[joshvm]

This is partially explained by the end of season spoiler: a lot of what you're watching isn't happening simultaneously. We see Maeve get reset a hell of a lot of times, while in the meantime Teddy is wandering all over the park with William, Dolores is somewhere and so on. There is no mention of actual dates.

My initial reasoning was that the park doesn't get continually reset every day, nor does it necessarily happen over night. It gets reset when a storyline finishes or a catastrophe happens in one location, e.g. the shootout in the starting town. It would make sense for guests to be given allocated windows for entry (note how the park is clearly not teeming with players, we meet perhaps 10 extras over the course of the entire series). Then that 'game' gets run, people play through the stories and then a new cohort begins. This might take, for example, a week.

We see the transition from the church in the Maze town being totally covered in sand, to being unearthed again. That clearly isn't an overnight (or even a week's) job.

Recall William had to get permission to launch an incendiary attack at the prison. It's possible that the control centre would deny the use of dynamite to a player if it was used in a location that would be frequently re-used.