The Town Files

The 50 Hippest Places in America

Ranked on The Town Files lifestyle rankings among 12,622 towns and cities of 2,500+ people in the U.S.. #1 is Minneapolis, MN.

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Numbers match the ranking.
The 50 Hippest Places in America1. Minneapolis, MN100th pct2. Pittsburgh, PA100th pct3. St. Louis, MO100th pct4. Berkeley, CA100th pct5. Cambridge, MA100th pct6. Santa Monica, CA100th pct7. Somerville, MA100th pct8. Evanston, IL100th pct9. Hoboken, NJ100th pct10. Oak Park, IL100th pct11. Lakewood, OH100th pct12. Burlington, VT100th pct13. West Hollywood, CA100th pct14. University City, MO100th pct15. Ithaca, NY100th pct16. Newport, RI100th pct17. Ashland, OR100th pct18. Hermosa Beach, CA100th pct19. Ferndale, MI100th pct20. Norwood, OH100th pct21. Weehawken, NJ100th pct22. Kenmore, NY100th pct23. Greensburg, PA100th pct24. Wilkinsburg, PA100th pct25. Forest Park, IL100th pct
  1. 50Sausalito, California

    Hipper than 100% of U.S. towns

    7,269 people · Marin County · median home $1,894,600 · income $182,357 · Jan low 47°F · 0 in snow

  2. 49Brattleboro, Vermont

    Hipper than 100% of U.S. towns

    7,352 people · Windham County · median home $234,600 · income $52,734 · Jan low 10°F · 75 in snow

  3. 48Winooski, Vermont

    Hipper than 100% of U.S. towns

    7,997 people · Chittenden County · median home $381,500 · income $79,522 · Jan low 13°F · 88 in snow

  4. 47Montpelier, Vermont

    Hipper than 100% of U.S. towns

    8,074 people · Washington County · median home $375,100 · income $81,030 · Jan low 7°F · 126 in snow

  5. 46Watsessing, New Jersey

    Hipper than 100% of U.S. towns

    8,078 people · Essex County · median home $435,400 · income $103,378 · Jan low 25°F · 28 in snow

  6. 45Grandview Heights, Ohio

    Hipper than 100% of U.S. towns

    8,085 people · Franklin County · median home $583,300 · income $117,672 · Jan low 21°F · 28 in snow

  7. 44Carnegie, Pennsylvania

    Hipper than 100% of U.S. towns

    8,134 people · Allegheny County · median home $171,500 · income $67,656 · Jan low 21°F · 44 in snow

  8. 43Dormont, Pennsylvania

    Hipper than 100% of U.S. towns

    8,244 people · Allegheny County · median home $221,800 · income $80,526 · Jan low 22°F · 32 in snow

  9. 42Maplewood, Missouri

    Hipper than 100% of U.S. towns

    8,269 people · St. Louis County · median home $237,000 · income $65,125 · Jan low 25°F · 14 in snow

  10. 41Bellevue, Pennsylvania

    Hipper than 100% of U.S. towns

    8,311 people · Allegheny County · median home $213,300 · income $68,827 · Jan low 21°F · 44 in snow

  11. 40Mount Rainier, Maryland

    Hipper than 100% of U.S. towns

    8,333 people · Prince George's County · median home $529,600 · income $68,505 · Jan low 28°F · 10 in snow

  12. 39Houghton, Michigan

    Hipper than 100% of U.S. towns

    8,386 people · Houghton County · median home $254,500 · income $43,456 · Jan low 9°F

  13. 38Swissvale, Pennsylvania

    Hipper than 100% of U.S. towns

    8,624 people · Allegheny County · median home $147,000 · income $60,341 · Jan low 22°F · 25 in snow

  14. 37Bath, Maine

    Hipper than 100% of U.S. towns

    8,766 people · Sagadahoc County · median home $310,900 · income $69,390 · Jan low 10°F · 72 in snow

