Guest, Sign inJoin

Post to Philipstown

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
Philipstown, NY, town hallPhoto: Daniel Case · CC BY-SA 3.0
A+Outdoors
Outdoors in Philipstown

More than half of Philipstown’s land is conserved: 55%

55% of Philipstown’s land is conserved, about 17,149 acres. 12,210 acres are parks and preserves, 1,236 per 1,000 residents. 105 miles of mapped trail cross Philipstown, 2.2 per square mile of land.

Among the top 1% of U.S. towns · #4 of 758 in New York. What drives it

Conserved land
55%
17,149 acres · of 48.8 sq mi of land
Trails
105 mi
2.2 per sq mi of land
Park land
12,210 ac
1,236 acres per 1,000 residents
Near a park
97%
of residents within ½ mile
Bike routes
8.2 mi
Highest peak
1,260 ft
Breakneck Ridge
Lakes & rivers
24
2 beaches · 3 boat launches

What kind of outdoors town is Philipstown?

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

Outdoors grade

How much outdoors does Philipstown have?

On conserved land, trails, park land and how close residents live to a park, Philipstown is among the top 1% of U.S. towns, #4 of 758 in New York. All four inputs are above most U.S. towns; conserved land ranks highest, the share of residents near a park lowest.

A+
OutdoorsA character grade: shown, never part of Philipstown’s overall grade.
All U.S. towns we grade (21,298)Among the top 1%
LessMore
New York towns of 2,500+ (758)#4 of 758

Water is 5% of Philipstown’s area (3 of 52 square miles), so every share here is of land; over land and water together, the conserved share would read 52%.

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.

123456
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 Hudson Highlands State Park, with 34.7 miles. Directions go to the nearest trailhead or public parking.

Hudson Highlands State Park

Managed by New York State Office of Parks, Recreation and Historic Preservation
4,787 acres34.7 mi of trail
Washburn Trail (White)Undercliff TrailAppalachian TrailOsborn Loop+1
Dog rules not recorded
Directionsto the trailheadWebsite ↗

Clarence Fahnestock Memorial State Park

Managed by New York State Office of Parks, Recreation and Historic Preservation
6,837 acres34.5 mi of trail
Fahnestock TrailPerkins TrailSchool Mountain TrailCharcoal Burners Trail (Red)+1
Dog rules not recorded
Directionsto the trailheadWebsite ↗

Garrison School Forest

Nature preserve
186 acres3.5 mi of trail
purpleredbluewhite+1
Dog rules not recorded
Directionsto the parking lot

Castle Rock Unique Area

Nature preserve
129 acres1.8 mi of trail
Sugarloaf TrailCastle Rock Trail
Dog rules not recorded
Directionsto the parking lotWebsite ↗

Hudson Highlands Land Trust

Nature preserve
109 acres1.6 mi of trail
purplered
Dog rules not recorded
Directionsto the trail signWebsite ↗

Open Space Conservancy

Nature preserve
110 acres1 mi of trail
Glenclyffe LoopCastle Rock Trail
Dog rules not recorded
Directionsto the parking lot
All 10 parks & preserves
Hudson Highlands State Park4,787 acres · 34.7 mi of trail · New York State Office of Parks, Recreation and Historic Preservation
Directions
Clarence Fahnestock Memorial State Park6,837 acres · 34.5 mi of trail · New York State Office of Parks, Recreation and Historic Preservation
Directions
Garrison School Forest186 acres · 3.5 mi of trail
Directions
Castle Rock Unique Area129 acres · 1.8 mi of trail
Directions
Hudson Highlands Land Trust109 acres · 1.6 mi of trail
Directions
Open Space Conservancy110 acres · 1 mi of trail
Directions
Dockside Park5 acres · 0.2 mi of trail
Directions
McConville Park1 acres · 0.1 mi of trail · The Village of Cold Spring
Directions
Mayor's Park4 acres
Directions
Foundry Dock Park1 acres
Directions
Who protects it

17,149 conserved acres

55% of Philipstown’s land. Water is left out: Philipstown has 48.8 square miles of land and 2.8 of water, so the share counts land only. Who manages Philipstown’s conserved land, from the USGS Protected Areas Database. Approximate, because parcels can overlap.

State parks12,271 ac
Land trusts & nonprofits6,458 ac
National Park Service705 ac
Town or city675 ac
State conservation537 ac
Other state land459 ac
Joint160 ac
State Park · 6,891 acState Conservation Area · 5,545 acPrivate Conservation · 2,601 acOther Easement · 2,539 acConservation Easement · 1,533 ac
Good to know

Conserved doesn’t always mean open to visitors. 2,982 acres are conservation easements, usually private land. Public access isn’t recorded for 13 of 206 parcels. The walks above are places people visit.

The biggest protected parcels
Parcel (PAD-US)Managed byAcresPublic access
Clarence Fahnestock Memorial State Park
State Park
State parks6,883Open
Hudson Highlands State Park Preserve
State Conservation Area
State parks4,921Open
Scofield Ridge
Private Conservation
Land trusts & nonprofits1,798Closed
Appalachian National Scenic Trail
National Scenic or Historic Trail
National Park Service595Open
Constitution Island
State Conservation Area
Other state land451Open
Open Space Institute Land
Private Conservation
Land trusts & nonprofits322Open
Highland Country Club (Golf Course)
Private Conservation
Land trusts & nonprofits300Closed
City Of Beacon Land
Local Park
Town or city224Unknown
New York City Lands
Local Resource Management Area
Town or city176Open
West Point Foundry Preserve
Private Park
Land trusts & nonprofits173Closed

5 smaller protected places aren’t shown.

