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Where to settle after retirement?

Need some advice and suggestions. Wife and I are at least a decade from retirement, but are beginning to think about where we might like to settle and live out the remainder of our lives. Factors are cost of living, climate, and quality of life.

Here's a little background. We are both teachers. Our roots are in Texas but we have been living in the Chicago area for nearly 20 years. At various times in my life I've lived in downstate Illinois, Florida, South Carolina, Virginia, Rhode Island, Indiana, Maine, and Texas.

We've done the numbers and decided that the cost of living is too high in the Chicago area. We will have paid off our mortgage by the time we retire, but property taxes and other expenses will cut into our disposable income. The answer seems to be to sell the house, downsize, and relocate. We are not tied to any part of the country. The only place we feel an emotional attachment to is Texas. But we can't take the hot weather anymore and the Austin area, where we are from, is even more expensive than where we live now.

We are thinking about a smaller town within, say, 30-40 minutes drive of a city with a population of 150,000-500,000. That city should have a good cultural life, shopping, and health care. A major university would be a plus. We are looking for a climate that isn't too hot or too cold (just right...). I'd like to be able to ride my motorcycle for, say 9 or 10 months of the year. That rules out the Upper Midwest or the Deep South.

I lived in Bloomington, Indiana and liked that area. I liked Urbana-Champaign and Springfield, Illinois but would prefer to leave this state. We've thought about looking more closely at Tennessee, North Carolina, maybe parts of Kentucky, Missouri, Ohio, etc. I haven't lived in the West but would be willing to consider it. I'm not crazy about the idea of going back to the East Coast but there may be areas to think about. I don't want to live in New England again.

I'd like to hear suggestions of areas we might investigate. The experiences of people who have done the same or similar would be most welcome. Thanks.
 
Even within the next 10 years, winters will be shorter and summers longer throughout the Midwest.

I just got back from a trip to Colorado, hiking in the Rockies. It's expensive if you live in a resort town, or in Boulder, but there must be plenty of affordable communities. The winters are mild (according to a Wisconsin expat who was working on a road crew) and we saw motorcycles everywhere.
 
I am starting to look at this issue as well.

One thing to consider is the relative tax burden of any state you move to. Some states have no income tax (Washington, Texas, Nevada, etc.), but some/all of that tax burden is made up by property tax and/or sales tax. If you are spending down an investment portfolio over an extended period (say 30 years), the difference in paying state income tax on the withdrawals or not will be huge (perhaps over 6 figures).

If you've got ties to Texas and you do not mind the weather that might be worth a hard look, the local economy is healthy, and it is relatively inexpensive.

I've also heard good things about Carson City and will be giving it a look.
 
I think there's a reason people retire to warmer climates. I would not like Florida, because it's nasty in summer. I feel the same way about Texas, but if you like it, there you go. I like the West, because it is dry, and there are some nice places out there. I would love Southwestern Colorado, or Utah, Nevada, New Mexico area. You might want to do some vacation exploring, to see what you like.
 
Lake County MI is where I plan on going. Maybe an hour from GR, an hour from Cadillac....... Plus the property values are really low. If you like woods, it has them. If you like lakes, it has them.....
 
Central Virginia. The counties outside of Richmond, VA have relatively low tax. The more rural you go, the lower the tax (and less public services like garbage collection, snow plowing, and street lights). You're not too far from city life. You miss Southside shootings? We got them too, just less often.
 
Thanks for the suggestions. Keep them coming, please.

Regarding Texas, part of me would love to go back there. But we just cannot handle the hot weather anymore. When we we younger and living there we hardly noticed it. These days when we go to visit in the summer it kills us, and we're still in our early 50s. We can't spend our retirement hunkered indoors for several months out of the year.
 
California's Central Valley is nice. I live in Sacramento, but there are smaller cities around. I lived in Davis for awhile, and that's a really nice community. You get good access to wine country, the coast, the Sierra Nevada mountains and foothills, and it's not unreasonably far from the redwoods to the north and all the SoCal attractions, not to mention Reno and Las Vegas. You get all the seasons without any extreme weather.
 
I would recommend in the mountains of upstate SC or east Tennessee. I lived in western NC for about 6 years and really enjoyed the weather. 4 very even seasons and very little snow to deal with. I think each year we got about 4 or 5 snow days which were no more than 4 - 6 inches. The snow melts quickly though. They don't have the snow removal equipment like they do in Chicago but it doesn't last long. You also don't have the major ice storm problems like in Atlanta or Charlotte.

Western NC is great but I recommend the TN and SC for the lower taxes, income and sales. The location is very central and the difference in the heat in the mountains compared to just 60 miles away is dramatic. The fall is great and there are a ton of great golf courses nearby in upstate SC and east GA if you are into that. Motorcycling is really popular on the Blue Ridge Parkway. From that region, the SC coast (Charleston) is only about 4 - 5 hours away.
 
I would recommend in the mountains of upstate SC or east Tennessee. I lived in western NC for about 6 years and really enjoyed the weather. 4 very even seasons and very little snow to deal with. I think each year we got about 4 or 5 snow days which were no more than 4 - 6 inches. The snow melts quickly though. They don't have the snow removal equipment like they do in Chicago but it doesn't last long. You also don't have the major ice storm problems like in Atlanta or Charlotte.

Western NC is great but I recommend the TN and SC for the lower taxes, income and sales. The location is very central and the difference in the heat in the mountains compared to just 60 miles away is dramatic. The fall is great and there are a ton of great golf courses nearby in upstate SC and east GA if you are into that. Motorcycling is really popular on the Blue Ridge Parkway. From that region, the SC coast (Charleston) is only about 4 - 5 hours away.

Chattanooga is the most beautiful place I've ever seen.

I think that would work for me.