On July 20, she must surrender in a Beverly Hills courtroom and be hauled off to jail to start her 90-day sentence for violating her probation.
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As an inmate at the Century Regional Detention Facility near Los Angeles, CBS News correspondent Ben Tracy reports, life will be very different for the starlet.
Melanie Bromley, West Coast bureau chief of Us Weekly, told CBS News, "This is going to be a huge transition for Lindsay Lohan. She's used to living a very free lifestyle doing what she wants to do -- now she'll be in solitary confinement."
Lohan, Tracy said, will spend a majority of her time in a jail cell. She'll spend all but about one hour of her day there.
Lohan won't have a cell phone, computer, or cigarettes. The jail is smoke-free.
Also, the only drugs she can take are those prescribed by a doctor. But her probation report lists five powerful medications currently prescribed to Lohan, including Adderall, Dilaudid and Zoloft.
Tracy noted Lohan won't be getting the star treatment in jail, but her celebrity does buy her one thing: her own jail cell. Authorities say it's for her safety and the other inmates.
An inmate who was just released from the same jail says the notoriously social actress won't enjoy the peace and quiet.
Daniela Aguilar, a former jail inmate, told CBS News, "She's probably going to go crazy in there. It's going to be hard for her cause she's not going to have no one to talk to."
Lohan will be locked up the same jail where Paris Hilton was held in 2007 for a probation violation. Lohan herself was behind bars here for 84 minutes that same year after she was arrested for drunk driving and cocaine possession -- the crimes that started her legal mess that's lasted for nearly three years.
Lohan cried Tuesday as she pleaded with the judge for mercy. It didn't work.
Judge Marsha Revel told Lohan, "You're someone who cheats and doesn't think it's cheating until they're caught."
Yet while Lohan was sentenced to 90 days in jail and then rehab, thanks to overcrowding, authorities say, she is likely to serve just about three weeks.