Distance one can recieve a signal is dependent on several factors.
1. Frequency - The lower the frequency, the further it can be picked up. As frequencies get further up into the spectrum, they become more line of sight and less likely to be affected by atmospheric conditions.
2. Transimission Power - The more powerful a transmission, the further it can be received.
3. Height of transmission and/or reception antenna(e) - The higher the antennae are, the further a signal can be received.
4. Sensitivity of receiver - The more sensitive a receiver is the better chance it has to pick up a weak signal. Scanners are not the most sensitive receivers in the world. Their sensitivity has improved over the years, but because they are broad band, they cannot be really tweaked for all possible frequencies.
5. Location of receiver - where the receiver is located can also impact reception, even with an outdoor antenna. Put it next to an applicance that puts out a lot of RF radiation, reception could easily be impaired.
All in all, for the most part the standard commercial scanner WILL NOT pick up signals (in IDEAL conditions, which a stock rubber duck IS NOT) much more than 20-25 miles (less for the line of sight 800 systems). If you are listening to VHF-LO, you may get further (California Highway Patrol is routinely heard around the country on skip, but may not be heard 5 miles away), but don't hold your breath.
So your desire to listen to something for 60 or 90 miles is (as others have said) just NOT GOING TO HAPPEN.