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.
Disney's Oak Trail Golf Course
Enjoy a round of golf in Winter Garden at Disney's Oak Trail Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Top hotels in Oakland
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
This hotel could be absolutely awesome! The complex was very nice and clean. Price was great. However the check in process was very frustrating. Our room keys wouldn’t work and without having the ability to go back to the main building to get working ones, we had to wait 20 minutes to have someone ...
Reviewed on 20 Apr 2026
Universal's Cabana Bay Beach Resort
Clean rooms, good amenities, the food at the restaurant is terrible, but lots of snack available to grab and go.
Reviewed on 20 Apr 2026
The Grove Resort & Water Park Orlando
Everything was amazing, the beautiful landscaping of the property was breathtaking. Thank you for having me, I will definitely revisit.
Reviewed on 20 Apr 2026
Rosen Inn at Pointe Orlando
Very convenient location to the convention center. Rooms are clean, and pool accessibility was good. It’s just a little too dark and dated for that 5th star.
Reviewed on 20 Apr 2026
Westgate Lakes Resort & Spa Universal Studios Area
Clean, lots to do, convenient
Reviewed on 20 Apr 2026
Avanti International Resort
Nicely located near bars and restaurants. Short walk to Universal Studios and SeaWorld. Spacious room. Looking forward to the next stay.
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.
