1
Stewart State Forest
Nature preserve
5,325 acres29.2 mi of trail
Drakes TrailWindsor TrailBuchanan Hill TrailLange Farm TrailWhite Cloud Trail
Dog rules not recorded
Outdoors · New Windsor
New Windsor, NY parks, trails & bike paths
About 30% of New Windsor is conserved land, roughly 7,103 acres. There are about 41 miles of mapped trails, and the biggest networks are in Stewart State Forest (29.2 mi) and Kowawese Unique Area at Plum Point (1.3 mi).
Conserved land, trails, parks and bike routes in New Windsor, measured from OpenStreetMap and USGS data.
At a glance
New Windsor outdoors
Conserved land
30%
7,103 of 23,578 acres
Trails
41 mi
1.1 mi per sq mi · 33 on conserved land
Parks & preserves
8
255 conserved acres per 1,000 residents
Bike routes
1.6 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
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.
2
Kowawese Unique Area at Plum Point
Managed by Orange County Department of Parks, Recreation and Conservation
160 acres1.3 mi of trail
Dog rules not recorded
3
Knox's Headquarters State Historic Site
Managed by New York State Office of Parks, Recreation and Historic Preservation
45 acres0.4 mi of trail
Dog rules not recorded
4
New Windsor Cantonment State Historic Site
Managed by New York State Office of Parks, Recreation and Historic Preservation
98 acres
Dog rules not recorded
All 8 parks & preserves
- Kristi Babcock Memorial Park29 ac · 0.1 mi trail · Directions
- Washingtonville Soccer Club Inc50 ac
- Ruscitti Park4 ac
- Butterhill Park2 ac
Who protects the land
7,103 conserved acres
Who manages it, from PAD-US. Approximate, because parcels can overlap.
Conserved doesn't always mean open to visitors. 30 acres are conservation easements, which are usually private land. Public access isn't recorded for 6 of 35 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 lanes1.6 mi
Courts & fields
- Baseball16
- Tennis7
- Soccer6
- Tracks3
- Equestrian2
- Pickleball2
- Basketball1
Counts include school and college facilities, which aren't always open to the public.
Next door
New Windsor and its neighbors
Towns whose outdoors data has been built so far.
| Town | Conserved | Trails | Parks & preserves |
|---|---|---|---|
| New Windsor | 30.1% | 41.2 mi | 8 |
| Cornwall | 37.9% | 64.9 mi | 12 |
| Newburgh | 3.7% | 3.7 mi | 5 |
| Newburgh | 3.3% | 11.8 mi | 2 |
| Montgomery | 10.8% | 37.8 mi | 14 |
| Hamptonburgh | 7.7% | 7.6 mi | 4 |
| Blooming Grove | 3.9% | 17.4 mi | 10 |
Trail talk
Conditions & tips from neighbors
No recent posts about New Windsor'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 23.4-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.