The Town Files

The 25 Hippest Small Towns in New York

Ranked on The Town Files lifestyle rankings among 707 towns of 500–10,000 people in New York. #1 is Nyack, NY.

Map of the 25 towns12345678910111213141516171819202122232425
Numbers match the ranking.
The 25 Hippest Small Towns in New York1. Nyack100th pct2. Tuckahoe100th pct3. East Rochester100th pct4. Hudson100th pct5. Saugerties100th pct6. Piermont100th pct7. Great Neck Plaza99th pct8. Norwich99th pct9. Woodstock99th pct10. Mechanicville99th pct11. Ballston Spa99th pct12. Hamilton99th pct13. New York Mills99th pct14. Shandaken99th pct15. Rhinebeck99th pct16. Greenport99th pct17. Lewiston99th pct18. Woodstock99th pct19. New Paltz98th pct20. Brockport98th pct21. Menands98th pct22. Owego98th pct23. Whitesboro98th pct24. Hudson Falls97th pct25. Scotia97th pct
  1. 25Scotia, New York

    Hipper than 97% of New York towns

    Scotia is a village of 7,272 people in Schenectady County, New York. It also ranks more walkable than 95% of New York towns and more vibrant than 93% of New York towns.

    7,272 people · Schenectady County · median home $189,900 · income $76,525 · Jan low 16°F · 59 in snow

    Full Scotia, New York profile: weather, storms, schools, jobs →

    Scotia lifestyle rankingsHip & trendy97th pctVibrancy93th pctYoung professionals86th pctWalkability95th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  2. 24Hudson Falls, New York

    Hipper than 97% of New York towns

    Hudson Falls is a village of 7,427 people in Washington County, New York. It also ranks more walkable than 93% of New York towns and more vibrant than 83% of New York towns.

    7,427 people · Washington County · median home $165,200 · income $62,969 · Jan low 10°F · 62 in snow

    Full Hudson Falls, New York profile: weather, storms, schools, jobs →

    Hudson Falls lifestyle rankingsHip & trendy97th pctVibrancy83th pctYoung professionals43th pctWalkability93th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  3. 23Whitesboro, New York

    Hipper than 98% of New York towns

    Whitesboro is a village of 3,612 people in Oneida County, New York. It also ranks better for retirees than 83% of New York towns and better for young professionals than 83% of New York towns.

    3,612 people · Oneida County · median home $160,700 · income $45,934 · Jan low 14°F · 164 in snow

    Full Whitesboro, New York profile: weather, storms, schools, jobs →

    Whitesboro lifestyle rankingsHip & trendy98th pctVibrancy74th pctYoung professionals83th pctWalkability82th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  4. 22Owego, New York

    Hipper than 98% of New York towns

    Owego is a village of 3,654 people in Tioga County, New York. It also ranks better for cycling than 98% of New York towns and more walkable than 85% of New York towns.

    3,654 people · Tioga County · median home $147,300 · income $60,139 · Jan low 16°F · 49 in snow

    Full Owego, New York profile: weather, storms, schools, jobs →

    Owego lifestyle rankingsHip & trendy98th pctVibrancy85th pctYoung professionals68th pctWalkability85th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  5. 21Menands, New York

    Hipper than 98% of New York towns

    Menands is a village of 4,554 people in Albany County, New York. It also ranks better for young professionals than 99% of New York towns and better transit than 82% of New York towns.

    4,554 people · Albany County · median home $271,300 · income $80,583 · Jan low 17°F · 56 in snow

    Full Menands, New York profile: weather, storms, schools, jobs →

    Menands lifestyle rankingsHip & trendy98th pctVibrancy75th pctYoung professionals99th pctWalkability78th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  6. 20Brockport, New York

    Hipper than 98% of New York towns

    Brockport is a village of 7,104 people in Monroe County, New York. It also ranks better for young professionals than 97% of New York towns and more vibrant than 95% of New York towns.

    7,104 people · Monroe County · median home $157,700 · income $69,866 · Jan low 18°F · 77 in snow

    Full Brockport, New York profile: weather, storms, schools, jobs →

    Brockport lifestyle rankingsHip & trendy98th pctVibrancy95th pctYoung professionals97th pctWalkability88th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  7. 19New Paltz, New York

    Hipper than 98% of New York towns

    New Paltz is a village of 7,324 people in Ulster County, New York. It also ranks better for young professionals than 100% of New York towns and better for cycling than 95% of New York towns.

    7,324 people · Ulster County · median home $414,500 · income $52,774 · Jan low 19°F · 59 in snow

    Full New Paltz, New York profile: weather, storms, schools, jobs →

    New Paltz lifestyle rankingsHip & trendy98th pctVibrancy89th pctYoung professionals100th pctWalkability81th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  8. 18Woodstock, New York

    Hipper than 99% of New York towns

    Woodstock is a community of 2,521 people in Ulster County, New York. It also ranks better for retirees than 100% of New York towns and better for a vacation home than 99% of New York towns.

