“We are going to check out Charlotte, NC soon, mostly because one of our kids lives there. Obviously summer would be the season we would leave there, but winters look decent and boy are there recreational water opportunities, great trails, and serious pickleball. Portland, ME is the flip side of that coin, or Pittsburgh, PA.”
Nearly every place has it’s problems.
If you want year round consistent weather, HI is the place to be. Not too hot (breezes) not too cold, moderate weather year round. Expensive and far from the rest of the USA if you get island fever.
My parents, when they retired, bought a manufactured home in Briny Breezes FL about 20 miles south of West Palm Beach. Along the Atlantic coast. Had tons of activities for active seniors (had to be 55+ to live there). They spend about 5 months a year there (winter) with moderate temps. Then come mid March they headed north. Stopped in VA to visit the kids for a couple weeks then to Lake George NY for the summer - about 4 months of good weather there. Maybe 5 months. Then back south with stop in VA …and on to FL for the winter.
I lived in central VA (Lynchburg). winters - colder - weeks of snow and real cold but didn’t last long. Nice spring/fall but hot muggy summer months. Still lots to do. Some days hot muggy/other days nice with breeze. There 13 years.
Lived in Arlington VA…decent weather except July/Aug with high heat and high humidity. Snow in winter.
I doubt you’ll find a place other than southern CA that doesn’t have snow and doesn’t get too hot, although LA has been getting hotter and hotter and some summer sizzle.
If you can be a snow bird for 4-5 months a year…that works for many states including New England, MN, WI, etc. Winters there can be 8 months long.
we have an annual get together in late April in Traverse City MI . Most years is barely over 40F for the days we are there. warms up right after that - for the 4 summer months.
A lot of FL snowbirds head north to NC (often to the mountains, like Asheville) for the summer…from April to Nov.