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Short trip to Tokyo/Kyoto - areas to stay and logistics?

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My earlier thread helped a lot and I've decided on November. The NBA schedule was published yesterday so this morning I was able to book my flights. Was going to do open jaw Tokyo/Osaka -- but R-T in/out of Narita ended up nearly $1000 cheaper so I just have to deal w/ it.

I'll be in country from late afternoon Nov 19 through late afternoon Nov. 25 so 5 full days and 2 half days. I plan on 3.5 days in Kyoto and 2+ days in Tokyo unless you think something else would be better.

So first question: Does it make sense to travel on to Kyoto on arrival and getting all the travel out of the way - then return to Tokyo for the last couple of days before flying out?

2) With such a short stay I want VERY well located hotels. And because the trip is short, 'spendy' is OK :) So if you were visiting for the first time and wanted the best locations, which neighborhoods would you choose in each city?

I think I'd like one to be more traditional and one maybe posh/modern . . .

Any special favorites/recommendations? Is Booking.com good for Japan - I use it sometimes in Europe and it has been reliable there?

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