203 years in pictures
3 places on the National Register of Historic Places.
- 1823Pine Plains is settled
Each edition grades its towns against each other only.

It counts 3 places on the National Register of Historic Places.
The best of Pine Plains’ subject grades are an A for history and civic life. Among 266 New York towns, just 6 have a lower property crime rate than Pine Plains. Pine Plains is easier to get around on foot or by transit than 74% of U.S. towns. Its National Register listings include Graham-Brush Log House and Winans-Huntting House. Pine Plains has fewer than 2,500 residents, so it gets subject grades but no overall grade.
Where Pine Plains beats most towns.
Pines, The2,473 counted in 2010 and 2,218 in 2020; an estimated 2,307 in 2025.
U.S. Census 2010 & 2020 counts · Census Bureau estimate, July 1, 2025
Each subject compared with towns across the country (schools within New York), ordered by how far Pine Plains is from typical.
How TownRatings grades towns →
3 places on the National Register of Historic Places.
Museums, parks, gardens and other places to visit around Pine Plains. Close and well known come first.
19 mi National Historic SiteHome of Franklin D. Roosevelt National Historic Site102K visitors a year
19 mi National Historic SiteVanderbilt Mansion National Historic Site295K visitors a year
19 mi MuseumOlana State Historic Site
34 mi LakeCandlewood Lake
27 mi MuseumNorman Rockwell Museum
31 mi TheatreTanglewoodHome of Franklin D. Roosevelt National Historic Site: Crunch, CC BY-SA 4.0 · Vanderbilt Mansion National Historic Site: Daderot, Public domain · Olana State Historic Site: Netniks, CC BY-SA 4.0 · Candlewood Lake: Carol M. Highsmith, Public domain · Norman Rockwell Museum: User:Rmrfstar, CC BY 2.5 · Tanglewood: Daderot., CC BY-SA 3.0
Who provides power, water and the rest in Pine Plains, and how to reach them.
EPA SDWIS (Oct 9, 2026) · HIFLD + EIA-861 2025 · Census 2020 ZCTAs · NCES 2024–25 · registration: vote.gov, updated Aug 3, 2026.
Ordered by what stands out in Pine Plains.
CDC measures, 32 in all: Pine Plains beats New York on 9 and trails on 6. Pine Plains: 15% of adults binge drink, below both the New York town median (17%) and the median of U.S. towns (16%). The share of adults in Pine Plains who have obesity: 29%.
| Pine Plains | New York towns | U.S. towns | |
|---|---|---|---|
| Obesity (CDC PLACES) | 29% | 33% | 35% |
| Binge drink (CDC PLACES) | 15% | 17% | 16% |
| Frequent mental distress (CDC PLACES) | 15% | 16% | 17% |
| Depression (CDC PLACES) | 20% | 21% | 23% |
| What stands out | Pine Plains | NY |
|---|---|---|
| Fewer adults facing food insecurity | 11.6% | 17.2% |
| Fewer adults facing housing insecurity | 9.8% | 14.5% |
| More adults who have had cancer | 10.8% | 7.7% |
CDC PLACES 2025 · modeled estimates for adults · CMS · HRSA
Its two schools are below. The largest public high school is Stissing Mountain Junior/Senior High School, with 426 students. The 2 public schools in Pine Plains teach 636 students between them.
| School | Level | Students | Letter |
|---|---|---|---|
| Seymour Smith Intermediate Learning CenterLargest public elementary schoolGrades 2–5 | Grades 2–5 | 210 | C+ |
| Stissing Mountain Junior/Senior High SchoolLargest public high schoolGrades 6–12 | Grades 6–12 | 426 | A− |
NCES · EDFacts · graded within NY on state tests and graduation
Pine Plains: 18% of working residents work locally. In Pine Plains, the median household income is $102,000, where New York’s towns sit at $82,000 and U.S. towns at $80,000. The median commute is under 20 miles. The top destinations are New York (13%), Rhinebeck (4%) and Wappinger (3%).
| Pine Plains | New York towns | U.S. towns | |
|---|---|---|---|
| Working residents who work in town | 18% | 10% | 8% |
| Median household income | $102,000 | $82,000 | $80,000 |
| Average trip to work | 27 minutes | 25 minutes | 25 minutes |
Census LEHD 2023 · ACS
24% of residents are 65 or older in Pine Plains. Adults 18 to 34 are 12% of residents (23% statewide); adults 35 to 64 are 44% of residents (39% statewide). Pine Plains’ median age comes in at 50.1 years. Population is up 3.9% locally since 2020, to 2,307 by the Census Bureau’s 2025 estimate.