    2,521 people · Ulster County · median home $675,600 · income $52,091 · Jan low 12°F · 86 in snow

    Full Woodstock, New York profile: weather, storms, schools, jobs →

    Woodstock lifestyle rankingsHip & trendy99th pctVibrancy42th pctYoung professionals84th pctWalkability50th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  9. 17Lewiston, New York

    Hipper than 99% of New York towns

    Lewiston is a village of 2,531 people in Niagara County, New York. It also ranks more vibrant than 97% of New York towns and better for cycling than 95% of New York towns.

    2,531 people · Niagara County · median home $238,100 · income $73,821 · Jan low 19°F · 55 in snow

    Full Lewiston, New York profile: weather, storms, schools, jobs →

    Lewiston lifestyle rankingsHip & trendy99th pctVibrancy97th pctYoung professionals94th pctWalkability83th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  10. 16Greenport, New York

    Hipper than 99% of New York towns

    Greenport is a village of 2,583 people in Suffolk County, New York. It also ranks better for cycling than 100% of New York towns and more seaside character than 99% of New York towns.

    2,583 people · Suffolk County · median home $961,200 · income $81,094 · Jan low 23°F · 26 in snow

    Full Greenport, New York profile: weather, storms, schools, jobs →

    Greenport lifestyle rankingsHip & trendy99th pctVibrancy89th pctYoung professionals58th pctWalkability91th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  11. 15Rhinebeck, New York

    Hipper than 99% of New York towns

    Rhinebeck is a village of 2,697 people in Dutchess County, New York. It also ranks better for retirees than 100% of New York towns and more vibrant than 91% of New York towns.

    2,697 people · Dutchess County · median home $492,600 · income $70,496 · Jan low 11°F · 61 in snow

    Full Rhinebeck, New York profile: weather, storms, schools, jobs →

    Rhinebeck lifestyle rankingsHip & trendy99th pctVibrancy91th pctYoung professionals78th pctWalkability82th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  12. 14Shandaken, New York

    Hipper than 99% of New York towns

    Shandaken is a town of 2,866 people in Ulster County, New York. It also ranks quieter than 98% of New York towns and better for first-time buyers than 98% of New York towns.

    2,866 people · Ulster County · median home $346,100 · income $66,031 · Jan low 12°F · 105 in snow

    Full Shandaken, New York profile: weather, storms, schools, jobs →

    Shandaken lifestyle rankingsHip & trendy99th pctVibrancy19th pctYoung professionals58th pctWalkability12th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  13. 13New York Mills, New York

    Hipper than 99% of New York towns

    New York Mills is a village of 3,244 people in Oneida County, New York. It also ranks better for young professionals than 93% of New York towns and more vibrant than 93% of New York towns.

    3,244 people · Oneida County · median home $207,700 · income $57,578 · Jan low 14°F · 164 in snow

    Full New York Mills, New York profile: weather, storms, schools, jobs →

    New York Mills lifestyle rankingsHip & trendy99th pctVibrancy93th pctYoung professionals93th pctWalkability82th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  14. 12Hamilton, New York

    Hipper than 99% of New York towns

    Hamilton, New York
    Photo: Fryslan0109 (talk) (public domain, Wikimedia Commons)

    Hamilton is a village of 4,107 people in Madison County, New York. It also ranks better for young professionals than 100% of New York towns and more of a college town than 99% of New York towns.

    4,107 people · Madison County · median home $264,200 · income $66,750 · Jan low 11°F · 77 in snow

    Full Hamilton, New York profile: weather, storms, schools, jobs →

    Hamilton lifestyle rankingsHip & trendy99th pctVibrancy75th pctYoung professionals100th pctWalkability82th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  15. 11Ballston Spa, New York

    Hipper than 99% of New York towns

    Ballston Spa is a village of 5,111 people in Saratoga County, New York. It also ranks more vibrant than 97% of New York towns and more walkable than 92% of New York towns.

    5,111 people · Saratoga County · median home $308,200 · income $101,667 · Jan low 14°F · 64 in snow

    Full Ballston Spa, New York profile: weather, storms, schools, jobs →

    Ballston Spa lifestyle rankingsHip & trendy99th pctVibrancy97th pctYoung professionals90th pctWalkability92th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  16. 10Mechanicville, New York

    Hipper than 99% of New York towns

    Mechanicville is a city of 5,163 people in Saratoga County, New York. It also ranks more vibrant than 98% of New York towns and more walkable than 97% of New York towns.

    5,163 people · Saratoga County · median home $186,500 · income $50,675 · Jan low 17°F · 60 in snow

    Full Mechanicville, New York profile: weather, storms, schools, jobs →

    Mechanicville lifestyle rankingsHip & trendy99th pctVibrancy98th pctYoung professionals72th pctWalkability97th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  17. 9Woodstock, New York

    Hipper than 99% of New York towns

    Woodstock is a town of 6,287 people in Ulster County, New York. It also ranks better for retirees than 100% of New York towns and better for a vacation home than 99% of New York towns.

