Well, as far as the US goes, I'll list the places I like, think are meh, and don't like. No particular order:
Like:
Dallas - Always have fun there
Vegas - Love it there
Seaside Heights, New Jersey - a place I consider my summer home since I go there annually (tbh, my experience with New Jersey is that, as long as you stay out of the Newark and Camden areas, it's a delightful state).
Atlantic City, New Jersey - fun place
Asbury Park, New Jersey
Neptune, New Jersey
San Antonio - Gotta love the food and sights
Lexington, Kentucky - Brilliant, especially with my love of horses.
Grand Canyon - Okay, not really a city, but a really beautiful place.
Bryce Canyon - Again, beautiful and breath taking. Imo, better than the Grand Canyon.
Anaheim/LA - Haven't been there since 2005, but it was fun.
New York - well,sort of biased because I'm a Yankees fan when it comes to baseball, but it's a decent city. Jolly expensive though.
Fredricksburg, Texas - small town, but really quite delightful.
Destin, Florida - went there on my senior trip, and it was nice.
Denver - Really beautiful
Maui, Hawaii - Obvious with it being Hawaii
Oahu/Honolulu, Hawaii - Again, obvious reasons
Concord, New Hampshire - nice little city, and jolly nice people
Kansas City - Went in 2014, and I had a fun time at an anime convention that happened to be there at the time. Nice people.
San Diego - Went in 2005 while in So Cal, and it was really quite nice.
Huntsville, Texas - Went to university there.
Meh:
Houston - currently live in the area. Some good parts, some bad, just really quite boring imo.
Boston - Okay, honestly, quite a decent looking city, but, being a Yankees fan, I have to put it here haha.
Philadelphia - Not terrible, but not great. Just, meh. The cheesesteaks are a plus, and the people were actually quite nice to me. Good chaps for the most part I've found.
Washington - Again, meh. Decent blokes I met, and the sights were cool. However, it falls into the meh category for me.
Findlay, Ohio - Was there in 2017, and it's meh.
Nashville - Didn't really do much there to be honest, but some of the sights were quite nice.
Memphis - Graceland was cool. Other than that, meh.
Austin - It's got some good stuff to it, but really a bit on the meh side for me.
Oklahoma City - stayed there for a night on my way to KC. It was a bit better than I expected, but a tad boring. Then again, it was only a night.
Tulsa - On the return trip, so not much of a stopover, but it seemed a bit boring.
Allentown, PA area - A bit meh. Good things to do there, but a bit boring.
Morristown, New Jersey - Nice blokes, but a bit boring. Then again, I only drove through there. Nice scenery.
Hagerstown, Maryland - Nice Catholic church there, but, other than that, a bit boring. Then again, it's a small town. Might consider moving up to liking it.
Lynchburg, VA - Quite nice, but only stayed for an evening on a road trip.
Don't like:
New Orleans - Downright dreadul when I went there.
Baltimore - Dreadful
Mobile, Alabama - Really quite dreary for my liking.
Baton Rouge - smells like a bloody sewer.
Galveston, Texas - Yes, I know it's got a beach, but the sand is hard as clay. It smells like a sewer as well. Looks quite dreadful, and the fish that end up washed up really does me in for my liking when it comes to Galveston.
Baytown, Texas - well, let's just say it doesn't take much of a drive through that town to figure out why it's dreadful.
Detroit - went into the area to cross into Windsor, Canada. Absolutely appalling. The loo at the petrol station was even downright gross. Also, smells like a bloody sewer at best.
That's as much as I can think of right now of places that I can think of when it comes to America. I'd like to talk about International cities, but that's probably for another post.