Guest, Sign inJoin

Post to Ossining

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
First Baptist Church of Ossining, NYPhoto: Daniel Case · CC BY-SA 3.0
AOutdoors
Outdoors in Ossining

9% of Ossining’s land is conserved, and 98% of residents live within a half mile of a park

18 miles of mapped trail cross Ossining, 1.6 per square mile of land. The biggest trail networks: Old Croton Aqueduct State Park (3.4 mi), Pocantico Park (1.5 mi), Crawbuckie Nature Preserve (1.1 mi). 9% of Ossining’s land is conserved, about 648 acres.

Ahead of 89% of U.S. towns · #137 of 758 in New York. What drives it

Conserved land
9%
648 acres · of 11.6 sq mi of land
Trails
18 mi
1.6 per sq mi of land
Park land
551 ac
14 acres per 1,000 residents
Near a park
98%
of residents within ½ mile
Bike routes
7.1 mi
1.6 mi lanes · 2.3 mi paths
Highest peak
486 ft
Prospect Hill
Lakes & rivers
8
2 beaches · 2 boat launches

What kind of outdoors town is Ossining?

Read from the map. The page puts what stands out first.

Outdoors grade

How much outdoors does Ossining have?

On conserved land, trails, park land and how close residents live to a park, Ossining is ahead of 89% of U.S. towns, #137 of 758 in New York. All four inputs are above most U.S. towns; trail miles rank highest, park acres per resident lowest.

A
OutdoorsA character grade: shown, never part of Ossining’s overall grade.
All U.S. towns we grade (21,298)Ahead of 89%
LessMore
New York towns of 2,500+ (758)Ahead of 82%

Water is 26% of Ossining’s area (4 of 16 square miles), so every share here is of land; over land and water together, the conserved share would read 6%.

How sure. Graded on any three of the four inputs instead, the letter would range from A− to A. Trails and many small parks come from OpenStreetMap, mapped by volunteers, so coverage varies from town to town; the half mile is a straight line from each census block, so a river or highway in the way isn’t counted against it.

PAD-US, OpenStreetMap (© OpenStreetMap contributors), Census 2025 Gazetteer and 2020 blocks; details in Sources below. How TownRatings grades the outdoors →

The map

Conserved land, trails & bike routes

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

1234
Easements protect land from building but are usually private.© OpenStreetMap contributors · USGS PAD-US
Places to walk

Pick a walk

The longest trail network is Old Croton Aqueduct State Park, with 3.4 miles. Directions go to the nearest trailhead or public parking.

Old Croton Aqueduct State Park

Park
44 acres3.4 mi of trail
Old Croton Aqueduct Trail
Dog rules not recorded
Directionsto the parking lotWebsite ↗

Pocantico Park

Managed by Village of Briarcliff Manor
64 acres1.5 mi of trail
Red TrailBlue TrailYellow TrailRed / Yellow Trail
Dog rules not recorded
Directionsto the parking lot

Crawbuckie Nature Preserve

Managed by Town of Ossining
35 acres1.1 mi of trail
Hudson LoopChickadee Trail
Dog rules not recorded
Directionsto the parking lot

Louis Engel Waterfront Park

Managed by Village of Ossining
6 acres0.5 mi of trail
Dog rules not recorded
Directionsto the parking lot
All 15 parks & preserves
Old Croton Aqueduct State Park44 acres · 3.4 mi of trail
Directions
Pocantico Park64 acres · 1.5 mi of trail · Village of Briarcliff Manor
Directions
Crawbuckie Nature Preserve35 acres · 1.1 mi of trail · Town of Ossining
Directions
Louis Engel Waterfront Park6 acres · 0.5 mi of trail · Village of Ossining
Directions
Walter W. Law Memorial Park11 acres · 0.2 mi of trail
Directions
Richard Wishnie Park4 acres · 0.2 mi of trail
Directions
Cedar Lane Park25 acres · 0.1 mi of trail · Ossining Recreation & Parks Department
Directions
Ryder Park20 acres · 0.1 mi of trail
Directions
Veterans Memorial Park17 acres · 0.1 mi of trail
Directions
Pocantico Lake County Park26 acres · Westchester County
Directions
Tommy Thurber Preserve12 acres
Nelson Park9 acres
Directions
Gerlach Park9 acres · Ossining Recreation & Parks Department
Directions
Nelson Sitting Park3 acres
Directions
Snowden Park2 acres
Directions
Who protects it

648 conserved acres

9% of Ossining’s land. Water is left out: Ossining has 11.6 square miles of land and 4.2 of water, so the share counts land only. Who manages Ossining’s conserved land, from the USGS Protected Areas Database. Approximate, because parcels can overlap.

Town or city531 ac
Land trusts & nonprofits69 ac
Other state land66 ac
County57 ac
State parks45 ac
Other or Unknown Local Government28 ac
Private owners24 ac
Local Park · 599 acState Resource Management Area · 66 acState Historic or Cultural Area · 45 acOther Easement · 29 acPrivate Other or Unknown · 24 ac
Good to know

Conserved doesn’t always mean open to visitors. 43 acres are conservation easements, usually private land. Public access isn’t recorded for 11 of 36 parcels. The walks above are places people visit.

