Oakland Travel Guide
Winter Garden
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 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.
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.
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
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
I only had a brief night but will definitely be back
Reviewed on 19 Apr 2026
Universal's Cabana Bay Beach Resort
Lovely stay. Pool area great
Reviewed on 20 Apr 2026
The Grove Resort & Water Park Orlando
Had to change rooms twice due to chemicals and fumes in the room. Staff was unhelpful and inconsiderate. I had to speak to 3 managers to get some results. Ruined my family vacation as we were all feeling sick from the chemicals.
Reviewed on 20 Apr 2026
Rosen Inn at Pointe Orlando
A little far from G bldg to breakfast. NO FREE COFFEE in lobby.
Reviewed on 19 Apr 2026
Westgate Lakes Resort & Spa Universal Studios Area
Everything was amazing, staff were easy to talk to and helpful! The room felt comfortable and quiet
Reviewed on 20 Apr 2026
Avanti International Resort
Clean room. Close to everything especially Icon Park.
Reviewed on 20 Apr 2026
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.
