Seemingly, the travel to the promised land could necessitate only
one two stops - Crossing the Red Sea and at Mt Sinai to receive the Torah. Theoretically, the next stop would be Arvot Moab, before crossing Jordan.
Factually, acc to WIKI, there were 2 extra stops before the Red Sea, 7 stops before Mt Sinai, and 29 stops before reaching Jordan.
IIRC, G-d provided all the conditions for a safe and enjoyable stay at any time. So from people's view, all places were/felt the same, if they stayed inside the cloud.
According to Pshat (taking it physically and not metaphorically), Why dragging millions of people across with their houses and livestock the wild desert through 42 places, journey after journey, was
important in G-d's eyes needed?