Eh, I disagree. The actual booking process itself is both pretty painless and very much
not something I trust to be automated. Enter my card (better yet, pick a saved one), confirm the dates and price, click confirm. I can't think of anything in there that needs to be automated more than it is.
And choosing something to do should be both fun and something you'd want to do yourself—it only isn't fun because businesses aren't incentivized to make it fun, they're incentivized to try to redirect your attention away from what you actually want and instead draw you to their various sponsors.