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Location: New Albany, Indiana (Greater Louisville)
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No city has my ideal weather because I'd like warm winters, but then again alligators and pythons also like warm winters At least here in Kentucky you don't have to worry about your dog or cat becoming dinner when you let them out!
I would vote for just outside of San Francisco, say, Sonoma or Healdsburg as having the best weather possible. San Francisco is way too affected by the ocean, downright cold in August, the fog making it unpredictably cold depending on the neighborhood in the spring and summer, although the winters are just about right. The wine country area has decently wet winters, cold enough to need a jacket, nice and hot summers but cools down at night. I agree with a previous poster if Seattle was a bit wetter, and less cloudy/drizzly it would get my vote. Miami would just be hell to me- I hate Florida weather -sticky!
Can't complain too much about San Diego weather -I do enjoy it, especially the mild summers, I wish it would rain about 25" a year though- but I do like a little more variety. The good thing is that its not hard at all to fly to take in some weather which we do all the time- snowshoeing or snowmobiling in Maine in Feb., skiing in Tahoe, NYC at Christmas or Seattle/Portland for a hot summer. I always know it'll be about 70° +/- 10°, and probably sunny, regardless of the date when I return home and thats a good thing.
Location: from houstoner to bostoner to new yorker to new jerseyite ;)
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San Francisco by a mile. I particularly love when it tends towards cool. 50-60's with low humidity is my idea of perfect weather. The only thing missing is a little snow.
You left Boston out. It's another city with great weather-- to me.
Not loving these New York summers. Not one bit. Too humid.
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