Cities: Not sure where your next travel destination will take you?
Whether it’s your first trip to the United States or you’re searching for your next getaway, these cities are among the most popular places to visit:
First-Time Visitor Favorites
Every city offers something different.
Some are famous for history. Others are known for food, beaches, nightlife, museums, or outdoor activities. At Should I Travel To …, every destination is evaluated using the same framework so travelers can compare them more easily. Then, they can pick where to go with more confidence.
3 Pros. 3 Cons. You Decide.
Note: Some cities appear in multiple categories because most destinations offer more than one type of experience.
Featured Cities
- New York City
- Los Angeles
- Chicago
- Orlando
- Boston
- Washington, DC
- Philadelphia
- New Orleans
- Charleston, SC
USA Cities
Browse Cities By Region
Northeast
- NYC
- Boston
- Philadelphia
- Washington, DC
South
- Orlando
- Miami
- Nashville
- New Orleans
Midwest
- Chicago
- Detroit
- Minneapolis
West
- Los Angeles
- San Francisco
- Seattle
- Las Vegas
Pacific
Looking for a Specific Type of Trip?
Explore our destination guides:
- American History Destinations
- Best Food
- Best Family Vacations
- Best Museum
- Best Cities Without a Car
- Best Beach Destinations
- Best Winter Escapes
- Best Fall Foliage Destinations
Compare Cities
Trying to decide between two destinations?
Popular comparisons:
- NYC vs Chicago
- NYC vs Boston
- NYC vs Washington, DC
- NYC vs. Los Angeles
- Boston vs Philadelphia
- Disneyland vs Disney World
- Anaheim vs Orlando
- Los Angeles vs San Francisco
How We Rate Cities
Every city on this website is evaluated using the same ten categories:
- Cost & Value
- Weather
- Crowds
- Transportation
- Things to Do
- Food
- Safety
- Culture
- Cleanliness
- Uniqueness

Learn more about our methodology: Should I Travel To … Rating Framework
For cities, browse the City Snapshots.
or for comparisons, browse the Compare Snapshots.
or for destinations, browse the Destination Snapshots.