| Pine Plains | New York towns | U.S. towns | |
|---|---|---|---|
| Median age | 50.1 years | 43 years | 40.5 years |
| Aged 65 or older | 24% | 20% | 18% |
| Bachelor’s degree or more, 25+ | 41% | 32% | 29% |
| Under 18 | 21% | 20% | 22% |
51% women, 49% men
That’s an even split within the survey’s margin of ±5.4 points. Across New York, 51.2% of residents are women.
| Pine Plains | NY | U.S. | |
|---|---|---|---|
| Under 10 | 9.1% | 11% | 11.6% |
| 10 to 17 | 11.6% | 9.5% | 10.3% |
| 18 to 24 | 2.8% | 8.9% | 9.1% |
| 25 to 34 | 8.8% | 14.2% | 13.7% |
| 35 to 44 | 11% | 13% | 13.2% |
| 45 to 54 | 13.2% | 12.2% | 12.2% |
| 55 to 64 | 20.1% | 13.3% | 12.7% |
| 65 to 74 | 13.3% | 10.3% | 10.2% |
| 75 and older | 10.2% | 7.6% | 7% |
| No diploma | 6.7% | 12% | 10.4% |
| High school | 30.9% | 24.3% | 26% |
| Some college | 10.5% | 14.6% | 19.1% |
| Associate’s | 11.4% | 8.8% | 8.8% |
| Bachelor’s | 23% | 22.4% | 21.6% |
| Graduate | 17.5% | 17.9% | 14.1% |
Census population estimates, 2025 · U.S. Census Bureau · ACS 2020-2024 5-year estimates · in a town of 2,300, single groups can be off by several points
The range runs from 16° on a January night to 84° on a July afternoon, with about 50 inches of snow a winter.
NOAA U.S. Climate Normals, 1991–2020
70% of Pine Plains’s expected losses from natural hazards come from inland flooding, followed by hurricanes at 15%. FEMA expects less storm and flood damage in the town than in 64% of U.S. communities. This New York town has had one paid flood insurance claim since 2007.
FEMA National Risk Index · OpenFEMA
Pine Plains's reported crime rate is well below New York's. No violent crimes were reported in 2025. Police in Pine Plains reported no violent crime.
FBI crime data, 2025 · crimes reported to police
Trails run 13 miles in 5 parks and preserves. Stissing Mountain, at 522 acres with 5.3 miles of trail, is the biggest park or preserve.
| Pine Plains | New York towns | U.S. towns | |
|---|---|---|---|
| Conserved land | 7.5% | 5.2% | 4.3% |
| Miles of trail per square mile | 0.4 miles per square mile | 0.4 | 0.4 |
| Biggest places to walk | Trails | Acres |
|---|---|---|
| 1. Stissing Mountain | 5.3 mi | 522 |
| 2. Stissing Mountain Multiple Use Area | 2.2 mi | 372 |
| 3. FOSL | 0.1 mi | 38 |
Trails & parks © OpenStreetMap contributors · Conserved land: USGS PAD-US
1 within 15 miles of the center of Pine Plains
About 3 of every 100 Pine Plains residents are enrolled in college, against 7 across New York.
3 places in Pine Plains on the National Register of Historic Places.
3 notable people were born in Pine Plains.
Town in New York, United States
Pine Plains is a town in Dutchess County, New York, United States. The population was 2,218 at the 2020 census. The name is derived from the geographic character of the region. The hamlet of Pine Plains is on the northern border of the county.
From Wikipedia, licensed CC BY-SA 4.0 · facts via Wikidata (CC0)
5 towns share a border with Pine Plains.
| Town | NY rank | Overall | Cost | Safety | Schools | Health |
|---|---|---|---|---|---|---|
| Pine Plains | — | — | C+ | — | B− | A− |
| Milan | — | — | D | — | B | A |
| North East | #568 | C | C | — | D− | A− |
| Gallatin | — | — | C+ | — | B− | B+ |
| Stanford | #391 | B− | C | — | B− | A− |
| Ancram | — | — | C− | — | C+ | B+ |
Pine Plains, Milan, Gallatin and Ancram have fewer than 2,500 residents, so they get subject grades but no overall grade. Pine Plains, Milan, North East, Gallatin, Stanford and Ancram report no FBI crime data of their own. Compare Pine Plains with a neighbor →
Short answers, built from the data on this page.
It counts 3 places on the National Register of Historic Places.
Cost of living, which also weighs rents, property taxes and how many households pay 30% or more of their income for housing, grades C+.
3 notable people were born here, including Bill Snyder and Brian Adams.