WARNING: The following contains spoilers for The Mandalorian episode 5.
"The Gunslinger" was set on Tatooine as the Mandalorian and Baby Yoda make a pit stop to the iconic franchise location.
As the Mandalorian left his ship at the docking bay, with Baby Yoda under the care of Peli Motto, he roamed around the sand planet looking for an under-the-table job. He found his way to Chalmun's cantina. This makes sense considering that the place was established as a hub for bounty hunters and other criminal activities when it debuted in the original Star Wars film. However, we soon find out that things have drastically changed for the cantina since Obi Wan Kenobi and Luke Skywalker visited it all those years ago.
The Mos Eisley cantina in The Mandalorian was noticeably quiet and empty - a stark contrast to the crowded version with a live band people it as. However, this isn't the most significant change to the cantina; it's the fact that a droid is now manning the bar. To think that only a few years prior, it had a no-droid policy. Fans can that, when Obi Wan and Luke visited the Mos Eisley cantina, C3-PO and R2-D2 were forced out because the bartender said they "don't serve their kind."
It's unclear if we're ever going to visit Mos Eisley cantina again - at least in this Star Wars series. Considering where the story of The Mandalorian takes place, it's not outside the realm of possibility for the eponymous character to end up in the sand planet in his future adventures after season 1. The show is already in production for season 2, and depending on where his current predicament takes him, chances are that he'll operate in the same area.
Whether The Mandalorian visits the Mos Eisley cantina (or Tatooine, in general) or not, another Star Wars live-action TV series could offer fans the opportunity to see more of the sand planet and its famous bar. The Obi Wan Kenobi series which will see the return of Ewan McGregor as the beloved Jedi Master, will be set between Star Wars: Episode III - Revenge of the Sith and A New Hope, and given what we know about his life during this time period, it's safe to assume that much of the show will take place on Tatooine. Considering his blatant disgust for the Mos Eisley cantina in A New Hope, there's a chance that he might have had an ugly experience there before.