Which paper is the “liberal” and the “conservative” paper? In Boston:
“Liberal”: Boston Globe
“Conservative”: Boston Herald
Well, Detroit isn’t so much like this, but it used to be:
“Liberal”: Detroit Free Press
“Conservative”: Detroit News
Salt Lake City
The (Mormon Church owned) Deseret News; EXTREMELY conservative.
The Salt Lake Tribune; in any other city a moderate paper, here in SLC a very liberal voice.
Not American, but it’s not like that ever stopped me. We actually have four dailies, not counting the free metro papers:
The Gazette: angryphone, right-wing.
La Presse: moderate, tends federalist
Le Devoir: left-wing, more sovereignist than La Presse is federalist
Journal de Montréal: right-wing populist b.s. Has had its journalists in lockout for more than a year.
Toronto:
Toronto Star: centre to centre-left but not socialist. Oddly, has been reprinting parts of the New York Times.
The Globe and Mail: big-business conservative but often socially libertarian.
The Toronto Sun: right-wing populist. Would channel Fox News if they could figure out a way to print video.
The National Post: social conservative.
That’s it for the English-language dailies. Another Toronto Doper will have to explain the positions of the Chinese-language dailies. And then there’s the Italian and Spanish dailies.
To be fair, the Journal de Montréal, while populist and sensational, has been responsible for some serious journalism. For one, I believe they unearthed some scandals about the influence of organised crime in several industries (construction, for example). The kind of journalism they do isn’t the kind of thing I expect to see in Le Devoir, but it is a necessary public service nevertheless.
Of course, this was when they actually had journalists.
Yes, though it’s gotten a lot more centrist over the last decade or so.
conservative: Chicago Tribune
liberal: Chicago Sun-Times
Conservative: “Pittsburgh” Tribune-Review (not really based in the city, doesn’t cover the city well at all)
Liberal: Pittsburgh Post-Gazette
The St Petersburg Times is somewhat liberal.
The Tampa Tribune is somewhat conservative.
The Clearwater Sun is somewhat defunct.
We also have Creative Loafing, fwiw.
The Post espouses legalization of drugs and other socially liberal positions, so I’m not sure that’s a fair assessment.
Really, it’s more like this:
The Toronto Star supports the Liberal Party of Canada and thinks Toronto is swell.
The Globe And Mail supports rich people and rich things.
The National Post supports the Conservative Party of Canada.
The Toronto Sun supports COPS AND OUR SOLDIERS!
Okay, maybe it’s shifted since I read it frequently. But I remember that it was the only paper to put Christianity on the front page of the New Millennium issue reviewing the important advances of the past thousand years.
We need a left-wing daily paper to shake things up. The alternative weeklies are too local. 
There was a zombie thread where Spoons made a perfect summation:
Globe and Mail: Zombies Invade Toronto; Markets Dip
Toronto Sun: Panic! Zombies In Streets! [sub]See today’s Sunshine Girl Zombie, page 57[/sub]
Toronto Star: Zombie Advocates Urge Calm; “Merely Misunderstood” Says Social Worker
National Post: Zombie Plague All Liberals’ Fault
Not quite in the same town, but:
liberal: Los Angeles Times
conservative: Orange County Register
I’d say that this is still true, especially when it comes to election endorsements. The Free Press will almost always endorse Democrats, while the News will almost always endorse Republicans.
Not American, so feel free to ignore, but in the UK the newspapers (particularly the tabloids) mostly sit right-of-centre, with a few notable exceptions
The ‘quality press’:
(used to be broadsheets, now a mix of formats)
Telegraph - For right-wing, old-school tories
Times - Right wing (owned by Murdoch) - not quite as fusty as the Telegraph
Guardian - Left wing, pretty much the de facto newspaper of the Left. Traditionally the choice of the liberal intellectual and middle-class Labour voter. The phrase “Guardian Reader” is a commonly used pejorative by those on the right to refer to what they perceive as wishy-washy bleeding-heart liberals. Generally decent journalism but can be a bit self-righteous at times.
Independent - Left Wing - This time a few months ago I’d have said that it was the Lib Dems to the Guardian’s Labour, although such comparisons aren’t really valid any more I guess.
The self-named “Quality” Tabloids:
The Daily Mail - Frothing at the mouth anti-immigrant right-wing hate pamphlet which generates its abundant sales by stirring up middle England’s fear of pretty much everything. Supported the blackshirts prior to the second world war and hasn’t shifted its opinions very far since.
The Daily Express - Like the Daily Mail, but more so. More overt in its racism, homophobia and levels of general hatred. Also has a strange obsession with Princess Diana conspiracy theories.
The Red Tops:
The Sun - The big tabloid - generally right-wing, but adjusts its editorial position to whichever party a) It thinks has the best chance of winning and b) has agreed to give the best deal to Murdoch. Puns, tits, sex, football and bingo pad out the other pages.
The Mirror - positions itself as a left-wing alternative to the Sun. Slightly (only slightly) less dumb, but has considerably fewer sales.
The Star - A dumber version of the Sun (yes, such things are possible). Doesn’t really go in for politics, preferring to focus mainly on tits, celebrities, football and tits. When it does cover actual news it tries to get it over with as quickly and stupidly as possible.
In Scotland, in addition to the above we also have two broadsheets - The Scotsman, published in Edinburgh, which these days is pretty much the Scottish National Party newsletter, and the Herald, published in Glasgow, which I think sits slightly to the left of the Scotsman.
Our tabloid is the Daily Record, which is sort of a Scottish version of the Mirror, albeit with far higher sales.
We also have slightly cynical ‘Scottish’ editions of the Sun and Mail which, to appeal to Scottish readers, pursue a slightly less right-wing agenda and remove the occasional anti-Scottish rhetoric seen in their main versions.