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
Universal's Cabana Bay Beach Resort
Room was great, loved the pool and lazy river, great location, food options, and transportation. We will be staying here again!
Reviewed on Jan 6, 2026
Wyndham I-Drive Avanti Resort & Conference Center
Yes
Reviewed on Jan 2, 2026
Rosen Inn at Pointe Orlando
Clean room for budget stay
Reviewed on Jan 2, 2026
The Grove Resort & Water Park Orlando
Great place to stay with the family.
Reviewed on Jan 5, 2026
DoubleTree by Hilton Hotel Orlando at SeaWorld
Good
Reviewed on Jan 2, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
The villa was super clean, spotless and very spacious. We enjoyed our stay and the kids enjoyed the playground the most.
Reviewed on Jan 6, 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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