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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+ - 2,234 1,372
San Francisco is listed (or ranked) 1 on the list America's Coolest Cities
San Francisco California

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2
+ - 2,082 1,259
New York City is listed (or ranked) 2 on the list America's Coolest Cities
New York City New York

3
+ - 1,952 952
Seattle is listed (or ranked) 3 on the list America's Coolest Cities
Seattle Washington

4
+ - 1,841 1,041
Chicago is listed (or ranked) 4 on the list America's Coolest Cities
Chicago Illinois

5
+ - 1,562 944
New Orleans is listed (or ranked) 5 on the list America's Coolest Cities
New Orleans Louisiana

6
+ - 1,383 800
San Diego is listed (or ranked) 6 on the list America's Coolest Cities
San Diego California

7
+ - 1,338 940
Boston is listed (or ranked) 7 on the list America's Coolest Cities
Boston Massachusetts

8
+ - 1,244 857
Portland is listed (or ranked) 8 on the list America's Coolest Cities
Portland Oregon

9
+ - 1,196 945
Washington, D.C. is listed (or ranked) 9 on the list America's Coolest Cities
Washington, D.C. United States of America

10
+ - 1,059 616
Honolulu is listed (or ranked) 10 on the list America's Coolest Cities
Honolulu Hawaii

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+ - 1,184 1,192
Los Angeles is listed (or ranked) 11 on the list America's Coolest Cities
Los Angeles California

12
+ - 1,204 862
Austin is listed (or ranked) 12 on the list America's Coolest Cities
Austin Texas

13
+ - 1,068 744
Denver is listed (or ranked) 13 on the list America's Coolest Cities
Denver Colorado

14
+ - 1,038 981
Las Vegas is listed (or ranked) 14 on the list America's Coolest Cities
Las Vegas Nevada

15
+ - 878 727
Nashville is listed (or ranked) 15 on the list America's Coolest Cities
Nashville Tennessee

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+ - 1,587 1,078
Kansas City is listed (or ranked) 16 on the list America's Coolest Cities
Kansas City Missouri

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+ - 812 828
Miami is listed (or ranked) 17 on the list America's Coolest Cities
Miami Florida

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+ - 686 657
Minneapolis is listed (or ranked) 18 on the list America's Coolest Cities
Minneapolis Minnesota

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+ - 568 418
Charleston is listed (or ranked) 19 on the list America's Coolest Cities
Charleston South Carolina

20
+ - 499 543
Santa Barbara is listed (or ranked) 20 on the list America's Coolest Cities
Santa Barbara California

21
+ - 371 358
Santa Monica is listed (or ranked) 21 on the list America's Coolest Cities
Santa Monica California, USA

22
+ - 543 397
Key West is listed (or ranked) 22 on the list America's Coolest Cities
Key West Florida

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+ - 641 748
Philadelphia is listed (or ranked) 23 on the list America's Coolest Cities
Philadelphia Pennsylvania

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+ - 328 284
Laguna Beach is listed (or ranked) 24 on the list America's Coolest Cities
Laguna Beach California, USA

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+ - 533 438
Savannah is listed (or ranked) 25 on the list America's Coolest Cities
Savannah Georgia

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+ - 475 577
San Antonio is listed (or ranked) 26 on the list America's Coolest Cities
San Antonio Texas

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+ - 527 608
Pittsburgh is listed (or ranked) 27 on the list America's Coolest Cities
Pittsburgh Pennsylvania

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+ - 261 292
Santa Cruz is listed (or ranked) 28 on the list America's Coolest Cities
Santa Cruz California, United States of America, North America

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+ - 260 338
Long Beach is listed (or ranked) 29 on the list America's Coolest Cities
Long Beach California, USA

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+ - 254 342
West Hollywood is listed (or ranked) 30 on the list America's Coolest Cities
West Hollywood California, USA

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+ - 493 641
Orlando is listed (or ranked) 31 on the list America's Coolest Cities
Orlando Florida

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+ - 313 275
Boulder is listed (or ranked) 32 on the list America's Coolest Cities
Boulder Colorado, United States of America, North America

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+ - 257 382
Beverly Hills is listed (or ranked) 33 on the list America's Coolest Cities
Beverly Hills California, USA

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+ - 334 357
Providence is listed (or ranked) 34 on the list America's Coolest Cities
Providence Rhode Island

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+ - 360 416
Miami Beach is listed (or ranked) 35 on the list America's Coolest Cities
Miami Beach Florida

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+ - 194 300
Carlsbad is listed (or ranked) 36 on the list America's Coolest Cities
Carlsbad California, USA

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+ - 375 493
Phoenix is listed (or ranked) 37 on the list America's Coolest Cities
Phoenix Arizona

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+ - 359 449
Charlotte is listed (or ranked) 38 on the list America's Coolest Cities
Charlotte North Carolina

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+ - 337 390
Madison is listed (or ranked) 39 on the list America's Coolest Cities
Madison Wisconsin

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+ - 418 562
Atlanta is listed (or ranked) 40 on the list America's Coolest Cities
Atlanta Georgia

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+ - 238 456
Sacramento is listed (or ranked) 41 on the list America's Coolest Cities
Sacramento California

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+ - 272 201
Asheville is listed (or ranked) 42 on the list America's Coolest Cities
Asheville North Carolina

43
+ - 468 656
St. Louis is listed (or ranked) 43 on the list America's Coolest Cities
St. Louis Missouri

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+ - 226 231
Anchorage is listed (or ranked) 44 on the list America's Coolest Cities
Anchorage Anchorage

45
+ - 282 388
Milwaukee is listed (or ranked) 45 on the list America's Coolest Cities
Milwaukee Wisconsin

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+ - 175 155
Monterey is listed (or ranked) 46 on the list America's Coolest Cities
Monterey California, USA

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+ - 195 416
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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+ - 375 625
Dallas is listed (or ranked) 48 on the list America's Coolest Cities
Dallas Texas

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+ - 133 278
Encinitas is listed (or ranked) 49 on the list America's Coolest Cities
Encinitas California, USA

50
+ - 334 575
Houston is listed (or ranked) 50 on the list America's Coolest Cities
Houston Texas