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.
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.
Top hotels in Oakland
Universal's Cabana Bay Beach Resort
Clean room, great facilities, good food.
Reviewed on 27 Nov 2025
Rosen Inn at Pointe Orlando
Staff were very courteous and room was cleaned daily.
Reviewed on 22 Nov 2025
DoubleTree by Hilton at the Entrance to Universal Orlando
Clean room, the sink didn’t drain that well
Reviewed on 26 Nov 2025
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Not all the outlets worked… charging ports didn’t work either… quiet and comfortable… couldn’t beat the price. Dissatisfied that there are not smart TVs or streaming
Reviewed on 22 Nov 2025
Hyatt Regency Orlando
I had great stay. The welcoming staff, front desk staff and bell hop desk were all so friendly and helpful. The pool grounds are so beautiful. However, the pool deck was very dirty- food and spilled drinks. I wish the hot tub was for adult use; there were a lot of unsupervised children at the pool ...
Reviewed on 24 Nov 2025
DoubleTree by Hilton Hotel Orlando at SeaWorld
Good location pretty central to everything
Reviewed on 23 Nov 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.
Oakland Travel Guide
- Places of interest
- Hotels in Oakland by Star Rating
- Hotels in top Winter Garden neighborhoods
- Search Oakland Hotel Brands
- Walt Disney World® Resort
- Universal Orlando Resort
- Disney SpringsTM
- Magic Kingdom® Park
- Orange County Convention Center
- Disney's Animal Kingdom® Theme Park
- Epcot®
- Kia Center
- ESPN Wide World of Sports Complex
- Old Town
- Orlando International Premium Outlets
- The Wizarding World of Harry PotterTM
- Camping World Stadium
- Florida Mall
- Orlando Vineland Premium Outlets
- Aquatica
- Mall at Millenia
- Mystic Dunes Golf Club
- Pointe Orlando
- Tinker Field
- Disney's Typhoon Lagoon Water Park
- Flamingo Crossings Town Center
- CoCo Key Water Resort
- Universal Epic Universe
- Arnold Palmer's Bay Hill Golf Club