  15. 36Richmond Heights, Missouri

    Hipper than 100% of U.S. towns

    9,286 people · St. Louis County · median home $358,700 · income $94,460 · Jan low 25°F · 17 in snow

  16. 35Mechanicsburg, Pennsylvania

    Hipper than 100% of U.S. towns

    9,311 people · Cumberland County · median home $241,200 · income $84,421 · Jan low 25°F · 24 in snow

  17. 34Brentwood, Pennsylvania

    Hipper than 100% of U.S. towns

    10,082 people · Allegheny County · median home $148,400 · income $68,904 · Jan low 22°F · 26 in snow

  18. 33Watervliet, New York

    Hipper than 100% of U.S. towns

    10,375 people · Albany County · median home $179,700 · income $57,919 · Jan low 17°F · 59 in snow

  19. 32Munhall, Pennsylvania

    Hipper than 100% of U.S. towns

    10,774 people · Allegheny County · median home $132,100 · income $52,517 · Jan low 22°F · 25 in snow

  20. 31Lansdowne, Pennsylvania

    Hipper than 100% of U.S. towns

    11,107 people · Delaware County · median home $210,500 · income $73,232 · Jan low 26°F · 23 in snow

  21. 30Bloomsburg, Pennsylvania

    Hipper than 100% of U.S. towns

    12,711 people · Columbia County · median home $179,100 · income $51,536 · Jan low 19°F · 29 in snow

  22. 29Emeryville, California

    Hipper than 100% of U.S. towns

    12,905 people · Alameda County · median home $604,800 · income $117,092 · Jan low 43°F · 0 in snow

  23. 28Red Bank, New Jersey

    Hipper than 100% of U.S. towns

    12,936 people · Monmouth County · median home $504,900 · income $97,477 · Jan low 25°F · 28 in snow

  24. 27Shorewood, Wisconsin

    Hipper than 100% of U.S. towns

    13,859 people · Milwaukee County · median home $443,700 · income $86,726 · Jan low 14°F · 40 in snow

  25. 26Collingswood, New Jersey

    Hipper than 100% of U.S. towns

    14,186 people · Camden County · median home $380,400 · income $90,184 · Jan low 25°F · 22 in snow

  26. 25Forest Park, Illinois

    Hipper than 100% of U.S. towns

    14,339 people · Cook County · median home $304,700 · income $77,221 · Jan low 19°F · 42 in snow

  27. 24Wilkinsburg, Pennsylvania

    Hipper than 100% of U.S. towns

    14,349 people · Allegheny County · median home $155,500 · income $46,416 · Jan low 22°F · 25 in snow

  28. 23Greensburg, Pennsylvania

    Hipper than 100% of U.S. towns

    14,976 people · Westmoreland County · median home $184,100 · income $64,914 · Jan low 21°F · 30 in snow

  29. 22Kenmore, New York

    Hipper than 100% of U.S. towns

    15,205 people · Erie County · median home $208,600 · income $77,639 · Jan low 17°F · 80 in snow

  30. 21Weehawken, New Jersey

    Hipper than 100% of U.S. towns

    17,197 people · Hudson County · median home $889,000 · income $127,763 · Jan low 28°F · 30 in snow

  31. 20Norwood, Ohio

    Hipper than 100% of U.S. towns

    19,043 people · Hamilton County · median home $258,700 · income $71,611 · Jan low 24°F · 16 in snow

  32. 19Ferndale, Michigan

    Hipper than 100% of U.S. towns

    19,190 people · Oakland County · median home $247,700 · income $94,640 · Jan low 20°F · 33 in snow

  33. 18Hermosa Beach, California

    Hipper than 100% of U.S. towns

    19,728 people · Los Angeles County · median home $2,000,001 · income $166,442 · Jan low 47°F · 0 in snow

