Another way to increase your chance of a hotel upgrade is planning your vacation or stay strategically. Try planning your travel away from holidays and other times people typically vacation, and if you can arrange your stay for a week night, even better. Additionally, if you only reserve the room for one night, you're more likely to get a better room for the asking, as the hotel won't have to worry about it being tied up in the event they can sell it the next day.
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