Yes when you try to enter the city streets some might crash to desktop, this is probably caused by memory/graphic memory errors, try not to wander into cities too often if there's no need.
You can access the guildmaster by choosing to meet him upon city menu, not just by entering city streets scenes.
There's also some villages that might crash, it's not uncommon, but if you don't enter villages you don't have missions with, it should work fine. Same for cities, avoid going into the streets just to wander around to prevents the crash to desktop. Use the menus to interact with settlements, castles works fine usually though, otherwise, just use the menus.