Outdoors · Chester

Chester, CT parks, trails & bike paths

About 36% of Chester is conserved land, roughly 3,837 acres. There are about 45 miles of mapped trails, and the biggest networks are in Cockaponset State Forest (38.6 mi).

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

At a glance

Chester outdoors

Conserved land
36%
3,837 of 10,708 acres
Trails
45 mi
2.7 mi per sq mi · 36 on conserved land
Parks & preserves
13
1,003 conserved acres per 1,000 residents
Bike routes
0.0 mi
0.0 mi lanes · 0.0 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

Cockaponset State Forest

Managed by Connecticut Department of Energy and Environmental Protection
3,707 acres38.6 mi of trail
Dog rules not recorded
DirectionsTo the parking lot Website
2

Constance Baker Motley Preserve

Managed by Chester Land Trust
6 acres0.4 mi of trail
Little Rock Nine Trail
Dog rules not recorded
DirectionsTo the parking lot Website
3

Chester Creek Preserve

Managed by Chester Land Trust
42 acres
Dog rules not recorded
No trailhead mapped yet
4

Connecticut Valley Railroad State Park Trail

Nature preserve
16 acres
Dog rules not recorded
DirectionsTo the parking lot Website
All 13 parks & preserves
  • North Quarter Park11 ac · 0.1 mi trail · Directions
  • Carini Preserve5 ac · Directions
  • Town Park On Pattaconk Brook4 ac
  • Scudder Preserve2 ac · Directions
  • Killingworth Reservoir Watershed Reserve Land1 ac
  • Town Park At Jennings Pond1 ac
  • Village Green1 ac
  • Wood Preserve1 ac
  • Parkers Point1 ac
Who protects the land

3,837 conserved acres

Who manages it, from PAD-US. Approximate, because parcels can overlap.
Other state land
85 ac
Other or Unknown Federal Land
55 ac
Not recorded
3,825 ac

Conserved doesn't always mean open to visitors. 12 acres are conservation easements, which are usually private land. Public access isn't recorded for 47 of 49 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 paths0.0 mi
  • Shoulders & shared lanes0.0 mi

Courts & fields

  • Tennis1
  • Beach volleyball1
  • Basketball1
  • Baseball1
  • Soccer1
  • Skate park1

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
Chester35.8%44.5 mi13
Deep River22.1%34.0 mi24
Lyme47.6%90.1 mi48
Haddam28.4%97.1 mi36
East Haddam25.9%119.6 mi64
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-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

Connecticut · CT · Lower Connecticut River Valley Planning Region
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