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.
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.
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.
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.
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.
Things to do
Andretti Indoor Karting & Games in Orlando
Old Town Kissimmee: Attraction & Food/Drink Voucher
Orlando: 7-D Dark Ride Entry Ticket
WonderWorks All Access After Dark
Orlando: Museum of Illusions Admission Ticket
Top hotels in Oakland
DoubleTree by Hilton at the Entrance to Universal Orlando
Reviewed on 24 Aug 2025
Marriott's Grande Vista
Reviewed on 25 Aug 2025
Universal's Cabana Bay Beach Resort
Reviewed on 24 Aug 2025
Rosen Inn at Pointe Orlando
DoubleTree by Hilton Hotel Orlando at SeaWorld
Reviewed on 25 Aug 2025
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
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.
Vista del Lago
While Vista del Lago isn't home to many top sights, Orange Lake Golf and Island H2O Live! are some notable places to visit nearby.
- Walt Disney World® Resort
- Universal Studios Florida
- Universal Orlando Resort
- Disney SpringsTM
- Magic Kingdom® Park
- Orange County Convention Center
- Disney's Animal Kingdom® Theme Park
- Epcot®
- Disney's Hollywood Studios®
- Kia Center
- Universal’s Volcano Bay
- Florida Mall
- Universal’s Islands of Adventure
- Orlando International Premium Outlets
- Aquatica
- Camping World Stadium
- Orlando Vineland Premium Outlets
- ESPN Wide World of Sports Complex
- Mystic Dunes Golf Club
- Disney's Typhoon Lagoon Water Park
- Mall at Millenia
- Disney's Blizzard Beach Water Park
- AdventHealth Orlando