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
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
Universal's Cabana Bay Beach Resort
Comfortable rooms. Very nice staff
Reviewed on Dec 28, 2025
Wyndham I-Drive Avanti Resort & Conference Center
Yes
Reviewed on Jan 2, 2026
The Grove Resort & Water Park Orlando
Room was very clean, reception staff very supportive
Reviewed on Dec 29, 2025
Rosen Inn at Pointe Orlando
Clean room for budget stay
Reviewed on Jan 2, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
The room was spotless.
Reviewed on Jan 2, 2026
DoubleTree by Hilton Hotel Orlando at SeaWorld
Good
Reviewed on Jan 2, 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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