America's Coolest Cities Cities / Towns
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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.

  • 65 ReRanks
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  1. 1
    + 1491
    - 765

    most listed & added by Places to Go
    California

    ) open buy now
  2. 2
    + 1231
    - 830

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

    ) open buy now
  3. 3
    + 1216
    - 559

    added by Places to Go
    Washington

    ) open buy now
  4. 4
    + 1092
    - 634

    added by Places to Go
    Illinois

    ) open buy now
  5. 5
    + 853
    - 474

    added by Places to Go
    California

    ) open buy now
  6. 6
    + 910
    - 608

    added by Places to Go
    Louisiana

    ) open buy now
  7. 7
    + 701
    - 748

    often listed & added by Places to Go
    California

    ) open buy now
  8. 8
    + 758
    - 597

    added by Places to Go
    Massachusetts

    ) open buy now
  9. 9
    + 733
    - 588

    added by Places to Go
    United States of America

    ) open buy now
  10. 10
    + 775
    - 517

    added by Places to Go
    Oregon

    ) open buy now
  11. 11
    + 686
    - 404

    added by Places to Go
    Hawaii

    ) open buy now
  12. 12
    + 722
    - 562

    added by Places to Go
    Texas

    ) open buy now
  13. 13
    + 645
    - 645

    often listed & added by Places to Go
    Nevada

    ) open buy now
  14. 14
    + 1364
    - 707

    ranked low on reranks
    Missouri

    ) open buy now
  15. 15
    + 633
    - 482

    added by Places to Go
    Colorado

    ) open buy now
  16. 16
    + 288
    - 316


    California

    ) open buy now
  17. 17
    + 534
    - 460

    added by Places to Go
    Tennessee

    ) open buy now
  18. 18
    + 499
    - 558

    added by Places to Go
    Florida

    ) open buy now
  19. 19
    + 168
    - 151


    California, USA

    ) open buy now
  20. 20
    + 422
    - 466

    added by Places to Go
    Minnesota

    ) open buy now
  21. 21
    + 158
    - 112

    added by junk1
    California, USA

    ) open buy now
  22. 22
    + 351
    - 514

    added by Places to Go
    Pennsylvania

    ) open buy now
  23. 23
    + 132
    - 183


    California, USA

    ) open buy now
  24. 24
    + 122
    - 121

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

    ) open buy now
  25. 25
    + 106
    - 143


    California, USA

    ) open buy now
  26. 26
    + 128
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    California, USA

    ) open buy now
  27. 27
    + 116
    - 222

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

    ) open buy now
  28. 28
    + 100
    - 132


    California, USA

    ) open buy now
  29. 29
    + 143
    - 285

    often listed
    California

    ) open
  30. 30
    + 281
    - 389

    added by Places to Go
    Texas

    ) open buy now
  31. 31
    + 282
    - 437

    added by Places to Go
    Pennsylvania

    ) open
  32. 32
    + 271
    - 228

    ranked low on reranks
    South Carolina

    ) open buy now
  33. 33
    + 70
    - 131

    often listed & added by junk1
    California, USA

    ) open
  34. 34
    + 304
    - 429

    added by Places to Go
    Florida

    ) open
  35. 35
    + 337
    - 448

    added by Places to Go
    Missouri

    ) open
  36. 36
    + 293
    - 241

    ranked low on reranks
    Florida

    ) open
  37. 37
    + 225
    - 367

    added by LaiHuynh
    Georgia

    ) open
  38. 38
    + 60
    - 141

    often listed & ranked high on reranks
    California, USA

    ) open
  39. 39
    + 299
    - 258

    ranked low on reranks & added by Places to Go
    Georgia

    ) open
  40. 40
    + 212
    - 267


    Florida

    ) open
  41. 41
    + 239
    - 320

    added by Places to Go
    Arizona

    ) open
  42. 42
    + 232
    - 446

    added by Places to Go
    Texas

    ) open
  43. 43
    + 130
    - 136

    added by beernbugs
    Colorado, United States of America, North America

    ) open
  44. 44
    + 194
    - 285


    North Carolina

    ) open
  45. 45
    + 186
    - 260

    added by Places to Go
    Wisconsin

    ) open
  46. 46
    + 199
    - 424

    often listed & added by Places to Go
    Texas

    ) open
  47. 47
    + 143
    - 255

    often listed & added by mrblond
    Wisconsin

    ) open
  48. 48
    + 103
    - 83

    ranked low on reranks & added by beernbugs
    North Carolina

    ) open
  49. 49
    + 122
    - 206

    added by HoserUSC
    Kentucky

    ) open
  50. 50
    + 119
    - 141


    Anchorage

    ) open
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