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Village Hub WoodsidePhoto: JAAbboud · CC BY-SA 4.0
AOutdoors
Outdoors in Woodside

Woodside has 29 miles of mapped trails, 2.5 for every square mile of land

860 acres are parks and preserves, 168 per 1,000 residents. 12% of Woodside’s land is conserved, about 889 acres. The biggest trail networks: Teague Hill Open Space Preserve (6.8 mi), Wunderlich County Park (2.1 mi), Thornewood Open Space Preserve (2 mi).

Ahead of 91% of U.S. towns · #171 of 847 in California. What drives it

Conserved land
12%
889 acres · of 11.5 sq mi of land
Trails
29 mi
2.5 per sq mi of land
Park land
860 ac
168 acres per 1,000 residents
Near a park
54%
of residents within ½ mile
Bike routes
8.5 mi
8.3 mi lanes
Lakes & rivers
4

What kind of outdoors town is Woodside?

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

Outdoors grade

How much outdoors does Woodside have?

On conserved land, trails, park land and how close residents live to a park, Woodside is ahead of 91% of U.S. towns, #171 of 847 in California. Trail miles hold the grade up; the share of residents near a park pulls it down.

A
OutdoorsA character grade: shown, never part of Woodside’s overall grade.
All U.S. towns we grade (21,298)Ahead of 91%
LessMore
California towns of 2,500+ (847)Ahead of 80%
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 Teague Hill Open Space Preserve, with 6.8 miles. Directions go to the nearest trailhead or public parking.

Teague Hill Open Space Preserve

Managed by Midpeninsula Regional Open Space District
625 acres6.8 mi of trail
Trail6Bear Gulch TrailTrail7Trail8+1
Dog rules not recorded
No trailhead mapped yetWebsite ↗

Wunderlich County Park

Managed by County of San Mateo Parks Department
81 acres2.1 mi of trail
Loop TrailAlambique TrailBear Gulch TrailMadrone Trail
Dog rules not recorded
Directionsto the parking lotWebsite ↗

Thornewood Open Space Preserve

Managed by Midpeninsula Regional Open Space District
142 acres2 mi of trail
Bridle TrailSchilling Lake Trail
Dogs allowed
Directionsto the parking lotWebsite ↗

Native Plant Preserve (Kite Hill)

Managed by State of California
22 acres0.9 mi of trail
Helen Sweyer Trail
Dog rules not recorded
No trailhead mapped yet
All 8 parks & preserves
Teague Hill Open Space Preserve625 acres · 6.8 mi of trail · Midpeninsula Regional Open Space District
Wunderlich County Park81 acres · 2.1 mi of trail · County of San Mateo Parks Department
Directions
Thornewood Open Space Preserve142 acres · 2 mi of trail · Midpeninsula Regional Open Space District
Directions
Native Plant Preserve (Kite Hill)22 acres · 0.9 mi of trail · State of California
Huddart County Park6 acres · 0.1 mi of trail · County of San Mateo Parks Department
Directions
Barkley Fields and Park5 acres · 0.1 mi of trail
Directions
Jasper Ridge Biological Preserve35 acres · Stanford School of Humanities and Sciences
Woodside Store1 acres
Directions
Who protects it

889 conserved acres

12% of Woodside’s land. Who manages Woodside’s conserved land, from the USGS Protected Areas Database. Approximate, because parcels can overlap.

Regional agency782 ac
County82 ac
Land trusts & nonprofits25 ac
Local Conservation Area · 772 acLocal Park · 78 acPrivate Conservation · 25 acConservation Easement · 9 acLocal Resource Management Area · 5 ac
Good to know

Conserved doesn’t always mean open to visitors. 10 acres are conservation easements, usually private land. The walks above are places people visit.

