If I had to choose it would be Chicago, but that’s only because my family lived there since the 1930s.
But other than that, no cities are my favorite. I much prefer doing what I want one my own property. A good 10 acres and no neighbors is what I strive for.
I once did a weekend trip to Skye through an Edinburgh-based tour group (MacBackpackers I think?) and we stayed in the city before and afterwards. I have a good memory of going to a pub there with my friend and her being invited to sing and play her guitar on stage for a little while. We met some good looking lads that night.
I’ve lived in NYC, but I’ve never been to London. Maybe one day I’ll visit London.
I’ve never been to Boston, but I’ve been to Maine (Kennebunkport). I would think that Boston is a highly-educated city, and it does have many historical places. Sounds nice, but I like warmer weather.
I like to go where the road ends, so cities such as Key West, FL, Provincetown, MA, and Montauk, NY appeal to me. I’ve been to San Diego, CA. It’s nice, has good weather and a great zoo (funny the things I remember). San Francisco is on my bucket list.
My top favorite city is Mexico City. Next is New York City. I would like to live in both those cities but I probably never will. My next favorite city is Omaha, Nebraska where I live now and probably always will.
That’s actually a really cool city I think. I haven’t really heard of it having a bad reputation other than crime rates. But that’s usually cities in general
Me and my high school girlfriend and her family went and visited there once. You guys have lots of cool museums and artsy type stuff. I’d love to go back and visit again to be honest