Things to do

88 places to go in Philipstown

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

Peaks in Philipstown
Breakneck Ridge1,260 ft elevation
Directions
Round Hill1,083 ft elevation · In Clarence Fahnestock Memorial State Park
Directions
East Mountain1,070 ft elevation · In Clarence Fahnestock Memorial State Park
Directions
Denning Hill1,014 ft elevation
Directions
Fort Defiance Hill997 ft elevation
Directions
Moneyhole Mountain922 ft elevation · In Clarence Fahnestock Memorial State Park
Directions
Canada Hill843 ft elevation
Directions
Cat Hill837 ft elevation
Directions
6 more peaks
Fort Hill814 ft elevation · In Garrison School Forest
Directions
Little Fort Hill801 ft elevation
Directions
Sugarloaf Hill738 ft elevation · In Hudson Highlands State Park
Directions
White Rock738 ft elevation · In Hudson Highlands State Park
Directions
Cat Rock735 ft elevation
Directions
Castle Rock627 ft elevation · In Castle Rock Unique Area
Directions
Trails & water

25 named trails and 24 lakes & rivers

Named trails
Open to bikes · 11.9 miHorses · 5.8 miUnpaved · 69.9 mi
Appalachian Trail9.0 mi
Fahnestock Trail6.0 mi
Perkins Trail5.0 mi
Osborn Loop3.6 mi
Washburn Trail (White)3.6 mi
Undercliff Trail3.5 mi
Breakneck Ridge Trail (White)2.6 mi
School Mountain Trail2.5 mi
Cornish Trail (Blue)2.2 mi
Moneyhole Mountain Trail2.0 mi
15 more trails
Charcoal Burners Trail (Red)
1.7 mi
Clove Creek Trail
1.5 mi
Sugarloaf Trail
1.5 mi
Glenclyffe Loop
1.4 mi
Arden Point Trail
1.4 mi
Catfish Loop
1.4 mi
Blue
1.3 mi
East Mountain Loop
1.3 mi
Wilkinson Memorial Trail (Yellow)
1.3 mi
Round Hill Bypass Trail
1.2 mi
Nelsonville Trail
1.1 mi
Highlands Trail
1.0 mi
Cabot Trail
1.0 mi
Lonestar Trail
1.0 mi
red
0.9 mi
Lakes & rivers tap for directions
Biking & sports

8.2 miles of bike routes

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

8.2 mi
shoulders & shared lanes
Courts & fields
22Tennis
7Baseball
4Basketball
3Soccer
1Football

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

History along the way

39 places on the National Register, one a National Historic Landmark

The country’s official list of places worth saving (National Park Service). The map also marks 14 historic points from OpenStreetMap: plaques, memorials and old buildings.

History →
★
ManitogaNational Historic Landmark · District · listed 1996
About it
West Point FoundryDistrict · listed 1973
About it
BoscobelBuilding · listed 1977
About it
Castle RockDistrict · listed 1977
About it
DeRham FarmBuilding · listed 1980
About it
Old Albany Post RoadStructure · listed 1982
About it
Birches, TheBuilding · listed 1982
About it
Champlin, H. D., & Son Horseshoeing and WagonmakingBuilding · listed 1982
About it
Cold Spring Cemetery GatehouseBuilding · listed 1982
About it
Cold Spring Historic DistrictDistrict · listed 1982
About it
Dykman, J. Y., Flour and Feed StoreBuilding · listed 1982
About it
Eagle's RestBuilding · listed 1982
About it

27 more on the History page.

When to get out

The best walking months in Philipstown: 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)9.510.611.813.314.515.214.913.812.411.09.89.2
High (°F)364048617180858375645241
Rain (in)3.42.73.93.83.84.34.44.54.34.63.74.1

February is the driest month (2.7 in) and July the warmest (highs of 85 °F). 4.6 inches fall in October, the wettest month. The climate in Philipstown →

Next door

Philipstown and its neighbors

Philipstown has the most mapped trails of the 8 towns around it. 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
Philipstown55%2.21,23697%A+
Highlands30%1.932287%A+
Putnam Valley39%1.760785%A+
Fishkill43%1.919974%A+
Kent39%1.740983%A+
Cortlandt23%1.810694%A+
Cornwall40%2.533791%A+
Stony Point68%2.980498%A+

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

Questions about parks and trails in Philipstown

Where can I hike in Philipstown?

The longest trail networks: Hudson Highlands State Park, 34.7 miles; Clarence Fahnestock Memorial State Park, 34.5 miles; Garrison School Forest, 3.5 miles; Castle Rock Unique Area, 1.8 miles. Each one is on the map above, with directions to the nearest trailhead or parking.

How much of Philipstown is conserved land?

55% 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 Philipstown’s trails?

Hudson Highlands State Park and Clarence Fahnestock Memorial State Park don’t have dog rules recorded on the map; check the signs at the trailhead.

Where can I bike in Philipstown?

8.2 miles of bike routes are on the map: 8.2 of shoulders and shared lanes.

Is there public land near Philipstown?

103,781 acres of parks and open public land lie inside Philipstown or within 10 miles of it (PAD-US), 12,870 of them inside the town line.

How much outdoors does Philipstown have?

Among the top 1% of U.S. towns on the Outdoors grade, #4 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 Philipstown 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 →