    6,287 people · Ulster County · median home $604,700 · income $92,118 · Jan low 12°F · 86 in snow

    Full Woodstock, New York profile: weather, storms, schools, jobs →

    Woodstock lifestyle rankingsHip & trendy99th pctVibrancy30th pctYoung professionals80th pctWalkability36th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  18. 8Norwich, New York

    Hipper than 99% of New York towns

    Norwich is a city of 7,051 people in Chenango County, New York. It also ranks more walkable than 92% of New York towns and more vibrant than 92% of New York towns.

    7,051 people · Chenango County · median home $121,100 · income $53,333 · Jan low 12°F · 75 in snow

    Full Norwich, New York profile: weather, storms, schools, jobs →

    Norwich lifestyle rankingsHip & trendy99th pctVibrancy92th pctYoung professionals84th pctWalkability92th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  19. 7Great Neck Plaza, New York

    Hipper than 99% of New York towns

    Great Neck Plaza is a village of 7,482 people in Nassau County, New York. It also ranks better transit than 100% of New York towns and more walkable than 99% of New York towns.

    7,482 people · Nassau County · median home $416,100 · income $92,474 · Jan low 27°F · 19 in snow

    Full Great Neck Plaza, New York profile: weather, storms, schools, jobs →

    Great Neck Plaza lifestyle rankingsHip & trendy99th pctVibrancy99th pctYoung professionals94th pctWalkability99th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  20. 6Piermont, New York

    Hipper than 100% of New York towns

    Piermont is a village of 2,517 people in Rockland County, New York. It also ranks better for retirees than 100% of New York towns and better for young professionals than 97% of New York towns.

    2,517 people · Rockland County · median home $652,900 · income $140,450 · Jan low 23°F · 33 in snow

    Full Piermont, New York profile: weather, storms, schools, jobs →

    Piermont lifestyle rankingsHip & trendy100th pctVibrancy89th pctYoung professionals97th pctWalkability91th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  21. 5Saugerties, New York

    Hipper than 100% of New York towns

    Saugerties is a village of 3,899 people in Ulster County, New York. It also ranks better for first-time buyers than 91% of New York towns and more walkable than 88% of New York towns.

    3,899 people · Ulster County · median home $374,100 · income $57,778 · Jan low 12°F · 86 in snow

    Full Saugerties, New York profile: weather, storms, schools, jobs →

    Saugerties lifestyle rankingsHip & trendy100th pctVibrancy86th pctYoung professionals60th pctWalkability88th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  22. 4Hudson, New York

    Hipper than 100% of New York towns

    Hudson is a city of 5,894 people in Columbia County, New York. It also ranks better for cycling than 98% of New York towns and better for young professionals than 96% of New York towns.

    5,894 people · Columbia County · median home $389,900 · income $54,139 · Jan low 18°F · 31 in snow

    Full Hudson, New York profile: weather, storms, schools, jobs →

    Hudson lifestyle rankingsHip & trendy100th pctVibrancy90th pctYoung professionals96th pctWalkability91th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  23. 3East Rochester, New York

    Hipper than 100% of New York towns

    East Rochester is a village of 6,334 people in Monroe County, New York. It also ranks better for first-time buyers than 98% of New York towns and more walkable than 96% of New York towns.

    6,334 people · Monroe County · median home $143,500 · income $73,344 · Jan low 19°F · 91 in snow

    Full East Rochester, New York profile: weather, storms, schools, jobs →

    East Rochester lifestyle rankingsHip & trendy100th pctVibrancy96th pctYoung professionals84th pctWalkability96th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  24. 2Tuckahoe, New York

    Hipper than 100% of New York towns

    Tuckahoe is a village of 7,084 people in Westchester County, New York. It also ranks more walkable than 99% of New York towns and more vibrant than 99% of New York towns.

    7,084 people · Westchester County · median home $621,300 · income $104,375 · Jan low 23°F · 33 in snow

    Full Tuckahoe, New York profile: weather, storms, schools, jobs →

    Tuckahoe lifestyle rankingsHip & trendy100th pctVibrancy99th pctYoung professionals98th pctWalkability99th pct
    The Town Files lifestyle rankings, percentile vs New York towns.
  25. 1Nyack, New York

    Hipper than 100% of New York towns

    Nyack is a village of 7,265 people in Rockland County, New York. It also ranks better for young professionals than 98% of New York towns and more vibrant than 98% of New York towns.

    7,265 people · Rockland County · median home $628,200 · income $116,649 · Jan low 23°F · 33 in snow

    Full Nyack, New York profile: weather, storms, schools, jobs →

    Nyack lifestyle rankingsHip & trendy100th pctVibrancy98th pctYoung professionals98th pctWalkability97th pct
    The Town Files lifestyle rankings, percentile vs New York towns.

Price vs ranking

Median home value vs ranking, New York towns0255075100$81K$426K$771K$1116K$1462KMedian home valuePercentile
Orange squares are the 25 towns on this list; green dots are other towns on The Town Files in New York.

More New York rankings

Same ranking, other places

Methodology. We ranked 707 towns of 500–10,000 people in New York (2020 Census population). 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: