So far we would just have to add about 30 gallons of fresh water as our waste tanks will handle it. We have a 30 amp generator but still try and find at least 30 amp connections in a park.
We decided so far not to plan to far out ahead of us, so the ability to take a spot with less services is a plus as the parks we like fill up such as state and corp. of engineers. We don't like having a place to be at a certain time although we are scheduled in late April at the factory for minor RV repairs. By the way you may already know you can buy an annual pass ($80) for Corp of Engineer parks which cuts you stays to half price. If you are 62 or older the annual pass is good for a lifetime. American the Beautiful pass is what it's called.
We kind of pick an area we want to be and gradually meander towards it. Hate moving more than 200 miles at a time or spending any less than 2 days in a spot. Once we arrive at the park/spot we decide in a day or so if we want to extend our stay, hence not having too many reservations setup ahead of our travels.
Waiting the winter out sounds good! I know the feeling when friends that you came to know start moving out. Causes hitch-ich and the desire to move as well. But, seems like in some cases new friends just move in behind them.
I retired in October of 2019 so I'm still adjusting to that change as well. It's about equally as hard as moving into the RV lifestyle. The wife had been retired already and established a routine at our old sticks-and-bricks house. I think she is having more trouble than me making the switch in terms of how she spends her days. Finding those friends in the parks for longer term stays has been a huge help.