Travelling Idea

When I was driving from Los Angeles to San Francisco, I had to find the place or places where to stay for the night. I was wondering if, given the data from all the people travelling this route, it is possible to find the best places to stay considering few parameters you can choose like "Days travelling - Awesome places to see - Cheapest stay on the route".
If you want cheapest trip, algorithm will find the optimal route prioritizing this criteria, or if you want just the route people usually take - see it and decide for yourself whether it is what you want.
For example, if booking.com has, for example, lots of data of anonimized user IDs, it should be possible to implement something like that, isn't it?
Or there is already such a service and I had just totally missed it?

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