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 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.
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
Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner
Universal Orlando Resort Theme Park Tickets
Old Town Kissimmee: Attraction & Food/Drink Voucher
Orlando: 7-D Dark Ride Entry Ticket
Top hotels in Oakland
DoubleTree by Hilton Hotel Orlando at SeaWorld
Staff was friendly and nice. Very helpful!
Reviewed on 19 Oct 2025
Universal's Cabana Bay Beach Resort
I had a beautiful view volcano bay from my hotel room and there was beautiful pool with a little restaurant by the pool
Reviewed on 20 Oct 2025
Rosen Inn at Pointe Orlando
Clean
Reviewed on 23 Oct 2025
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Room very clean and all staff we encountered were very helpful and pleasant.
Reviewed on 20 Oct 2025
The Grove Resort & Water Park Orlando
Nice property and clean room
Reviewed on 19 Oct 2025
Wyndham I-Drive Avanti Resort & Conference Center
Great value, loved the area and how walkable it was. Room was spacious, comfortable and had everything we needed. We also enjoyed the Pool and bar area.
Reviewed on 19 Oct 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.
Horizon West
While visiting Horizon West, you might make a stop by sights like Walt Disney World® Resort and Orange County National Golf Club.
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.
Oakland Travel Guide
- Walt Disney World® Resort
- Universal Studios Florida
- Universal Orlando Resort
- Disney SpringsTM
- Magic Kingdom® Park
- Disney's Animal Kingdom® Theme Park
- Epcot®
- Disney's Hollywood Studios®
- Kia Center
- Florida Mall
- Universal’s Islands of Adventure
- Orlando International Premium Outlets
- The Wizarding World of Harry PotterTM
- Aquatica
- Camping World Stadium
- Orlando Vineland Premium Outlets
- Disney's Typhoon Lagoon Water Park
- Disney's Blizzard Beach Water Park
- AdventHealth Orlando
