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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+ - 2,170 1,295
San Francisco is listed (or ranked) 1 on the list America's Coolest Cities
San Francisco California

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2
+ - 1,990 1,205
New York City is listed (or ranked) 2 on the list America's Coolest Cities
New York City New York

3
+ - 1,881 905
Seattle is listed (or ranked) 3 on the list America's Coolest Cities
Seattle Washington

4
+ - 1,754 985
Chicago is listed (or ranked) 4 on the list America's Coolest Cities
Chicago Illinois

5
+ - 1,489 904
New Orleans is listed (or ranked) 5 on the list America's Coolest Cities
New Orleans Louisiana

6
+ - 1,324 753
San Diego is listed (or ranked) 6 on the list America's Coolest Cities
San Diego California

7
+ - 1,285 890
Boston is listed (or ranked) 7 on the list America's Coolest Cities
Boston Massachusetts

8
+ - 1,202 799
Portland is listed (or ranked) 8 on the list America's Coolest Cities
Portland Oregon

9
+ - 1,142 902
Washington, D.C. is listed (or ranked) 9 on the list America's Coolest Cities
Washington, D.C. United States of America

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+ - 1,139 1,128
Los Angeles is listed (or ranked) 10 on the list America's Coolest Cities
Los Angeles California

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+ - 1,019 589
Honolulu is listed (or ranked) 11 on the list America's Coolest Cities
Honolulu Hawaii

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+ - 1,156 825
Austin is listed (or ranked) 12 on the list America's Coolest Cities
Austin Texas

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+ - 1,013 718
Denver is listed (or ranked) 13 on the list America's Coolest Cities
Denver Colorado

14
+ - 995 950
Las Vegas is listed (or ranked) 14 on the list America's Coolest Cities
Las Vegas Nevada

15
+ - 1,566 1,036
Kansas City is listed (or ranked) 15 on the list America's Coolest Cities
Kansas City Missouri

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+ - 839 685
Nashville is listed (or ranked) 16 on the list America's Coolest Cities
Nashville Tennessee

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+ - 779 793
Miami is listed (or ranked) 17 on the list America's Coolest Cities
Miami Florida

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+ - 482 516
Santa Barbara is listed (or ranked) 18 on the list America's Coolest Cities
Santa Barbara California

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+ - 656 632
Minneapolis is listed (or ranked) 19 on the list America's Coolest Cities
Minneapolis Minnesota

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+ - 538 395
Charleston is listed (or ranked) 20 on the list America's Coolest Cities
Charleston South Carolina

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+ - 357 335
Santa Monica is listed (or ranked) 21 on the list America's Coolest Cities
Santa Monica California, USA

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+ - 516 378
Key West is listed (or ranked) 22 on the list America's Coolest Cities
Key West Florida

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+ - 619 716
Philadelphia is listed (or ranked) 23 on the list America's Coolest Cities
Philadelphia Pennsylvania

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+ - 315 263
Laguna Beach is listed (or ranked) 24 on the list America's Coolest Cities
Laguna Beach California, USA

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+ - 508 415
Savannah is listed (or ranked) 25 on the list America's Coolest Cities
Savannah Georgia

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+ - 253 268
Santa Cruz is listed (or ranked) 26 on the list America's Coolest Cities
Santa Cruz California, United States of America, North America

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+ - 455 557
San Antonio is listed (or ranked) 27 on the list America's Coolest Cities
San Antonio Texas

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+ - 249 318
West Hollywood is listed (or ranked) 28 on the list America's Coolest Cities
West Hollywood California, USA

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+ - 500 584
Pittsburgh is listed (or ranked) 29 on the list America's Coolest Cities
Pittsburgh Pennsylvania

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+ - 251 317
Long Beach is listed (or ranked) 30 on the list America's Coolest Cities
Long Beach California, USA

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+ - 295 253
Boulder is listed (or ranked) 31 on the list America's Coolest Cities
Boulder Colorado, United States of America, North America

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+ - 470 619
Orlando is listed (or ranked) 32 on the list America's Coolest Cities
Orlando Florida

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+ - 246 362
Beverly Hills is listed (or ranked) 33 on the list America's Coolest Cities
Beverly Hills California, USA

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+ - 321 340
Providence is listed (or ranked) 34 on the list America's Coolest Cities
Providence Rhode Island

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+ - 349 400
Miami Beach is listed (or ranked) 35 on the list America's Coolest Cities
Miami Beach Florida

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+ - 184 284
Carlsbad is listed (or ranked) 36 on the list America's Coolest Cities
Carlsbad California, USA

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+ - 326 371
Madison is listed (or ranked) 37 on the list America's Coolest Cities
Madison Wisconsin

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+ - 356 475
Phoenix is listed (or ranked) 38 on the list America's Coolest Cities
Phoenix Arizona

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+ - 341 431
Charlotte is listed (or ranked) 39 on the list America's Coolest Cities
Charlotte North Carolina

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+ - 402 539
Atlanta is listed (or ranked) 40 on the list America's Coolest Cities
Atlanta Georgia

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+ - 232 438
Sacramento is listed (or ranked) 41 on the list America's Coolest Cities
Sacramento California

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+ - 452 635
St. Louis is listed (or ranked) 42 on the list America's Coolest Cities
St. Louis Missouri

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+ - 252 185
Asheville is listed (or ranked) 43 on the list America's Coolest Cities
Asheville North Carolina

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+ - 269 368
Milwaukee is listed (or ranked) 44 on the list America's Coolest Cities
Milwaukee Wisconsin

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+ - 210 221
Anchorage is listed (or ranked) 45 on the list America's Coolest Cities
Anchorage Anchorage

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+ - 166 141
Monterey is listed (or ranked) 46 on the list America's Coolest Cities
Monterey California, USA

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+ - 187 396
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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+ - 359 602
Dallas is listed (or ranked) 48 on the list America's Coolest Cities
Dallas Texas

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+ - 125 262
Encinitas is listed (or ranked) 49 on the list America's Coolest Cities
Encinitas California, USA

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+ - 98 106
Berkeley is listed (or ranked) 50 on the list America's Coolest Cities
Berkeley California, United States of America, North America