Outdoors · Chester

Chester, NY parks, trails & bike paths

About 16% of Chester is conserved land, roughly 2,624 acres. There are about 19 miles of mapped trails, and the biggest networks are in Goosepond Mountain State Park (7 mi) and Chester Commons Park (0.6 mi).

Conserved land, trails, parks and bike routes in Chester, measured from OpenStreetMap and USGS data.

At a glance

Chester outdoors

Conserved land
16%
2,624 of 16,037 acres
Trails
19 mi
0.8 mi per sq mi · 10 on conserved land
Parks & preserves
5
207 conserved acres per 1,000 residents
Bike routes
2.8 mi
0.0 mi lanes · 2.8 mi off-road paths

Conserved land is a share of the whole town area. Bike lanes are often missing from the map in smaller towns, so that number is likely low.

Map

Conserved land, trails & bike routes

1234
Tap a number or a place below to zoom in© OpenStreetMap contributors · USGS PAD-US
Places to walk

Parks & preserves with trails

Ranked by mapped trail miles. Directions go to the nearest marked trailhead or public parking.
1

Goosepond Mountain State Park

Managed by New York State Office of Parks, Recreation and Historic Preservation
2,050 acres7 mi of trail
Goose Pond Mountain Trail
Dog rules not recorded
No trailhead mapped yet Website
2

Chester Commons Park

Park
35 acres0.6 mi of trail
Chester Commons Hiking Trail
Dog rules not recorded
No trailhead mapped yet
3

Knapp's View

Park
91 acres
Dog rules not recorded
DirectionsTo the parking lot
4

Appalachian National Scenic Trail

Managed by National Park Service
22 acres0.2 mi of trail
Dogs usually limitedNational parks restrict dogs on most trails. Check posted rules
No trailhead mapped yet Website
All 5 parks & preserves
  • Carpenter Park12 ac · 0.1 mi trail
Who protects the land

2,624 conserved acres

Who manages it, from PAD-US. Approximate, because parcels can overlap.
State parks
2,053 ac
Land trusts & nonprofits
435 ac
USDA easements (NRCS)
161 ac
Other or Unknown Local Government
148 ac
Town or city
140 ac
County
58 ac
National Park Service
21 ac

Conserved doesn't always mean open to visitors. 169 acres are conservation easements, which are usually private land. Public access isn't recorded for 4 of 25 parcels. The places listed above are parks and preserves people visit.

Biking & sports

Bike routes, courts & fields

  • Painted or protected bike lanes0.0 mi
  • Off-road bike paths2.8 mi
  • Shoulders & shared lanes0.0 mi

Courts & fields

  • Basketball8
  • Baseball7
  • Tennis4
  • Soccer3
  • Softball1

Counts include school and college facilities, which aren't always open to the public.

Next door

Chester and its neighbors

Towns whose outdoors data has been built so far.
TownConservedTrailsParks & preserves
Chester16.4%19.2 mi5
Blooming Grove3.9%17.4 mi10
Goshen2.2%41.1 mi7
Warwick26.8%87.4 mi15
Monroe20.3%14.2 mi10
Chester7.9%1.4 mi1
Trail talk

Conditions & tips from neighbors

No recent posts about Chester's trails yet. Muddy, icy, a bridge out, where to park: a quick post helps the next person.

Sources: trails, parks, preserves, courts and bike lanes © OpenStreetMap contributors (ODbL), map data as of 2026-09-28. Conserved land: USGS Gap Analysis Project, Protected Areas Database of the United States (PAD-US). Measured against the Census town boundary.

How we measure"Trails" are OpenStreetMap paths, bridleways, public tracks and unpaved footways, plus footways inside a park or preserve or on a named trail route. Sidewalks are left out. Areas are counted on a 20.9-meter grid, so overlapping parcels count once. "Conserved" includes conservation easements, which protect land from development but are usually private property. Trailheads are the nearest marked trailhead, public parking lot or information board within about 150 meters of a preserve. Dog rules come from OpenStreetMap when someone has tagged them; otherwise we show what's typical for the land manager, or say the rules aren't recorded.

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Chester

New York · NY · Orange County
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Boundary source: https://tigerweb.geo.census.gov/arcgis/rest/services/TIGERweb/Places_CouSub_ConCity_SubMCD/MapServer/15 · 2025-01-01