And while Trump rarely sets a good example for anyone, his decision to hold a campaign-style rally in Michigan on Saturday night might be an exception.
Trump got to look like a man of the people, a guy who talks the language of autoworkers and waitresses.
Journalists - whose purported mission is to "afflict the comfortable and comfort the afflicted" - were meanwhile partying with their sources at the Washington Hilton.
And Trump was more than happy to disparage them, just as he did when he declined the invitation to attend.
"Why would I want to be stuck in a room with a bunch of fake news liberals who hate me?" he asked in an email invitation to his supporters.
He said he would much rather "spend the evening with my favourite deplorables who love our movement and love America."
The reality is something quite different.
Journalists do not present false stories. When they get something wrong, they correct it.
They do their best to be impartial, and - contrary to what the President told his supporters - they aren't out to get him but to merely cover him. They are not the opposition party.
They are simply trying to do their jobs of informing the public, a job often made difficult by the obfuscation from the briefing room podium and the President's own lies.
As for Trump's touted allegiance to working-class values, solid reporting has shown that many of his policies and actions favour the rich (and his own business interests).
Journalists are trying to keep his Administration and the Congress accountable to citizens. And the job of White House correspondent may be tougher than ever.
"What was once one of the most prestigious gigs in journalism has become a daily slog" now that there's no downtime in the Trump era, wrote Michael Calderone of Politico.
But far from highlighting that hard work, this annual event sends the opposite message. And it encourages an unfortunate, false impression that the President loves to cultivate.
The White House Correspondents' Association no doubt has good intentions. Its annual dinner is meant to recognise excellent reporting and raise money for scholarships.
"Our dinner honours the First Amendment and strong, independent journalism," the organisation's president, Margaret Talev of Bloomberg News, said as she announced Michelle Wolf, this year's main entertainer, praising the comic's Pennsylvania roots and her "truth-to-power" style.
But this event sure doesn't look like truth to power.
Its defenders say that it's perfectly all right to have "just one night" to enjoy a break from the supposedly adversarial relationship between government and press. But that relationship isn't always as arms-length as it should be in a town noted for its mutual back-scratching.
Talev and her cohort certainly are dedicated reporters and editors. But this festive night, always unseemly, is now downright counterproductive to good journalism's goals. It only serves to reinforce the views of those who already hate the media elite.
Fox News chief national correspondent Ed Henry even called for the WHCA to apologise to Trump spokeswoman Sarah Huckabee Sanders, who was in the audience as Wolf skewered her: "She burns facts, and then she uses that ash to create a perfect smoky eye. Maybe she's born with it; maybe it's lies. It's probably lies."
A mini-dustup, at most, but more bad optics for the mainstream press - which doesn't need them.
"Unfortunately, I don't think we advanced the cause of journalism tonight," tweeted Peter Baker, chief White House correspondent of the New York Times. (The New York Times, for the most part, has not attended the event in recent years.)
Happily, the dinner may be fizzling out of its own accord. In previous years, the buzz has been palpable, with the glitterati arriving for a five-day celebration, bringing a sense of that rarest of all things: glamour in Washington. Last year and this year, it felt downright subdued.
Can't the correspondents' association come up with better ways to do its good work, ways that show journalists at their best?
That they are in the trenches digging out the truth.
Not schmoozing in the swamp while the President hustles the heartland.