  34. 17Ashland, Oregon

    Hipper than 100% of U.S. towns

    21,360 people · Jackson County · median home $583,800 · income $68,028 · Jan low 30°F · 1 in snow

  35. 16Newport, Rhode Island

    Hipper than 100% of U.S. towns

    25,163 people · Newport County · median home $746,900 · income $86,313 · Jan low 24°F · 26 in snow

  36. 15Ithaca, New York

    Hipper than 100% of U.S. towns

    32,108 people · Tompkins County · median home $342,700 · income $48,784 · Jan low 15°F · 63 in snow

  37. 14University City, Missouri

    Hipper than 100% of U.S. towns

    35,065 people · St. Louis County · median home $306,700 · income $80,694 · Jan low 25°F · 17 in snow

  38. 13West Hollywood, California

    Hipper than 100% of U.S. towns

    35,757 people · Los Angeles County · median home $924,800 · income $96,995 · Jan low 52°F · 0 in snow

  39. 12Burlington, Vermont

    Hipper than 100% of U.S. towns

    44,743 people · Chittenden County · median home $444,800 · income $71,109 · Jan low 13°F · 88 in snow

  40. 11Lakewood, Ohio

    Hipper than 100% of U.S. towns

    50,942 people · Cuyahoga County · median home $262,200 · income $68,954 · Jan low 22°F · 64 in snow

  41. 10Oak Park, Illinois

    Hipper than 100% of U.S. towns

    54,583 people · Cook County · median home $465,500 · income $110,820 · Jan low 19°F · 38 in snow

  42. 9Hoboken, New Jersey

    Hipper than 100% of U.S. towns

    60,419 people · Hudson County · median home $895,100 · income $180,579 · Jan low 28°F · 30 in snow

  43. 8Evanston, Illinois

    Hipper than 100% of U.S. towns

    78,110 people · Cook County · median home $481,200 · income $96,434 · Jan low 16°F · 34 in snow

  44. 7Somerville, Massachusetts

    Hipper than 100% of U.S. towns

    81,045 people · Middlesex County · median home $911,300 · income $132,572 · Jan low 23°F · 49 in snow

  45. 6Santa Monica, California

    Hipper than 100% of U.S. towns

    93,076 people · Los Angeles County · median home $1,755,500 · income $114,885 · Jan low 50°F · 0 in snow

  46. 5Cambridge, Massachusetts

    Hipper than 100% of U.S. towns

    118,403 people · Middlesex County · median home $1,092,100 · income $130,748 · Jan low 19°F · 49 in snow

  47. 4Berkeley, California

    Hipper than 100% of U.S. towns

    124,321 people · Alameda County · median home $1,413,900 · income $108,092 · Jan low 43°F · 0 in snow

  48. 3St. Louis, Missouri

    Hipper than 100% of U.S. towns

    301,578 people · St. Louis city · median home $197,500 · income $56,160 · Jan low 25°F · 14 in snow

  49. 2Pittsburgh, Pennsylvania

    Hipper than 100% of U.S. towns

    302,971 people · Allegheny County · median home $205,800 · income $65,742 · Jan low 22°F · 29 in snow

  50. 1Minneapolis, Minnesota

    Hipper than 100% of U.S. towns

    429,954 people · Hennepin County · median home $362,200 · income $80,846 · Jan low 8°F · 40 in snow

Price vs ranking

Median home value vs ranking, U.S. towns0255075100$37K$341K$645K$948K$1252KMedian home valuePercentile
Orange squares are the 50 towns on this list; green dots are other towns on The Town Files in the U.S..

More U.S. rankings

Methodology. We ranked 12,622 towns and cities of 2,500+ people in the U.S. (2020 Census population; towns with 2,500+ people have pages so far). Lifestyle measures are The Town Files lifestyle rankings, built from federal demographic, school, crime and housing data (2025), shown as percentiles. Only towns better than 60% of their peers on this measure qualify, so lists can be shorter than 25. Sources: