Popular places to visit
Flamingo Crossings Town Center
You can find the perfect gifts to bring home at Flamingo Crossings Town Center during your stay in 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 the thrill rides with your children 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
If AdventHealth Winter Garden is what brings you to town, hopefully you'll have a chance to explore more of Winter Garden.
Things to do
Universal Orlando Resort Theme Park Tickets
Old Town Kissimmee: Attraction & Food/Drink Voucher
Orlando: 7-D Dark Ride Entry Ticket
Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner
Top hotels in Oakland
Universal's Cabana Bay Beach Resort
All great !
Reviewed on 29 Dec 2025
Wyndham I-Drive Avanti Resort & Conference Center
Everything was nice and neat
Reviewed on 31 Dec 2025
Rosen Inn at Pointe Orlando
Clean
Reviewed on 29 Dec 2025
Avanti International Resort
Great
Reviewed on 25 Dec 2025
The Grove Resort & Water Park Orlando
Room was nice, spacious & very clean. Hotel staff were very polite & it was a quick check-in process. The amenities were a plus. Location was quick to everything. Will be staying here again☺️
Reviewed on 29 Dec 2025
DoubleTree by Hilton Hotel Orlando at SeaWorld
Clean room
Reviewed on 28 Dec 2025
Other neighbourhoods around Oakland
Killarney
Killarney might not have many top sights, but Bella Collina Golf Club and West Orange Trail are two attractions nearby that you can check out.
Downtown Winter Garden
If you're spending some time in Downtown Winter Garden, West Orange Trail and Central Florida Railroad Museum are top sights worth seeing.
