The Town Files

The 25 Hippest Small Towns in Michigan

Ranked on The Town Files lifestyle rankings among 541 towns of 2,500–10,000 people in Michigan. #1 is Westwood, MI.

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Numbers match the ranking.
The 25 Hippest Small Towns in Michigan1. Westwood100th pct2. Houghton100th pct3. Chelsea100th pct4. Hancock100th pct5. Pleasant Ridge100th pct6. Plymouth99th pct7. St. Joseph99th pct8. Grosse Pointe99th pct9. Ironwood99th pct10. Belleville99th pct11. Romeo99th pct12. Lake Orion99th pct13. Highland Park98th pct14. Center Line98th pct15. Hillsdale98th pct16. Ludington98th pct17. River Rouge98th pct18. South Haven98th pct19. Oxford98th pct20. Muskegon Heights97th pct21. Oronoko97th pct22. Saline97th pct23. Big Rapids97th pct24. Petoskey97th pct25. Negaunee97th pct
  1. 25Negaunee, Michigan

    Hipper than 97% of Michigan towns

    4,627 people · Marquette County · median home $170,100 · income $70,568 · Jan low 7°F · 197 in snow

  2. 24Petoskey, Michigan

    Hipper than 97% of Michigan towns

    5,877 people · Emmet County · median home $364,100 · income $74,196 · Jan low 15°F · 124 in snow

  3. 23Big Rapids, Michigan

    Hipper than 97% of Michigan towns

    7,727 people · Mecosta County · median home $156,400 · income $43,858 · Jan low 13°F · 61 in snow

  4. 22Saline, Michigan

    Hipper than 97% of Michigan towns

    8,948 people · Washtenaw County · median home $341,300 · income $88,346 · Jan low 15°F · 59 in snow

  5. 21Oronoko, Michigan

    Hipper than 97% of Michigan towns

    9,226 people · Berrien County · median home $228,100 · income $60,175 · Jan low 20°F · 75 in snow

  6. 20Muskegon Heights, Michigan

    Hipper than 97% of Michigan towns

    9,917 people · Muskegon County · median home $68,000 · income $35,239 · Jan low 21°F · 87 in snow

  7. 19Oxford, Michigan

    Hipper than 98% of Michigan towns

    3,492 people · Oakland County · median home $347,800 · income $83,611 · Jan low 17°F · 45 in snow

  8. 18South Haven, Michigan

    Hipper than 98% of Michigan towns

    3,964 people · Van Buren County · median home $454,100 · income $68,239 · Jan low 22°F · 98 in snow

  9. 17River Rouge, Michigan

    Hipper than 98% of Michigan towns

    7,224 people · Wayne County · median home $65,100 · income $41,053 · Jan low 19°F · 54 in snow

  10. 16Ludington, Michigan

    Hipper than 98% of Michigan towns

    7,655 people · Mason County · median home $201,100 · income $46,411 · Jan low 19°F · 79 in snow

  11. 15Hillsdale, Michigan

    Hipper than 98% of Michigan towns

    8,036 people · Hillsdale County · median home $130,900 · income $51,038 · Jan low 15°F · 44 in snow

  12. 14Center Line, Michigan

    Hipper than 98% of Michigan towns

    8,552 people · Macomb County · median home $156,600 · income $54,703 · Jan low 20°F · 28 in snow

  13. 13Highland Park, Michigan

    Hipper than 98% of Michigan towns

    8,977 people · Wayne County · median home $79,200 · income $29,309 · Jan low 20°F · 31 in snow

  14. 12Lake Orion, Michigan

    Hipper than 99% of Michigan towns

    2,876 people · Oakland County · median home $376,600 · income $101,318 · Jan low 17°F · 43 in snow

  15. 11Romeo, Michigan

    Hipper than 99% of Michigan towns

    3,767 people · Macomb County · median home $266,200 · income $74,323 · Jan low 16°F · 40 in snow

  16. 10Belleville, Michigan

    Hipper than 99% of Michigan towns

    4,008 people · Wayne County · median home $148,300 · income $62,991 · Jan low 20°F · 45 in snow

  17. 9Ironwood, Michigan

    Hipper than 99% of Michigan towns

    5,045 people · Gogebic County · median home $83,100 · income $41,250 · Jan low 4°F · 186 in snow

  18. 8Grosse Pointe, Michigan

    Hipper than 99% of Michigan towns

    5,678 people · Wayne County · median home $436,800 · income $158,853 · Jan low 17°F · 28 in snow

  19. 7St. Joseph, Michigan

    Hipper than 99% of Michigan towns

    7,856 people · Berrien County · median home $299,000 · income $84,057 · Jan low 20°F · 78 in snow

  20. 6Plymouth, Michigan

    Hipper than 99% of Michigan towns

    9,370 people · Wayne County · median home $448,600 · income $112,145 · Jan low 16°F · 36 in snow

  21. 5Pleasant Ridge, Michigan

    Hipper than 100% of Michigan towns

    2,627 people · Oakland County · median home $448,700 · income $171,125 · Jan low 20°F · 33 in snow

  22. 4Hancock, Michigan

    Hipper than 100% of Michigan towns

    4,501 people · Houghton County · median home $165,600 · income $59,519 · Jan low 9°F

  23. 3Chelsea, Michigan

    Hipper than 100% of Michigan towns

    5,467 people · Washtenaw County · median home $312,700 · income $72,098 · Jan low 16°F · 33 in snow

  24. 2Houghton, Michigan

    Hipper than 100% of Michigan towns

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

  25. 1Westwood, Michigan

    Hipper than 100% of Michigan towns

    9,621 people · Kalamazoo County · median home $193,400 · income $58,205 · Jan low 18°F · 88 in snow

Price vs ranking

Median home value vs ranking, Michigan towns0255075100$52K$166K$281K$396K$511KMedian home valuePercentile
Orange squares are the 25 towns on this list; green dots are other towns on The Town Files in Michigan.

More Michigan rankings

Same ranking, other places

Methodology. We ranked 541 towns of 2,500–10,000 people in Michigan (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: