Hello Kristina,
I opted to do an "old style" engraving look for the logo. I researched the the Grand Trunk road and thought a vintage look would best portray it. I realize that most people will not know what the GT Road is but at least a depiction of a road will tie into the name. I tried doing just the stylized cobblestone, but the visual looked way too much like tire treads. lol That, couple with the name which at first glance may appear to read as "Truck Road" was missing the mark.
I also had a concern about how the logo is being written. My understanding is that the road itself should read as "Grand Trunk" Road and not as Grand "Trunk Road". By having Grand on its own it look like an adjective describing Trunk Road. (Like reading grand as in The awesome Trunk Road - does that make sense.) Anyway, I kept the font to a very clean and "classic" look as opposed to overly an ornate typeface.
Please feel free to suggest any changes. Your feedback would be greatly appreciated.
Thanks!
Marcelo