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 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.
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.
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
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Universal Orlando Resort Express Passes
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
Our room was spacious and clean and comfortable.
Reviewed on Feb 18, 2026
The Grove Resort & Water Park Orlando
The room and hotel amenities are great, but the customer services is not good. Hotel is expensive so you would expect excellent customer service, however most of the staff is rude.
Reviewed on Feb 18, 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
bathroom was not flushing well towells worn out, the place needs a fix clean room
Reviewed on Feb 17, 2026
Universal's Cabana Bay Beach Resort
This hotel has so much to offer. Restaurants, shops, bowling, arcade, pool, fire pits, free luggage storage, free shuttle to Universal Parks, and early park admission is included with stay. A bonus the room key is personalized with your name so it's a cool souvenir. Every staff member we encounted ...
Reviewed on Feb 18, 2026
DoubleTree by Hilton Hotel Orlando at SeaWorld
At arrival the check in line was long and they do not swipe my card for incidentals nor asked for one. The next morning when I turned the TV on it had another persons name on it and I received an email cancellation. My stay also disappeared from my app. I went to the front desk only to wait in line ...
Reviewed on Feb 17, 2026
Vacation Village Orlando, Celebration
Clean, spacious room Well maintained On site amenities
Reviewed on Feb 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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