The 25 Hippest Small Towns in New York
Ranked on The Town Files lifestyle rankings among 707 towns of 2,500–10,000 people in New York. #1 is Nyack, NY.
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25Scotia, New York
Hipper than 97% of New York towns
7,272 people · Schenectady County · median home $189,900 · income $76,525 · Jan low 16°F · 59 in snow
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24Hudson Falls, New York
Hipper than 97% of New York towns
7,427 people · Washington County · median home $165,200 · income $62,969 · Jan low 10°F · 62 in snow
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23Whitesboro, New York
Hipper than 98% of New York towns
3,612 people · Oneida County · median home $160,700 · income $45,934 · Jan low 14°F · 164 in snow
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22Owego, New York
Hipper than 98% of New York towns
3,654 people · Tioga County · median home $147,300 · income $60,139 · Jan low 16°F · 49 in snow
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21Menands, New York
Hipper than 98% of New York towns
4,554 people · Albany County · median home $271,300 · income $80,583 · Jan low 17°F · 56 in snow
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20Brockport, New York
Hipper than 98% of New York towns
7,104 people · Monroe County · median home $157,700 · income $69,866 · Jan low 18°F · 77 in snow
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19New Paltz, New York
Hipper than 98% of New York towns
7,324 people · Ulster County · median home $414,500 · income $52,774 · Jan low 19°F · 59 in snow
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18Woodstock, New York
Hipper 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
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17Lewiston, New York
Hipper than 99% of New York towns
2,531 people · Niagara County · median home $238,100 · income $73,821 · Jan low 19°F · 55 in snow
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16Greenport, New York
Hipper 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
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15Rhinebeck, New York
Hipper than 99% of New York towns
2,697 people · Dutchess County · median home $492,600 · income $70,496 · Jan low 11°F · 61 in snow
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14Shandaken, New York
Hipper than 99% of New York towns
2,866 people · Ulster County · median home $346,100 · income $66,031 · Jan low 12°F · 105 in snow
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13New York Mills, New York
Hipper than 99% of New York towns
3,244 people · Oneida County · median home $207,700 · income $57,578 · Jan low 14°F · 164 in snow
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12Hamilton, New York
Hipper 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
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11Ballston Spa, New York
Hipper than 99% of New York towns
5,111 people · Saratoga County · median home $308,200 · income $101,667 · Jan low 14°F · 64 in snow
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10Mechanicville, New York
Hipper than 99% of New York towns
5,163 people · Saratoga County · median home $186,500 · income $50,675 · Jan low 17°F · 60 in snow
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9Woodstock, New York
Hipper 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
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8Norwich, New York
Hipper than 99% of New York towns
7,051 people · Chenango County · median home $121,100 · income $53,333 · Jan low 12°F · 75 in snow
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7Great Neck Plaza, New York
Hipper 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
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6Piermont, New York
Hipper than 100% of New York towns
2,517 people · Rockland County · median home $652,900 · income $140,450 · Jan low 23°F · 33 in snow
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5Saugerties, New York
Hipper than 100% of New York towns
3,899 people · Ulster County · median home $374,100 · income $57,778 · Jan low 12°F · 86 in snow
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4Hudson, New York
Hipper than 100% of New York towns
5,894 people · Columbia County · median home $389,900 · income $54,139 · Jan low 18°F · 31 in snow
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3East Rochester, New York
Hipper than 100% of New York towns
6,334 people · Monroe County · median home $143,500 · income $73,344 · Jan low 19°F · 91 in snow
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2Tuckahoe, New York
Hipper than 100% of New York towns
7,084 people · Westchester County · median home $621,300 · income $104,375 · Jan low 23°F · 33 in snow
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1Nyack, New York
Hipper than 100% of New York towns
7,265 people · Rockland County · median home $628,200 · income $116,649 · Jan low 23°F · 33 in snow
Price vs ranking
More New York rankings
- The 25 Best Small Towns to Retire in New York
- The 25 Quietest Small Towns in New York
- The 25 Most Affordable Small Towns in New York
- The 25 Best Small Towns for Families in New York
- The 25 Best Quiet, Affordable Small Towns to Retire in New York
- 25 Small Towns in New York With the Cheapest Homes
- 25 Small Towns in New York With the Mildest Winters
- The 25 Most Walkable Small Towns in New York
- 25 Small Towns in New York With the Fewest Tornadoes Since 1950
- The 25 Best Small Towns for First-Time Home Buyers in New York
Same ranking, other places
- The 50 Hippest Small Towns in America
- The 25 Hippest Small Towns in Pennsylvania
- The 25 Hippest Small Towns in Michigan
- The 25 Hippest Small Towns in Texas
- The 25 Hippest Small Towns in California
- The 25 Hippest Small Towns in New Jersey
- U.S. Census Bureau, American Community Survey 5-year estimates (2020–2024)
- U.S. Census Bureau, 2020 Census and 2025 Gazetteer (2020 / 2025)
- NOAA NCEI U.S. Climate Normals (1991–2020)
- NOAA NCEI Storm Events Database (1950–2026)
- FEMA OpenFEMA Disaster Declarations (this product uses the FEMA OpenFEMA API but is not endorsed by FEMA) (1953–2026)
- NCES Common Core of Data (2023–24)
- BLS Quarterly Census of Employment and Wages; USDA ERS county unemployment (BLS LAUS) (2000–2024)
- The Town Files lifestyle rankings, built from federal demographic, school, crime and housing data (2025)