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America's Coolest Cities

List Criteria: Most dynamic, fun, entertaining cities to live in or to visit in the U.S. Cities, please, not towns.

This super cool list of the coolest cities in the U.S. has been ranked by the many chill, awesome people who have visited or who live in them. The United States has a lot to offer a traveler, so much so that dozens of cities within the 50 states could easily be deemed the absolute coolest. But, if you had to, could you decide on just a few that you would call the most fun? Can you really pick the coolest cities in America?

Each of the many cities listed here offers something different, something unique, that sets it apart from the others, but they're all among the most fun cities in the US and are seriously fun places to live. Whether it's rich history and important landmarks, as in Boston, New Orleans, or Philadelphia, or a complex culture and intrinsic city identity, like in New York or San Francisco, each place on this list is a great place to visit, get lost, and have fun. Big cities like Detroit and Los Angeles may think they are the coolest, simply as they are the most popular, but fierce competition for the coolest American city title comes from other locations like Miami, Las Vegas, that hipster mecca Portland, and Chicago.

Whether you're looking for one of the best cities in the United States to start a company or one of the most visited tourist destinations, all are represented here in a slice of America in one cozy list. You may even have to stop in some of the worst airports in the US to get to them.

There are tons of places to visit and different sights to see, making America home to some of the world's coolest cities. No matter the order, all of these places are the top travel spots to hit up in the red, white, and blue.

America's Coolest Cities Cities / Towns
  • 70 ReRanks
    • Women
    • Men
    • Age
    • Region
  • 2 See list ranked by
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  1. 1
    + 1762
    - 953

    most listed & added by Places to Go
    California

    ;
  2. 2
    + 1516
    - 973

    the people's #1 & added by Places to Go
    New York

    ;
  3. 3
    + 1465
    - 680

    added by Places to Go
    Washington

    ;
  4. 4
    + 1345
    - 751

    added by Places to Go
    Illinois

    ;
  5. 5
    + 1123
    - 711

    added by Places to Go
    Louisiana

    ;
  6. 6
    + 1026
    - 575

    added by Places to Go
    California

    ;
  7. 7
    + 971
    - 700

    added by Places to Go
    Massachusetts

    ;
  8. 8
    + 871
    - 881

    often listed & added by Places to Go
    California

    ;
  9. 9
    + 897
    - 694

    added by Places to Go
    United States of America

    ;
  10. 10
    + 935
    - 613

    added by Places to Go
    Oregon

    ;
  11. 11
    + 808
    - 464

    added by Places to Go
    Hawaii

    ;
  12. 12
    + 889
    - 653

    added by Places to Go
    Texas

    ;
  13. 13
    + 785
    - 760

    often listed & added by Places to Go
    Nevada

    ;
  14. 14
    + 778
    - 559

    added by Places to Go
    Colorado

    ;
  15. 15
    + 1437
    - 808

    ranked low on reranks
    Missouri

    ;
  16. 16
    + 650
    - 538

    added by Places to Go
    Tennessee

    ;
  17. 17
    + 369
    - 380


    California

    ;
  18. 18
    + 604
    - 652

    added by Places to Go
    Florida

    ;
  19. 19
    + 246
    - 212


    California, USA

    ;
  20. 20
    + 462
    - 582

    added by Places to Go
    Pennsylvania

    ;
  21. 21
    + 219
    - 155

    added by junk1
    California, USA

    ;
  22. 22
    + 501
    - 521

    added by Places to Go
    Minnesota

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  23. 23
    + 359
    - 277


    South Carolina

    ;
  24. 24
    + 175
    - 166

    added by junk1
    California, United States of America, North America

    ;
  25. 25
    + 155
    - 194


    California, USA

    ;
  26. 26
    + 178
    - 211


    California, USA

    ;
  27. 27
    + 180
    - 252


    California, USA

    ;
  28. 28
    + 370
    - 284

    ranked low on reranks
    Florida

    ;
  29. 29
    + 139
    - 178


    California, USA

    ;
  30. 30
    + 378
    - 306

    ranked low on reranks & added by Places to Go
    Georgia

    ;
  31. 31
    + 358
    - 452

    added by Places to Go
    Texas

    ;
  32. 32
    + 178
    - 334

    often listed & Ranked High on Reranks
    California

    ;
  33. 33
    + 369
    - 498

    added by Places to Go
    Florida

    ;
  34. 34
    + 144
    - 294

    often listed & added by junk1
    California, USA United States of America, North America

    ;
  35. 35
    + 361
    - 496

    added by Places to Go
    Pennsylvania

    ;
  36. 36
    + 269
    - 311


    Florida

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  37. 37
    + 195
    - 169

    ranked low on reranks & added by beernbugs
    Colorado, United States of America, North America

    ;
  38. 38
    + 385
    - 529

    added by Places to Go
    Missouri

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  39. 39
    + 244
    - 328


    North Carolina

    ;
  40. 40
    + 299
    - 424

    added by LaiHuynh
    Georgia

    ;
  41. 41
    + 218
    - 257

    added by Places to Go
    Rhode Island

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  42. 42
    + 92
    - 180

    often listed & added by junk1
    California, USA

    ;
  43. 43
    + 277
    - 374

    added by Places to Go
    Arizona

    ;
  44. 44
    + 237
    - 299

    added by Places to Go
    Wisconsin

    ;
  45. 45
    + 78
    - 186

    often listed & Ranked High on Reranks
    California, USA

    ;
  46. 46
    + 289
    - 502

    added by Places to Go
    Texas

    ;
  47. 47
    + 190
    - 291

    added by mrblond
    Wisconsin

    ;
  48. 48
    + 252
    - 476

    often listed & added by Places to Go
    Texas

    ;
  49. 49
    + 101
    - 77

    ranked low on reranks
    California, USA

    ;
  50. 50
    + 150
    - 115

    ranked low on reranks & added by beernbugs
    North Carolina

    ;
108 +

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