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Old 09-16-2015, 04:50 PM   #21
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Old 09-16-2015, 04:57 PM   #22
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With a whole month and cost-no-object, I'd suggest a week each in Maui, Oahu, Kauai, and Big Island. Fewer than average in the ballet and and museum dept., but big on just relaxing and enjoying natural beauty and natural wonders. As far as weather goes, rain is probably the only "bad" weather you might experience. In winter, it will be mild (not too warm like right now).

My favorite winter spot on the mainland is San Diego. Lots to do, usually very mild weather, though forget swimming (even in summer IMHO). From SD, you can easily travel to LA for ALL kinds of cultural events you many not find in SD.

Have fun and be warm.
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Old 09-16-2015, 05:58 PM   #23
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San Antonio, TX is good choice. Can be a bit cold if a cold front moves in, but generally light jacket would be all that is required. Your thicker blood and cold tolerance form Chicago may not even think jacket is needed. SA has a lot of great food, easy to get around, plenty of stuff to see around the city or the nearby area. Downtown Riverwalk is safe and clean, no panhandling bums or homeless to speak of. Catch a Spurs basketball game, visit the Alamo, nearby towns of Boerne, Greune or Fredericksburg are fun day trip. Although not a requirement, SA is pretty low cost to visit and stay.

I used to live there, definitely better in winter than summer for visiting; unless you like hot and humid summer weather.
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Old 09-16-2015, 06:12 PM   #24
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Yes, they have it all, including massive traffic jams. And if you like traffic jams at all hours, you will absolutely love Houston. The only city that is worse in the US is possibly LA.

I can't believe that I drove in that mess to downtown everyday for almost 40 years. Of course 20, 30 or 40 years ago it wasn't nearly as bad as it is today.
There are plenty of places in town like in the Heights where it would be convenient to stay for a month and avoid the traffic.
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Old 09-16-2015, 10:10 PM   #25
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It's typically crisp and clear here in Minnesota in January.
As in too cold to snow?
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Old 09-17-2015, 07:42 AM   #26
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Visit Washington DC, no crowds cool mild weather. All of the attractions are yours with no wait. Bundle up, walk everywhere and enjoy.


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Old 09-17-2015, 07:44 AM   #27
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As in too cold to snow?
Sometimes... When it is -30, the sun is typically shinning the brightest.

But at least it is a dry cold.
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Old 09-17-2015, 08:59 AM   #28
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Visit Washington DC, no crowds cool mild weather. All of the attractions are yours with no wait. Bundle up, walk everywhere and enjoy.
No crowds on the mall or in the museums, maybe. But don't try to drive anywhere. Winter traffic is miserable, especially once the first flake falls.
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Old 09-18-2015, 08:09 PM   #29
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Old 09-19-2015, 05:42 PM   #30
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No crowds on the mall or in the museums, maybe. But don't try to drive anywhere. Winter traffic is miserable, especially once the first flake falls.
I'll second that. DC area traffic was the main motivation for us to move to WV. And if it snows... well, you're not going anywhere in a hurry, if at all.
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Old 09-19-2015, 05:57 PM   #31
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Visit Washington DC, no crowds cool mild weather. All of the attractions are yours with no wait. Bundle up, walk everywhere and enjoy.

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If by cool and mild you mean snowy and windy and below freezing, then ok.
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Old 09-20-2015, 08:19 PM   #32
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Tuscon, much prettier than Phoenix with actual mountains!



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Old 09-21-2015, 02:12 PM   #33
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San Diego. Went there last January and it was stunning. Also Hawaiian Islands. January is supposed to be the peak whale watching season in Maui. Not east or south as you wanted. It's cold in the east in January.


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Old 09-22-2015, 11:38 PM   #34
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I spent a January week in Orlando once and it was 26 degrees with frost on my car in the mornings.

Go further south.


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Old 09-24-2015, 10:48 AM   #35
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Sometimes... When it is -30, the sun is typically shinning the brightest.

But at least it is a dry cold.

TRUTH
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Old 09-24-2015, 05:28 PM   #36
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Old 09-24-2015, 06:11 PM   #37
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Suggest you stay away from Chandler/Phoenix AZ it is nice in the winter but the people suck! Seems like everyone here is from Chicago, or Canada nowdays in this retirement community.
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Old 09-24-2015, 06:20 PM   #38
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The Keys.

Or, you could visit us here in San Diego. January is usually our rainy month and we are planning on a big rain this year, but even at its worst, it's still pretty nice.
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Old 09-24-2015, 06:20 PM   #39
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Suggest you stay away from Chandler/Phoenix AZ it is nice in the winter but the people suck! Seems like everyone here is from Chicago, or Canada nowdays in this retirement community.
What have you got against people from Chicago and Canada?
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Old 09-24-2015, 06:38 PM   #40
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What have you got against people from Chicago and Canada?
Don't give it a second thought, Meadbh. I think he just wants the place to himself.
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