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For repeated viewings? Probably just the old standby A Knight's Tale. Not sure how "bad" it really is though, just a very specific type of fluff elevated by some charming performances.
For bad movies I watched once but enjoyed? Standards go WAY down. As a teenager, I saw Weekend at Bernie's 2 with my mom in the theater and enjoyed it. Around 2015-2016 I also watched the first three installments in the "Mythica" microbudget epic fantasy series (words that generally don't go together well, LOL) and found the earnestness (and the mercifully quick exit of creepo Kevin Sorbo in each one) made them oddly watchable, but they are by no means good and I never bothered with tracking down the last three.
A Knight’s Tale is a good movie, though. Not everyone likes the pop soundtrack, but if you suspend that disbelief, it’s a solid movie.
I saw an interview a while back where the director said that the movie was trying to give the audience a taste of what a jousting tournament would feel like, so they chose a modern sound track to help a modern audience feel the hype.
Yeah, the entire thing is all about "vibes" and trying to tell a light story that makes us feel how a bunch of minor nobles and and proto-middle-class people would have felt going to a tournament or reading one of the more ribald Canterbury tales, or listening to a Chretien de Troyes romance.
To specific choices to get you there are still kind of "fluff," but no doubt they're reasonably well done and "sticky" in a way that can be hard to articulate. There's a lot going on, and I don't think it comes together well enough to be a great movie, and maybe most unfortunately, its target audience probably includes both people who will have trouble suspending disbelief long enough to sink into the silliness and enjoy it, and people who will never give it a try because of the setting, but I can't help but stop and watch a bit when I come across it.