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OaklandFlorida7093Photo: עדירל · CC BY-SA 4.0
B+Outdoors
Outdoors in Oakland

Oakland has 5.2 miles of mapped trails, 2.1 for every square mile of land

The biggest trail networks: Oakland Nature Preserve (3.5 mi). 9% of Oakland’s land is conserved, about 144 acres. 17 acres are parks and preserves, 4.7 per 1,000 residents.

Ahead of 71% of U.S. towns · #158 of 638 in Florida. What drives it

Conserved land
9%
144 acres · of 2.4 sq mi of land
Trails
5.2 mi
2.1 per sq mi of land
Park land
17 ac
4.7 acres per 1,000 residents
Near a park
71%
of residents within ½ mile
Bike routes
5.6 mi
2.7 mi lanes · 3.0 mi paths

What kind of outdoors town is Oakland?

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

Outdoors grade

How much outdoors does Oakland have?

On conserved land, trails, park land and how close residents live to a park, Oakland is ahead of 71% of U.S. towns, #158 of 638 in Florida. Trail miles hold the grade up; park acres per resident pull it down.

B+
OutdoorsA character grade: shown, never part of Oakland’s overall grade.
All U.S. towns we grade (21,298)Ahead of 71%
LessMore
Florida towns of 2,500+ (638)Ahead of 75%
How sure. Graded on any three of the four inputs instead, the letter would range from B− 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 Oakland Nature Preserve, with 3.5 miles. Directions go to the nearest trailhead or public parking.

Oakland Nature Preserve

Managed by Oakland Nature Preserve
126 acres3.5 mi of trail
Red TrailYellow TrailBoardwalk TrailGreen Trail+1
Dog rules not recorded
Directionsto the parking lotWebsite ↗

Speer Park

Managed by Town of Oakland
7 acres0.3 mi of trail
Dog rules not recorded
No trailhead mapped yet

Killarney Station

Managed by Orange County Parks & Recreation
7 acres
Dog rules not recorded
Directionsto the parking lot

Hull Avenue Park

Managed by Town of Oakland
1 acres
Dog rules not recorded
No trailhead mapped yet
Who protects it

144 conserved acres

9% of Oakland’s land. Who manages Oakland’s conserved land, from the USGS Protected Areas Database. Approximate, because parcels can overlap.

Private owners126 ac
Town or city11 ac
County7 ac
Private Conservation · 126 acLocal Park · 17 ac
The biggest protected parcels
Parcel (PAD-US)Managed byAcresPublic access
Oakland Nature Preserve
Private Conservation
Private owners126Closed
West Orange Trail-Killarney Station
Local Park
County7Open
Speer Park
Local Park
Town or city7Open
Vanderly Park
Local Park
Town or city2Open
West Orange Trail-Oakland Outpost
Local Park
Town or city1Open
Westside Memorial Park
Local Park
Town or city1Open
Hull Avenue Park
Local Park
Town or city1Open
Things to do

5 places to go in Oakland

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

Dog parks in Oakland
Oakland Park Dog Park
Directions
Trails & water

8 named trails

Named trails
Unpaved · 1.8 mi
Red Trail1.0 mi
Yellow Trail0.7 mi
Boardwalk Trail0.6 mi
Green Trail0.3 mi
Blue Trail0.2 mi
Orange Trail0.2 mi
Purple Trail0.1 mi
White Trail0.1 mi
Biking & sports

5.6 miles of bike routes

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

2.7 mi
painted or protected bike lanes
3.0 mi
off-road bike paths
Courts & fields
3Basketball
2Pickleball
1Tennis

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

When to get out

April is the best month for walking in Oakland

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)10.511.111.912.813.613.913.813.212.311.410.710.3
High (°F)717478838891929290857873
Rain (in)2.82.33.12.53.68.07.47.96.22.91.82.4

November is the driest month (1.8 in) and July the warmest (highs of 92 °F). 8.0 inches fall in June, the wettest month. Summer highs reach 92 °F, too hot for the outline. The climate in Oakland →

Next door

Oakland 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
Oakland9%2.1571%B+
Winter Garden3%0.7967%B
Clermont3%0.7845%B−

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

Questions about parks and trails in Oakland

Where can I hike in Oakland?

The longest trail networks: Oakland Nature Preserve, 3.5 miles; Speer Park, 0.3 miles. Each one is on the map above, with directions to the nearest trailhead or parking.

How much of Oakland is conserved land?

9% of its land, against a typical 3% for a Florida town and 4% nationally (PAD-US). Conserved doesn’t always mean open to visitors: easements are usually private land.

Are dogs allowed on Oakland’s trails?

Oakland Nature Preserve and Speer Park don’t have dog rules recorded on the map; check the signs at the trailhead.

Where can I bike in Oakland?

5.6 miles of bike routes are on the map: 2.7 of painted or protected lanes and 3.0 of off-road paths.

Is there public land near Oakland?

8,637 acres of parks and open public land lie inside Oakland or within 10 miles of it (PAD-US), 17 of them inside the town line.

How much outdoors does Oakland have?

Ahead of 71% of U.S. towns on the Outdoors grade, #158 of 638 in Florida. 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 Oakland 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 →