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Travel without reservations

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Considering a 21 day trip that will include landing and leaving from Bangkok. Stops in Luang Prabang, Siem Reap, Vietnam. Do not want to be tied down to a "must leave" schedule. Will be traveling in January 2013.
Is it reasonable/possible to book flights, find hotels etc. "on the moment" in the named places? Is this the wrong time of year to be doing this? Is there a travel agent who is flexible and available enough to be able to help with this kind of travel/adventure? Example: call on January 5th need a hotel in Siem Reap etc.
I know this can be accomplilshed on the internet, but at that time of year are there airplane, hotel, guide openings.
Central Question: based upon your knowledge is flexibility possible in January.
Thanks

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