Guest, Sign inJoin

Post to Chestertown

We’ll email a one-tap link to publish your post. No password, and nothing is public until you click it.
Already a member? Sign in
–Not graded
Outdoors in Chestertown

Few parks or trails are on the map in Chestertown

4% of Chestertown’s land is conserved, about 94 acres. 91 acres are parks and preserves, 183 per 1,000 residents. 8.1 miles of mapped trail cross Chestertown, 2.1 per square mile of land.

Conserved land
4%
94 acres · of 3.8 sq mi of land
Trails
8.1 mi
2.1 per sq mi of land
Park land
91 ac
183 acres per 1,000 residents
Near a park
73%
of residents within ½ mile
Highest peak
1,503 ft
Panther Mountain
The map

Conserved land, trails & bike routes

Tap a number to zoom to a park. Tap a layer to hide it.

Easements protect land from building but are usually private.© OpenStreetMap contributors · USGS PAD-US
Who protects it

94 conserved acres

4% of Chestertown’s land. Who manages Chestertown’s conserved land, from the USGS Protected Areas Database. Approximate, because parcels can overlap.

Town or city89 ac
Regional agency5 ac
Local Park · 89 acLocal Other or Unknown · 5 ac
Good to know

Conserved doesn’t always mean open to visitors. Public access isn’t recorded for 2 of 2 parcels. The walks above are places people visit.

The biggest protected parcels
Parcel (PAD-US)Managed byAcresPublic access
Town of Chester Land
Local Park
Town or city89Unknown
North Warren Central School Land
Local Other or Unknown
Regional agency5Unknown
Things to do

2 places to go in Chestertown

Beaches, playgrounds, peaks, falls and more. Pick a kind.

Peaks in Chestertown
Panther Mountain1,503 ft elevation
Directions
Trails & water

12 named trails

Named trails
Unpaved · 7.9 mi
Cunningham Ski Trail1.3 mi
Panther mountain trail1.2 mi
Perimeter Loop Trail1.0 mi
Fish Loop Trail0.7 mi
Chester Creek Trail0.6 mi
Leanto Trail0.6 mi
Dynamite Loop Trail0.6 mi
Side Hill Trail0.5 mi
Hilltop Trail0.3 mi
Easy Way Trail0.2 mi
2 more trails
Old Foundation Trail
0.1 mi
Side Door Trail
0.1 mi
Biking & sports

0.0 miles of bike routes

Bike lanes are often missing from the map in smaller towns, so that number is likely low.

Courts & fields
2Soccer
2Baseball
1Tennis

Includes school and college facilities, which aren’t always open to the public.

When to get out

The best walking months in Chestertown: May to September

NOAA’s 1991–2020 normals for the town and the daylight at its latitude. Outlined months have long days, highs of 59 to 86 °F and little rain for the place.

JanFebMarAprMayJunJulAugSepOctNovDec
Daylight (h)9.310.411.813.414.715.415.114.012.410.99.68.9
High (°F)293241556775807870584534
Rain (in)3.22.73.53.83.74.24.24.13.74.13.53.8

February is the driest month (2.7 in) and July the warmest (highs of 80 °F). 4.2 inches fall in June, the wettest month. The climate in Chestertown →

Questions about parks and trails in Chestertown

Is there public land near Chestertown?

48,292 acres of parks and open public land lie inside Chestertown or within 10 miles of it (PAD-US), 91 of them inside the town line.

Trail talk

Conditions, parking and favorite walks from Chestertown neighbors.

Town Square →
Share a tip
Sources

Where this page comes from

Conserved and public land: USGS Protected Areas Database of the United States (PAD-US), service updated July 2026. Parks, trails, playgrounds, beaches and other places: OpenStreetMap (© OpenStreetMap contributors, ODbL), map data as of 2026-10-28. Land and water area: Census 2025 Gazetteer. Residents near a park: 2020 Census blocks. National Register: National Park Service. How TownRatings grades the outdoors →