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.
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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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
12Hamilton, New York
Hipper than 99% of New York towns

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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns. -
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 →
The Town Files lifestyle rankings, percentile vs New York towns.
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)