From my experience with tailscale so far - there are so many different ways to have it configured well. If it works well for you having it on the host, then go for it. I have home assistant in a VM with tailscale and tailscale on the (windows) host. This works well for my needs and I don’t mind having it running “twice”
There’s plenty of parks and such scattered around, but like others have said, this historic area doesn’t have as much of that. 10 minutes walking and you’re in a vastly different place. One direction is the water, another Chinatown, another the bars, another an awesome little book store. I’m definitely going back soon. Late April was so fun this year