Free Country, USA
From Homestar Runner Wiki
Free Country, USA is the town most of the Homestar Runner characters live in and where most, if not all, of the toons occur. Strongbadia is within its borders. The King of Town (a title he allegedly conferred upon himself) apparently reigns over it, but he is rarely recognized for this by his subjects. It has a wharf, as is mentioned in the D'ween '04 toon.
In radio the CGNU radio station's call letters are given as WSBD, which means Free Country, USA is east of the Mississippi river, assuming it is part of the United States at all. Its exact location is yet to be revealed, although it's more than likely northern, given the snow that falls on Decemberween. It could also be near the middle of the USA from what we see at the beginning of the Theme Song Video.