There are many interesting, aging buildings throughout the historic barrio in Colonia del Sacramento. This older-style lamp along with the cobblestone road instantly transport you back a good hundred years or so. And that's the feeling you have as you walk the streets. Not that you're in modern times, but that you're back in time a bit.
As fun as it can be to imagine how your vacation or travel destination might end up being, it's far better actually being there. While it's hard to live up to imagination, sometimes they will surprise you in unexpected ways. Sometimes they'll be far better than you could have imagined. Other times you will be disappointed. In the end though, when you reflect back on your travel, you will almost certainly have positive memories of how great it was.