places/travel America's Coolest Cities  

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List Rules 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.

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+ - 2,205 1,340
San Francisco is listed (or ranked) 1 on the list America's Coolest Cities
San Francisco California

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2
+ - 2,040 1,237
New York City is listed (or ranked) 2 on the list America's Coolest Cities
New York City New York

3
+ - 1,913 932
Seattle is listed (or ranked) 3 on the list America's Coolest Cities
Seattle Washington

4
+ - 1,795 1,019
Chicago is listed (or ranked) 4 on the list America's Coolest Cities
Chicago Illinois

5
+ - 1,527 926
New Orleans is listed (or ranked) 5 on the list America's Coolest Cities
New Orleans Louisiana

6
+ - 1,358 776
San Diego is listed (or ranked) 6 on the list America's Coolest Cities
San Diego California

7
+ - 1,316 914
Boston is listed (or ranked) 7 on the list America's Coolest Cities
Boston Massachusetts

8
+ - 1,228 828
Portland is listed (or ranked) 8 on the list America's Coolest Cities
Portland Oregon

9
+ - 1,171 929
Washington, D.C. is listed (or ranked) 9 on the list America's Coolest Cities
Washington, D.C. United States of America

10
+ - 1,159 1,168
Los Angeles is listed (or ranked) 10 on the list America's Coolest Cities
Los Angeles California

11
+ - 1,037 606
Honolulu is listed (or ranked) 11 on the list America's Coolest Cities
Honolulu Hawaii

12
+ - 1,181 848
Austin is listed (or ranked) 12 on the list America's Coolest Cities
Austin Texas

13
+ - 1,046 732
Denver is listed (or ranked) 13 on the list America's Coolest Cities
Denver Colorado

14
+ - 1,017 969
Las Vegas is listed (or ranked) 14 on the list America's Coolest Cities
Las Vegas Nevada

15
+ - 857 705
Nashville is listed (or ranked) 15 on the list America's Coolest Cities
Nashville Tennessee

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+ - 1,577 1,059
Kansas City is listed (or ranked) 16 on the list America's Coolest Cities
Kansas City Missouri

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+ - 797 810
Miami is listed (or ranked) 17 on the list America's Coolest Cities
Miami Florida

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+ - 488 535
Santa Barbara is listed (or ranked) 18 on the list America's Coolest Cities
Santa Barbara California

19
+ - 671 648
Minneapolis is listed (or ranked) 19 on the list America's Coolest Cities
Minneapolis Minnesota

20
+ - 550 410
Charleston is listed (or ranked) 20 on the list America's Coolest Cities
Charleston South Carolina

21
+ - 531 390
Key West is listed (or ranked) 21 on the list America's Coolest Cities
Key West Florida

22
+ - 630 737
Philadelphia is listed (or ranked) 22 on the list America's Coolest Cities
Philadelphia Pennsylvania

23
+ - 362 351
Santa Monica is listed (or ranked) 23 on the list America's Coolest Cities
Santa Monica California, USA

24
+ - 320 276
Laguna Beach is listed (or ranked) 24 on the list America's Coolest Cities
Laguna Beach California, USA

25
+ - 519 428
Savannah is listed (or ranked) 25 on the list America's Coolest Cities
Savannah Georgia

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+ - 257 280
Santa Cruz is listed (or ranked) 26 on the list America's Coolest Cities
Santa Cruz California, United States of America, North America

27
+ - 463 570
San Antonio is listed (or ranked) 27 on the list America's Coolest Cities
San Antonio Texas

28
+ - 510 600
Pittsburgh is listed (or ranked) 28 on the list America's Coolest Cities
Pittsburgh Pennsylvania

29
+ - 251 330
West Hollywood is listed (or ranked) 29 on the list America's Coolest Cities
West Hollywood California, USA

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+ - 254 329
Long Beach is listed (or ranked) 30 on the list America's Coolest Cities
Long Beach California, USA

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+ - 481 631
Orlando is listed (or ranked) 31 on the list America's Coolest Cities
Orlando Florida

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+ - 301 265
Boulder is listed (or ranked) 32 on the list America's Coolest Cities
Boulder Colorado, United States of America, North America

33
+ - 249 373
Beverly Hills is listed (or ranked) 33 on the list America's Coolest Cities
Beverly Hills California, USA

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+ - 325 349
Providence is listed (or ranked) 34 on the list America's Coolest Cities
Providence Rhode Island

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+ - 353 409
Miami Beach is listed (or ranked) 35 on the list America's Coolest Cities
Miami Beach Florida

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+ - 188 293
Carlsbad is listed (or ranked) 36 on the list America's Coolest Cities
Carlsbad California, USA

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+ - 365 485
Phoenix is listed (or ranked) 37 on the list America's Coolest Cities
Phoenix Arizona

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+ - 331 383
Madison is listed (or ranked) 38 on the list America's Coolest Cities
Madison Wisconsin

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+ - 349 441
Charlotte is listed (or ranked) 39 on the list America's Coolest Cities
Charlotte North Carolina

40
+ - 409 551
Atlanta is listed (or ranked) 40 on the list America's Coolest Cities
Atlanta Georgia

41
+ - 232 449
Sacramento is listed (or ranked) 41 on the list America's Coolest Cities
Sacramento California

42
+ - 458 645
St. Louis is listed (or ranked) 42 on the list America's Coolest Cities
St. Louis Missouri

43
+ - 258 194
Asheville is listed (or ranked) 43 on the list America's Coolest Cities
Asheville North Carolina

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+ - 218 228
Anchorage is listed (or ranked) 44 on the list America's Coolest Cities
Anchorage Anchorage

45
+ - 274 381
Milwaukee is listed (or ranked) 45 on the list America's Coolest Cities
Milwaukee Wisconsin

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+ - 170 148
Monterey is listed (or ranked) 46 on the list America's Coolest Cities
Monterey California, USA

47
+ - 190 408
Oakland is listed (or ranked) 47 on the list America's Coolest Cities
Oakland California, USA - United States of America, North America

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+ - 367 617
Dallas is listed (or ranked) 48 on the list America's Coolest Cities
Dallas Texas

49
+ - 128 270
Encinitas is listed (or ranked) 49 on the list America's Coolest Cities
Encinitas California, USA

50
+ - 326 565
Houston is listed (or ranked) 50 on the list America's Coolest Cities
Houston Texas