what's up guys I need your help and suggestions. I really want to do a road trip for about 5-7 days in late august before I return to school and I don't know exactly where to go. I'm 21, from Toronto, I'm planning for a budget of about $2000, I'm really interested in seeing new places/cities and what they offer(history ,museums, parks, restaurants, places of fun) as the only place I've been to is New York so far.
I'm currently planning to go solo, my friend might join later on but I like planning with just me first then it will be easier to add them in after. I'm hoping for any suggestions from you guys that can be done and enjoyed in that time frame which once again is preferably 5 days to 1 week in late august. some where not too far. I had some ideas like Montreal, Winnipeg, Cleveland, Cincinnati, Philly, Washington, Chicago, Boston but I'm not sure if any other are viable and wanted to know any other options.
Thanks guys any suggestions or recommendations are welcomed