I moved to Madison, WI this summer for residency, from Memphis, TN. Talk about a huge difference regarding DG seasons and playability.
The summers in Memphis absolutely suck due to the extreme heat: imagine South Florida in July/August, but without the beach, or daily afternoon rain to help cool the ambient temperature (I was raised in S. Florida, so I can accurately make that comparison).
Summertime in Madison is phenomenal. Beautiful weather, and residents here complain about how hot it is when the temperature reaches 85 F. I just sit back and laugh, remembering that Memphis had 2 weeks this summer when the heat index was almost 120 F....
Winters in Memphis rock for DG. There are 10 full-18 hole courses, and they are pretty much deserted except for experienced players. Plus, the weather is usually beautiful, with temperatures averaging in the mid-40s (sometimes a bit colder, but not consistently) and probably 1 snowfall (2-8 inches) that is usually melted within a week.
Winters in Madtown are not quite as peachy as Memphis. Cold is a good descriptive adjective.... and snowy.... and windy. Plus, it gets dark before I leave work, so there is zero chance of playing during the week unless I'm post-call or on night float. Also, 2 of the 3 courses in town remove their baskets by December 1st, and don't return them until April/May. That really sucks.
So, to answer the OP's question, and this one too:
Live on the gulf coast.
I need a "how do you cope with the summer" thread. lol
Live in Madison for the summer and fall, and Memphis for the winter and spring.
When done with residency, I'm moving back to the south, as I'm a southern boy by history and heart. But I'll try to come back up here for the summer as often as possible, that's for sure.