I will post two: one for my college town and the other for where I've always lived: I feel like I am a resident of both at the same time as I go between the two fairly often.
First: College town
Whereabouts do you live (in general terms) including nearby major metro areas? Kingston, Ontario
How long you lived there? Since September 2021, although was absent for a 2-month gap due to lockdown from Jan-Feb 2022.
What do you like about where you live now? I live in one of the oldest parts of the city, in a limestone building built in the 1800s. It certainly is very different from the car-dependent, cookie-cutter suburb I grew up in. The neighbourhood has a bunch of variety of buildings, and is very walkable - I can do everything without a car. And for slightly longer distances, I get on my bike. There is no bike infrastructure, however, the roads in this area do not have too much car traffic to be scared. I live car-free and when I do need a car (to go home for example), I just use Communauto, a car-sharing service. I have calculated the costs and it is cheaper to use that than it is to pay for a car, parking, gas, insurance, and have it sit there parked for the majority of the time.
What you dislike about where you live now?
Unfortunately, because I live in a walkable area, big box stores that I have grown accustomed to, such as Walmart, are inaccessible. I could technically take the bus out to the burbs to the only Walmart here, but is it really worth the time to save $3? Same goes for fast food. I am also not accustomed to stores closing as early as 6 PM on Sundays - that just doesn't really happen in Toronto. As for the city itself, there isn't too much to do, but of course, I came from a bigger city, so that should be expected. Not many 100k population cities have rock concerts, I guess, so perhaps it really isn't bad for its size.
How are the road trip opportunities? Ehhhh, within a 3-hour drive, the largest cities are just Toronto, Montreal, and Ottawa, which I've been to countless times. I could go down to the States as well, which the nearest town would be Watertown NY, with Syracuse being another 2-hour drive. However, due to the border restriction, I haven't gotten the chance to go south yet.
Second: Home
Whereabouts do you live (in general terms) including nearby major metro areas? Vaughan, Ontario (suburb north of Toronto)
How long you lived there? Since I was 3 years old.
What do you like about where you live now?
Vaughan is one of the better-positioned suburbs, as it is almost directly north of downtown Toronto in longitude. Thus, compared to Markham, ON, for example, getting downtown is a lot better, with better transit options (subway, or frequent commuter rail) and freeway options. In addition, Vaughan has been selected as the municipality in the region to get all the investment, as it recently got the new subway extension, a lot of improvements to its GO line (commuter train), and it also gets significant funding for new road projects (Major Mackenzie Drive, Highway 427 recently). It is also building a brand new downtown core with high-density housing adjacent to the new subway line.
York Region is also more forward-thinking with regards to transportation. For example, while Peel Region (which contains Mississauga and Brampton) and Halton Region (which contains Oakville) continued to widen roads to 6-lane boulevards with medians, York Region does not permit that, only allowing 6 lane roads if one of them is HOV. In addition, with every new road reconstruction, there is better bike infrastructure.
What you dislike about where you live now?
Despite what I said about being more forward-thinking with roads, York Region Transit would be the worst transit system in the area with regard to its population. Unlike Mississauga and Brampton, which have understood that good transit induces more ridership (if the bus comes every 10 minutes, more people would be enticed to ride compared to if the bus comes every hour). YRT doesn't understand that and continues to be reactive to ridership instead of proactive. In addition, Vaughan at its core is still a car-dependent, bedroom community, with low-density housing for most of its land area. Finally, with all of Toronto, the housing prices are insane. There is no way I will be able to own a home in the future. $1 million houses is smh.
How are the road trip opportunities?
The largest cities are a bit far (5 hours for Montreal, Ottawa, 4 hours to Detroit). So not that much for a day trip.
Where are would you love to move to? I really like Montreal. I also really like Los Angeles. Montreal for its culture, walkability, relatively good transit, entertainment, and uniqueness, while LA for its weather, diversity entertainment, and terrain.
In addition, I'd like to spend a year or two in the future in Asia (perhaps Bangkok or Taipei) teaching English, to know what it's like to live in Asia.