Why visit Oakland
Townapedia lists 6 museums and landmarks, 13 parks and trails, 2 places to eat and 1 attraction in and around town.
Highlights include Garden Theatre, Luther F. Tilden House, Winter Garden Downtown Historic District and Oakland Nature Preserve.
July is the warmest month, with average highs of 93°F; January lows average 49°F.
Weather in Oakland
Forecast from the National Weather Service. Full forecast
About Oakland
Oakland is a town in Orange County, Florida, United States. The population was 3,516 at the 2020 Census, representing a growth of 38.5% over the population of 2,538 recorded during the 2010 census. It is part of the Orlando–Kissimmee Metropolitan Statistical Area.
From the Wikipedia article Oakland, Florida (this version), under CC BY-SA 4.0.
Things to do1
Garden Theatre
Cinema and theater · 3.1 mi
Theater in Winter Garden, Florida
Museums and landmarks6
Luther F. Tilden House
Monument and historic site · National Register of Historic Places · 1.6 mi
Historic house in Florida, United States
Winter Garden Downtown Historic District
Monument and historic site · National Register of Historic Places · 3.2 mi
Historic district in Florida, United States
Winter Garden Historic Residential District
Monument and historic site · National Register of Historic Places · 3.0 mi
Historic district in Florida, United States
Central Florida Railroad Museum
Museum · 3.2 mi
Railway museum in Winter Garden, Florida
Parks, trails and playgrounds13
Oakland Nature Preserve
Hiking and trails · 0.5 mi
Nature Preserve and Park. Many walking trails, boardwalk, pier, museum, and wildlife exhibits.
747 Machette Trail, Oakland
Tucker Ranch Recreation and Nature Complex
Park · 1.7 mi
70 Tucker Road, Winter Garden
1 more on the map.
Restaurants and cafes2
History
In 1857, James Gamble Speer settled in Oakland after buying all the land between Lake Apopka and Johns Lake. In 1860, the Oakland post office opened and closed in 1867. During the Civil War, the post office at Oakland was the only one operating within the present-day boundaries of Orange County, as Orlando's was closed from 1861 to 1866. Oakland post office reopened in 1877. During a time of great growth in the region during the 1880s, Oakland emerged as the center of commerce in west Orange County. The Town of Oakland was officially on November 1, 1887. However, a fire in the business district and a subsequent period of freezes in rapid succession throughout the 1890s, along with the growth of nearby Winter Garden, seemed to ensure that Oakland would remain as little more than a sleepy community. In 1891, the Florida Legislature officially reincorporated after being chartered. In 1940, Oakland surpassed nearby Maitland in population, ranking at #6 in the county. In 1950, however, Oakland fell back to #7, with a population of 545, the majority of whom were Black.
From the History section of Oakland, Florida on Wikipedia, under CC BY-SA 4.0.
Churches and places of worship7
Shopping2
Gas and EV charging4
Schools, colleges and libraries34
Map of Oakland
69 places. The map loads OpenStreetMap tiles when you open it.
Climate by month
Monthly table
| Month | High | Low | Rain |
|---|---|---|---|
| Jan | 71°F | 49°F | 3.0 in |
| Feb | 75°F | 51°F | 2.3 in |
| Mar | 79°F | 55°F | 3.2 in |
| Apr | 84°F | 59°F | 3.1 in |
| May | 89°F | 66°F | 4.2 in |
| Jun | 92°F | 71°F | 8.1 in |
| Jul | 93°F | 73°F | 7.7 in |
| Aug | 92°F | 73°F | 7.8 in |
| Sep | 91°F | 72°F | 6.0 in |
| Oct | 85°F | 65°F | 3.8 in |
| Nov | 79°F | 57°F | 2.1 in |
| Dec | 73°F | 52°F | 2.4 in |
U.S. Climate Normals 1991-2020 for Orlando W (6 mi away), NOAA NCEI.
People and cost of living
American Community Survey 5-year estimates, 2020-2024, U.S. Census Bureau. Estimates have margins of error, larger for small towns.
Disaster history
Orange County has had 28 federal disaster declarations since 2000, most often for hurricanes.
- 2024-10-11: Hurricane Milton (Hurricane)
- 2024-10-07: Hurricane Milton (Hurricane)
- 2024-08-10: Hurricane Debby (Tropical Storm)
- 2024-08-03: Tropical Storm Debby (Tropical Storm)
- 2023-08-31: Hurricane Idalia (Hurricane)
- 2023-08-28: Tropical Storm Idalia (Tropical Storm)
OpenFEMA disaster declarations summaries.
Getting there and nearby towns
Orlando Executive Airport (ORL) is the nearest airport with scheduled flights listed in OpenStreetMap, 19 miles away.
- Winter Garden 3 mi east, about 4 min by car
- Montverde 4 mi northwest, about 7 min by car
- Clermont 6 mi west, about 9 min by car
- Ocoee 7 mi east, about 11 min by car
- Lake Butler 7 mi southeast, about 11 min by car
- Minneola 7 mi northwest, about 11 min by car
- Gotha 7 mi east, about 12 min by car
- Horizon West 8 mi south, about 12 min by car
- Bay Hill 9 mi southeast, about 15 min by car
- Pine Hills 10 mi east, about 17 min by car
Drive times are estimates from straight-line distance, not routes.
Local news
Headlines from INDB, the NEMICO news database.
Reviews, tips and questions
Loading what members have shared...
Sources and licences
- NCES EDGE (Public domain): public schools
- NOAA NCEI U.S. Climate Normals 1991-2020 (Public domain): climate by month
- OpenFEMA (Public domain): disaster declarations
- OpenStreetMap contributors (ODbL 1.0): places, airports, map data
- U.S. Census Bureau (Public domain): population, income, housing, education, commute
- Wikidata (CC0 1.0): elevation, founding date, time zone, website, landmarks and historic places
- Wikimedia Commons (see each image): photos
- Wikipedia (CC BY-SA 4.0): overview and history text
Photo credits
- Oakland Florida Town Hall, JimmyBoi2 at English Wikipedia, CC BY-SA 3.0
- OaklandFlorida7093, עדירל, CC BY-SA 4.0
- Winter Garden Res Dist house01, ( Ebyabe ), CC BY 2.5
- Winter Garden Downtown Dist Bldg01, ( Ebyabe ), CC BY 2.5
- Winter Garden Tilden House01, ( Ebyabe ), CC BY 2.5
- Winter Garden Downtown Dist RR museum01, Ebyabe, CC BY 2.5
- WOT WG old sta, Unknown author, Public domain
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