MGM Grand Hotel & Casino Rating: 4.0 Pearls
Although his multiple (and we mean multiple) affairs did not surface until 2009, Tiger Woods was allegedly cheating on wife as early as one year into their 2004 marriage. The first of his many mistresses to come forward, Jaimee Grubbs said that she met Woods in 2007 at a Las Vegas nightclub. After asking her over to his table, Woods invited Grubbs back to his suite at the MGM Grand -- a night which resulted in an 18-month affair (and numerous dropped endorsements).
Renaissance Mayflower Hotel Rating: 3.5 Pearls
Eliot Spitzer's infamous, resignation-inducing hook-up in Room 871 with prostitute Ashley Dupre earned the Mayflower instant notoriety. But it wasn't the first scandal in the hotel's colorful past. President Clinton was photographed publically embracing Monica Lewinksy at a 1996 campaign event here, and House prosecutors later interviewed Lewinsky in the Presidential Suite before Clinton's impeachment trial.
Four Seasons New York Rating: 5.0 Pearls
Apparently steroids aren't Yankees superstar Alex Rodriguez's only vice: He has reportedly entertained a number of high-class prostitutes at this swanky establishment while still married -- ladies supplied to him by none other than former New York governor Eliot Spitzer's madame of choice, Kristin Davis.
The Jefferson, Washington DC Rating: 5.0 Pearls
This elite D.C. boutique is named after a founding father with a gossiped-about sex life, so it's only fitting that it was the scene of a salacious modern-day political sex scandal. Call girl Sherry Rowlands told Star Magazine that she regularly met with Clinton strategist Dick Morris at his Jefferson suite, where he allegedly sucked her toes and let her listen in on phone calls with President Clinton. (We're hoping not at the same time.)
Chateau Marmont Rating: 3.5 Pearls
Jessica Simpson may act like a ditzy blonde, but she had to know what she was getting into with this one -- in 2004, while she was still married to Nick Lachey, Simpson allegedly starting hooking up with Maroon 5 lead singer Adam Levine at the Chateau Marmont. Shortly after the divorce was finalized, she was photographed leaving the hotel wearing Levine's shirt.
Soho Grand Hotel Rating: 4.0 Pearls
Fall Out Boy bassist Pete Wentz and singer Ashlee Simpson may be married now, but a drunken outburst by Ashlee revealed that the pairing didn't start quite so innocently. Simpson reportedly screamed at Pete's confused ex Michelle Trachtenberg, "I hope you know, the whole time you were dating Pete, I was [bleep]ing him!" And where did this illicit bleeping begin? At none other than the Soho Grand Hotel, hubby Pete said on the Howard Stern Show. "It was at the Soho Grand Hotel [in New York City], and I'm looking in the mirrors, thinking, 'Oh my God, you are sleeping with the girl of your dreams, and you can watch yourself!'" he said.
The Carlyle, A Rosewood Hotel Rating: 4.5 Pearls
For celebrity lovers trying to avoid being plastered all over the tabloids, the Carlyle might be their best bet. Its expert discretion -- photos aren't even allowed in the restaurants when there are people present -- has earned the historic hotel its status as a vault to some of the city's biggest secrets. Even JFK and Marilyn Monroe reportedly trusted their affair to the Carlyle. And unlike other couples on this list, their notorious rendezvous was never conclusively proven.
The Georgian Hotel Rating: 3.5 Pearls
Clark Gable and Carole Lombard worked together on the set of No Man on her Own in 1932, but sparks didn't fly until four years later, when they reconnected at a gala. The then-married Gable had to keep things hush-hush, so the two secretly met at The Georgian Hotel -- until they were outed in a scandalous article, Hollywood's Unmarried Husbands and Wives. To preserve the rep of the Motion Pictures Producers and Distributors of America, president Will H. Hays gave Gable an ultimatum -- either marry Lombard, or end the relationship. Gable divorced his wife and married Lombard in 1939. (Robert Taylor was given the same ultimatum and chose the same option, marrying Barbara Stanwyck).
The Beverly Hills Hotel Rating: 5.0 Pearls
The Beverly Hills Hotel's secluded bungalows are a favorite with Hollywood heavy-hitters hiding their secret affairs. Howard Hughes kept four bungalows at the hotel -- two as decoys, one for him and his wife, and one for his mistress of the hour. Katherine Hepburn and Spencer Tracy, after meeting on the set of Woman of the Year, lived together in Tracy's bungalow for the majority of the 1940's and 50's, even though Tracy never divorced his wife. Marilyn Monroe and Yves Montand also fell in lust on the set of the 1960 film Let's Make Love (co-written by her then-husband, Arthur Miller), and shacked up in Bungalows 20 and 21 at the hotel during shooting. (Their tryst ended when Montand refused to leave his wife.)