Hi!  This topic is a complicated one. Twenty years ago you could travel without booking a hotel in advance, nowadays we run the risk of paying more or sleeping in a place that we do not like. I am planning a trip to New York City on April and I have made reservations in advance, I got a good room with breakfast included and free cancellation for a good price.  Nevertheless I keep on searching the web looking for a better hotel at a better price and found this very interesting article “Travel alert: The best day and time to book a hotel room” written by Michael Timmermann.