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
Everyone was friendly! Great experience!
Reviewed on 2 Dec 2025
Rosen Inn at Pointe Orlando
We had a nice stay.
Reviewed on 29 Nov 2025
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Totally booked with them again. The place was absolutely clean. And beautiful.
Reviewed on 4 Dec 2025
Avanti International Resort
The room was clean. The staff was very nice.
Reviewed on 2 Dec 2025
DoubleTree by Hilton Hotel Orlando at SeaWorld
Room was clean. Staff was very friendly at check in Fresh Hot Cookies was a nice touch. Only thing I had a problem with was why should anyone have to pay $38 for parking at a hotel that you are staying.
Reviewed on 3 Dec 2025
The Grove Resort & Water Park Orlando
Really spacious, and well designed apartment. The rooms felt modern and were super clean, and my kids and wife found it a great place to stay. The hallways of the apartment building however seemed to give a dated feel however, which was very inconsistent with the vibe of the room. The hotel amenities ...
Reviewed on 1 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.
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
- The Wizarding World of Harry PotterTM
- Orlando International Premium Outlets
- Florida Mall
- Camping World Stadium
- Orlando Vineland Premium Outlets
- Aquatica
- Mystic Dunes Golf Club
- Mall at Millenia
- Flamingo Crossings Town Center
- Disney's Typhoon Lagoon Water Park
- Tinker Field
- Pointe Orlando
- CoCo Key Water Resort
- Universal Epic Universe
- Arnold Palmer's Bay Hill Golf Club