The biggest protected parcels
Parcel (PAD-US)Managed byAcresPublic access
Town of Ossining Land
Local Park
Town or city112Unknown
Village Of Ossining Land
Local Park
Town or city94Unknown
Village Of Briarcliff Manor Land
Local Park
Town or city87Unknown
Pine Road Park
Local Park
Town or city72Open
Sing Sing State Correctional Facility
State Resource Management Area
Other state land66Open
Ryder Park
Local Park
Town or city52Open
Old Croton Aqueduct State Historic Park
State Historic or Cultural Area
State parks45Open
Village Of Briarcliff Land
Local Park
Town or city39Unknown
Pocantico Lake County Park
Local Park
County30Open
Village Of Ossining Water Comm Land
Local Park
Town or city28Unknown

5 smaller protected places aren’t shown.

Things to do

28 places to go in Ossining

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

Scenic views in Ossining
Ossining Double Arch viewing platformIn Old Croton Aqueduct State Park
Directions

Plus 3 scenic views without a name on the map.

Trails & water

12 named trails and 8 lakes & rivers

Named trails
Open to bikes · 4.8 miHorses · 1.1 miUnpaved · 7.1 mi
Old Croton Aqueduct Trail3.9 mi
Kate Kennard Trail0.8 mi
Red Trail0.7 mi
Hudson Loop0.7 mi
Briarcliff-Peekskill Trail0.5 mi
Blue Trail0.4 mi
Yellow Trail0.4 mi
Briarcliff-Peekskill Trailway0.3 mi
Brookside Trail0.2 mi
Chickadee Trail0.1 mi
2 more trails
Sing Sing Kill Greenway
0.1 mi
Red / Yellow Trail
0.1 mi
Lakes & rivers tap for directions
Biking & sports

7.1 miles of bike routes

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

1.6 mi
painted or protected bike lanes
2.3 mi
off-road bike paths
3.1 mi
shoulders & shared lanes
Courts & fields
35Tennis
19Baseball
13Basketball
11Soccer
11Pickleball
3Football
1Skate park
1Multi-sport

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

History along the way

12 places on the National Register

The country’s official list of places worth saving (National Park Service).

History →
First Baptist Church of OssiningBuilding · listed 1973
About it
Jug TavernBuilding · listed 1976
About it
St. Paul's Episcopal Church and RectoryBuilding · listed 1978
About it
Brandreth Pill FactoryBuilding · listed 1980
About it
Highland CottageBuilding · listed 1982
About it
Scarborough Historic DistrictDistrict · listed 1984
About it
Washington SchoolBuilding · listed 1987
About it
Richard Austin HouseBuilding · listed 1988
About it
Downtown Ossining Historic DistrictDistrict · listed 1989
About it
All Saints Episcopal ChurchBuilding · listed 2002
About it
Dale CemeterySite · listed 2013
About it
Robinwood Historic DistrictDistrict · listed 2019
About it
When to get out

The best walking months in Ossining: April to June, August and 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)9.510.611.813.314.515.114.913.812.411.09.89.2
High (°F)384149627280858376655343
Rain (in)3.42.84.04.03.94.54.64.44.64.53.74.1

February is the driest month (2.8 in) and July the warmest (highs of 85 °F). 4.6 inches fall in July, the wettest month. The climate in Ossining →

Next door

Ossining and its neighbors

Tap a town to see its outdoors.

TownConserved
of land
Trail mi
per sq mi
Park acres
per 1,000
Near a park
½ mile
Outdoors
Ossining9%1.61498%A
Mount Pleasant25%2.88894%A+
Croton-on-Hudson24%3.79199%+A+
Cortlandt23%1.810694%A+
Briarcliff Manor6%1.93197%A
Clarkstown15%1.04289%A
New Castle12%1.29794%A+
Upper Nyack27%3.69999%+A+

The four inputs of the Outdoors grade, from the engine; shares are of land, not water.

Questions about parks and trails in Ossining

Where can I hike in Ossining?

The longest trail networks: Old Croton Aqueduct State Park, 3.4 miles; Pocantico Park, 1.5 miles; Crawbuckie Nature Preserve, 1.1 miles; Louis Engel Waterfront Park, 0.5 miles. Each one is on the map above, with directions to the nearest trailhead or parking.

How much of Ossining is conserved land?

9% of its land, against a typical 5% for a New York town and 4% nationally (PAD-US). Conserved doesn’t always mean open to visitors: easements are usually private land.

Are dogs allowed on Ossining’s trails?

Old Croton Aqueduct State Park and Pocantico Park don’t have dog rules recorded on the map; check the signs at the trailhead.

Where can I bike in Ossining?

7.1 miles of bike routes are on the map: 1.6 of painted or protected lanes, 2.3 of off-road paths and 3.1 of shoulders and shared lanes.

Is there public land near Ossining?

48,164 acres of parks and open public land lie inside Ossining or within 10 miles of it (PAD-US), 617 of them inside the town line.

How much outdoors does Ossining have?

Ahead of 89% of U.S. towns on the Outdoors grade, #137 of 758 in New York. The grade combines the share of land that is conserved, miles of mapped trail per square mile of land, park acres per 1,000 residents and the share of residents within a half mile of a park. It’s a character grade, so it isn’t part of the overall grade. How it works.

Trail talk

Conditions, parking and favorite walks from Ossining 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 →