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Philipsburg Manor House in centra part of Sleepy HollowPhoto: Irina S.B. · CC BY 4.0
A+Outdoors
Outdoors in Sleepy Hollow

27% of Sleepy Hollow’s land is conserved, and virtually every resident lives within a half mile of a park

Virtually every resident lives within a half mile of a park. 13 miles of mapped trail cross Sleepy Hollow, 6.0 per square mile of land. 27% of Sleepy Hollow’s land is conserved, about 384 acres.

Among the top 1% of U.S. towns · #13 of 758 in New York. What drives it

Conserved land
27%
384 acres · of 2.2 sq mi of land
Trails
13 mi
6.0 per sq mi of land
Park land
335 ac
31 acres per 1,000 residents
Near a park
99%+
of residents within ½ mile
Bike routes
0.1 mi
0.1 mi paths
Highest peak
331 ft
Cedar Hill
Lakes & rivers
4
2 beaches · 2 boat launches

What kind of outdoors town is Sleepy Hollow?

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

Outdoors grade

How much outdoors does Sleepy Hollow have?

On conserved land, trails, park land and how close residents live to a park, Sleepy Hollow is among the top 1% of U.S. towns, #13 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 Sleepy Hollow’s overall grade.
All U.S. towns we grade (21,298)Among the top 1%
LessMore
New York towns of 2,500+ (758)Ahead of 98%

Water is more than half of Sleepy Hollow’s area (3 of 5 square miles), so every share here is of land; over land and water together, the conserved share would read 12%.

How sure. Graded on any three of the four inputs instead, the letter would still be 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.

12345
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 Rockefeller State Park Preserve, with 4.8 miles. Directions go to the nearest trailhead or public parking.

Rockefeller State Park Preserve

Managed by New York State Office of Parks, Recreation and Historic Preservation
232 acres4.8 mi of trail
Pocantico River TrailDouglas Hill LoopBig Tree LoopSpring Trail+1
Dog rules not recorded
No trailhead mapped yetWebsite ↗

Old Croton Aqueduct State Park

Park
16 acres1.6 mi of trail
Old Croton Aqueduct Trail
Dog rules not recorded
Directionsto the parking lotWebsite ↗

Peabody Preserve Outdoor Classroom

Managed by Tarrytown Union Free School District
38 acres1.2 mi of trail
Red TrailOrange TrailBlue TrailGreen Trail+1
Dog rules not recorded
Directionsto the parking lotWebsite ↗

Douglas Park

Managed by Village of Sleepy Hollow
17 acres1 mi of trail
Dog rules not recorded
Directionsto the parking lot

Kingsland Point Park

Managed by Village of Sleepy Hollow
19 acres0.3 mi of trail
Dog rules not recorded
Directionsto the parking lot
All 10 parks & preserves
Rockefeller State Park Preserve232 acres · 4.8 mi of trail · New York State Office of Parks, Recreation and Historic Preservation
Old Croton Aqueduct State Park16 acres · 1.6 mi of trail
Directions
Peabody Preserve Outdoor Classroom38 acres · 1.2 mi of trail · Tarrytown Union Free School District
Directions
Douglas Park17 acres · 1 mi of trail · Village of Sleepy Hollow
Directions
Kingsland Point Park19 acres · 0.3 mi of trail · Village of Sleepy Hollow
Directions
Barnhardt Park3 acres · 0.2 mi of trail · Village of Sleepy Hollow
Directions
Tappan Zee Park1 acres · 0.1 mi of trail
Directions
Horan's Landing1 acres · 0.1 mi of trail · Village of Sleepy Hollow
Directions
DeVries Park18 acres · Village of Sleepy Hollow
Directions
Patriots Park2 acres · Village of Tarrytown
Directions
Who protects it

384 conserved acres

27% of Sleepy Hollow’s land. Water is left out: Sleepy Hollow has 2.2 square miles of land and 3.0 of water, so the share counts land only. Who manages Sleepy Hollow’s conserved land, from the USGS Protected Areas Database. Approximate, because parcels can overlap.

