Oakland
Winter Garden
Popular places to visit
Flamingo Crossings Town Center
You can do some window-shopping at Flamingo Crossings Town Center during your visit to Winter Garden. Discover the top-notch restaurants and entertainment choices in this walkable area.
Disney's Palm Golf Course
Enjoy a round of golf in Winter Garden at Disney's Palm Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Disney's Magnolia Golf Course
Enjoy a round of golf in Winter Garden at Disney's Magnolia Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Orange County National Golf Club
Enjoy a round of golf in Winter Garden at Orange County National Golf Club. Amble around this family-friendly area's lakeside or experience its entertainment choices.
Surfari Water Park
Enjoy a fun-filled day at Surfari Water Park as part of your trip to Four Corners. Make time for the shops and golf courses in this family-friendly area.
AdventHealth Winter Garden
Though AdventHealth Winter Garden might be what brings you to town, perhaps you'll have a chance to explore more of Winter Garden while you are here.
Things to do
Universal Orlando Resort Express Passes
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Kennedy Space Center Tour with Transportation from Orlando Region
Orlando: 7-D Dark Ride Entry Ticket
Top hotels in Oakland
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
The staff went out of their way to make our stay as comfortable and pleasant as possible. Thanks to the late night reception as they did everything they could to meet our needs. Very much appreciated.
Reviewed on Jan 18, 2026
DoubleTree by Hilton Hotel Orlando at SeaWorld
Clean rooms and the staff was very friendly
Reviewed on Jan 20, 2026
Rosen Inn at Pointe Orlando
A nice room for the value. Very safe, and very quiet.
Reviewed on Jan 20, 2026
Orlando International Drive North Hotel
Clean room and very nice outdoor space for groups or just anyone to relax and hang out. A cheap and quick uber ride to the universal parks. Breakfast is what you would expect for the price- get there early to avoid the lines
Reviewed on Jan 17, 2026
The Grove Resort & Water Park Orlando
Nice room
Reviewed on Jan 17, 2026
Universal's Cabana Bay Beach Resort
Wonderful staff, even when the check-in lines were long, they were all super friendly. Room was clean, the location and amenities were fantastic. I’d make cabana bay my go to for any universal trip.
Reviewed on Jan 18, 2026
Other neighbourhoods around Oakland
Killarney
If you're looking for some top things to see and do in Killarney and surrounding area, you can visit Bella Collina Golf Club and West Orange Trail.
Downtown Winter Garden
While visiting Downtown Winter Garden, you might make a stop by sights like West Orange Trail and Central Florida Railroad Museum.
Oakland
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