Response in two parts:
1) The listening "range" of any receiver is governed by so many factors, which in the main are exquisitely site specific, that generalities that some might offer are pretty worthless.
2) Many trunked systems are designed so that they repeat user input audio over sites beyond the site that first received that audio, and this is why, for instance, in Massachusetts you can hear a DLE officer in Pittsfield while sitting on a boat in Buzzards Bay. Fact of the matter is that, in Buzzards Bay you are only listening to the radio signals transmitted by a site that is close by, but the system is re-broadcasting from that site traffic that originates over a hundred miles away. So distinguish in your mind the difference between "range to a given transmitter" on the one hand and "range to a given speaking user" on the other; they are often different concepts.