Why would a hotel charge a higher rate when booking more than one night?
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In some situations, a hotel might require a minimum number of nights when a booking includes some specific nights, or prevent check-ins and/or check-outs on some specific dates.
I’ve seen this happen around New Year or Christmas for instance. This may be due to limited staff on those days, other practical constraints (e.g. they know in advance that traffic will be blocked around the hotel for a specific event), to take into account past experience (people party all night so they have a hard time waking up and leaving the room before check-out time, or additional cleanup may be required in many rooms...) or simply to take advantage of high demand.
Then then apply the same rate type to all nights in the booking which contains the specific night, while bookings for the other days taken individually would get a different, possibly lower, rate.
There seems to be quite a few events on July 27th in Milwaukee (Germans Fest, Brady Street Festival, Brewfest), I don’t know if any of those are large enough events to warrant such special treatment?
Upvote:1
I used to work at a Hotel. The manager of that hotel was not a big fan of booking someone for Saturday night only. He found that when Saturday got booked, Friday often was half empty. Most of the people that would stay Friday would also stay Saturday. Around the time that I left, he started requiring 2 night stays on the weekend (there was a private college right up the road and most of the guests were parents of those students who had the money to stay 2 nights). I can't answer to the differing price for the other night, but this is a reason you might not find the single Saturday night room available. This is frustrating to me as a traveler though as I drive cross country with my family to visit my parents. I have to plan carefully to get fair pricing on my way to and from. I have literally seen difference of $125+ for one night or another (I always look at flexible dates for vacation)
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