Photo: עדירל · CC BY-SA 4.0Oakland 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
What kind of outdoors town is Oakland?
Read from the map. The page puts what stands out first.
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.
PAD-US, OpenStreetMap (© OpenStreetMap contributors), Census 2025 Gazetteer and 2020 blocks; details in Sources below. How TownRatings grades the outdoors →
Conserved land, trails & bike routes
Tap a number to zoom to a park. Tap a layer to hide it.
Pick a walk
The longest trail network is Oakland Nature Preserve, with 3.5 miles. Directions go to the nearest trailhead or public parking.
Speer Park
Killarney Station
Hull Avenue Park
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.
| Parcel (PAD-US) | Managed by | Acres | Public access |
|---|---|---|---|
| Oakland Nature Preserve Private Conservation | Private owners | 126 | Closed |
| West Orange Trail-Killarney Station Local Park | County | 7 | Open |
| Speer Park Local Park | Town or city | 7 | Open |
| Vanderly Park Local Park | Town or city | 2 | Open |
| West Orange Trail-Oakland Outpost Local Park | Town or city | 1 | Open |
| Westside Memorial Park Local Park | Town or city | 1 | Open |
| Hull Avenue Park Local Park | Town or city | 1 | Open |
5 places to go in Oakland
Beaches, playgrounds, peaks, falls and more. Pick a kind.
4 playgrounds without a name on the map. Tap “Show all on map” to see them.
8 named trails
5.6 miles of bike routes
Bike lanes are often missing from the map in smaller towns, so that number is likely low.
Includes school and college facilities, which aren’t always open to the public.
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.
| Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Daylight (h) | 10.5 | 11.1 | 11.9 | 12.8 | 13.6 | 13.9 | 13.8 | 13.2 | 12.3 | 11.4 | 10.7 | 10.3 |
| High (°F) | 71 | 74 | 78 | 83 | 88 | 91 | 92 | 92 | 90 | 85 | 78 | 73 |
| Rain (in) | 2.8 | 2.3 | 3.1 | 2.5 | 3.6 | 8.0 | 7.4 | 7.9 | 6.2 | 2.9 | 1.8 | 2.4 |
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 →
Oakland and its neighbors
Tap a town to see its outdoors.
| Town | Conserved of land | Trail mi per sq mi | Park acres per 1,000 | Near a park ½ mile | Outdoors |
|---|---|---|---|---|---|
| Oakland | 9% | 2.1 | 5 | 71% | B+ |
| Winter Garden | 3% | 0.7 | 9 | 67% | B |
| Clermont | 3% | 0.7 | 8 | 45% | 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.
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 →