State parks250 ac
Land trusts & nonprofits59 ac
Town or city40 ac
County37 ac
Other or Unknown Local Government26 ac
State Park · 233 acLocal Park · 96 acUnknown Easement · 59 acState Historic or Cultural Area · 17 acLocal Resource Management Area · 6 ac
Good to know

Conserved doesn’t always mean open to visitors. 57 acres are conservation easements, usually private land. Public access isn’t recorded for 5 of 13 parcels. The walks above are places people visit.

The biggest protected parcels
Parcel (PAD-US)Managed byAcresPublic access
Rockefeller State Park Preserve
State Park
State parks233Open
Devries Park
Local Park
Other or Unknown Local Government26Open
Kingsland Point County Park
Local Park
County19Open
COUNTY OF WESTCHESTER Land
Local Park
County18Unknown
VILLAGE OF SLEEPY HOLLOW Land
Local Park
Town or city18Unknown
Old Croton Aqueduct State Historic Park
State Historic or Cultural Area
State parks17Open
New York City Lands
Local Resource Management Area
Town or city6Open
DEPT OF WATER SUP G & E Land
Local Park
Town or city6Unknown
Barnhart Park
Local Park
Town or city5Open
VILLAGE OF TARRYTOWN Land
Local Park
Town or city2Unknown

2 smaller protected places aren’t shown.

Things to do

21 places to go in Sleepy Hollow

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

Peaks in Sleepy Hollow
Cedar Hill331 ft elevation
Directions
Battle Hill144 ft elevation
Directions
Trails & water

18 named trails and 4 lakes & rivers

Named trails
Open to bikes · 2.6 miHorses · 8.5 miUnpaved · 11.3 mi
Old Croton Aqueduct Trail1.4 mi
Pocantico River Trail1.1 mi
Douglas Hill Loop0.9 mi
Hillside Trail0.6 mi
Big Tree Loop0.6 mi
Red Trail0.5 mi
Spring Trail0.4 mi
Canter Alley0.4 mi
Witch's Spring Trail0.3 mi
Andre Brook Trail0.3 mi
8 more trails
Eagle Hill
0.3 mi
Westchester Riverwalk
0.2 mi
Carl's Brook Path
0.2 mi
Orange Trail
0.2 mi
Blue Trail
0.2 mi
Shore Trail
0.1 mi
Green Trail
0.1 mi
White Trail
0.1 mi
Lakes & rivers tap for directions
Biking & sports

0.1 miles of bike routes

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

0.1 mi
off-road bike paths
Courts & fields
4Baseball
3Tennis
3Basketball
2Soccer
1Volleyball
1Football

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

When to get out

The best walking months in Sleepy Hollow: April 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)9.510.611.813.314.515.114.813.812.411.09.89.2
High (°F)384149627280868376655343
Rain (in)3.32.83.94.03.94.44.64.34.54.53.64.0

February is the driest month (2.8 in) and July the warmest (highs of 86 °F). 4.6 inches fall in July, the wettest month. The climate in Sleepy Hollow →

Next door

Sleepy Hollow 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
Sleepy Hollow27%6.03199%+A+
Mount Pleasant25%2.88894%A+
Greenburgh12%2.42797%A+
Tarrytown19%3.43599%+A+
Orangetown20%1.95092%A+
Nyack2%0.5299%+B

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

Questions about parks and trails in Sleepy Hollow

Where can I hike in Sleepy Hollow?

The longest trail networks: Rockefeller State Park Preserve, 4.8 miles; Old Croton Aqueduct State Park, 1.6 miles; Peabody Preserve Outdoor Classroom, 1.2 miles; Douglas Park, 1 miles. Each one is on the map above, with directions to the nearest trailhead or parking.

How much of Sleepy Hollow is conserved land?

27% 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 Sleepy Hollow’s trails?

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

Where can I bike in Sleepy Hollow?

0.1 miles of bike routes are on the map: 0.1 of off-road paths.

Is there public land near Sleepy Hollow?

30,269 acres of parks and open public land lie inside Sleepy Hollow or within 10 miles of it (PAD-US), 335 of them inside the town line.

How much outdoors does Sleepy Hollow have?

Among the top 1% of U.S. towns on the Outdoors grade, #13 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 Sleepy Hollow 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 →