The biggest protected parcels
Parcel (PAD-US)Managed byAcresPublic access
Teague Hill Open Space Preserve
Local Conservation Area
Regional agency614Open
Thornewood Open Space Preserve
Local Conservation Area
Regional agency158Closed
Wunderlich Park
Local Park
County78Open
Jasper Ridge Reserve
Private Conservation
Land trusts & nonprofits25Restricted
SFPUC Peninsula Watershed
Local Resource Management Area
County5Restricted
Things to do

6 places to go in Woodside

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

Playgrounds in Woodside
Barkley Park PlaygroundIn Barkley Fields and Park
Directions

Plus 5 playgrounds without a name on the map. Tap “Show all on map” to see them.

Trails & water

19 named trails and 4 lakes & rivers

Named trails
Open to bikes · 1.1 miHorses · 5.2 miUnpaved · 16.1 mi
Portola Trail1.1 mi
Bear Gulch Trail1.0 mi
Bridle Trail0.7 mi
Schilling Lake Trail0.7 mi
Woodside Trail0.7 mi
Loop Trail0.7 mi
Skyline Trail0.7 mi
Otis Trail0.7 mi
Alambique Trail0.5 mi
Possum Trail0.5 mi
9 more trails
Crystal Springs Trail
0.5 mi
Woodview Trail
0.4 mi
Farm Trail
0.4 mi
Trail6
0.3 mi
Trail7
0.3 mi
Pea Picker Trail
0.3 mi
Trail8
0.2 mi
Madrone Trail
0.2 mi
Helen Sweyer Trail
0.1 mi
Lakes & rivers tap for directions
Biking & sports

8.5 miles of bike routes

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

8.3 mi
painted or protected bike lanes
0.2 mi
shoulders & shared lanes
Courts & fields
123Tennis
51Equestrian
9Pickleball
6Basketball
4Soccer
3Baseball
1Football
1Golf

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

History along the way

4 places on the National Register

The country’s official list of places worth saving (National Park Service). The map also marks 3 historic points from OpenStreetMap: plaques, memorials and old buildings.

History →
Independence HallBuilding · listed 1978
About it
Woodside StoreBuilding · listed 1985
About it
Green Gables-Fleischhacker, Mortimer, Country HouseDistrict · listed 1986
About it
Folger Estate Stable Historic DistrictDistrict · listed 2004
About it
When to get out

The best walking months in Woodside: April to August

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)9.810.811.913.114.214.714.513.612.411.210.19.6
High (°F)596164677176808180756458
Rain (in)5.25.14.01.90.80.20.00.00.11.12.75.2

July is the driest month (under 0.1 in) and August the warmest (highs of 81 °F). 5.2 inches fall in January, the wettest month. The climate in Woodside →

Next door

Woodside and its neighbors

Woodside has the second most mapped trails of the 5 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
Woodside12%2.516854%A
Portola Valley29%5.930871%A+
Redwood City42%0.7796%A−
Atherton1%0.3555%C
Menlo Park42%2.31699%A+

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

Questions about parks and trails in Woodside

Where can I hike in Woodside?

The longest trail networks: Teague Hill Open Space Preserve, 6.8 miles; Wunderlich County Park, 2.1 miles; Thornewood Open Space Preserve, 2 miles; Native Plant Preserve (Kite Hill), 0.9 miles. Each one is on the map above, with directions to the nearest trailhead or parking.

How much of Woodside is conserved land?

12% of its land, against a typical 4% for a California town and 4% nationally (PAD-US). Conserved doesn’t always mean open to visitors: easements are usually private land.

Are dogs allowed on Woodside’s trails?

OpenStreetMap records dogs as welcome at Thornewood Open Space Preserve. For the rest, check the signs at the trailhead.

Where can I bike in Woodside?

8.5 miles of bike routes are on the map: 8.3 of painted or protected lanes and 0.2 of shoulders and shared lanes.

Is there public land near Woodside?

44,049 acres of parks and open public land lie inside Woodside or within 10 miles of it (PAD-US), 860 of them inside the town line.

How much outdoors does Woodside have?

Ahead of 91% of U.S. towns on the Outdoors grade, #171 of 847 in California. 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 Woodside 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 →