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
The checkin process was very long in terms of waiting time.
Reviewed on 27 Apr 2026

Universal's Cabana Bay Beach Resort
The relaxing weekend I needed
Reviewed on 27 Apr 2026

The Grove Resort & Water Park Orlando
This property is conveniently located to all of the theme parks, Without the hustle of being in the middle of them. The staff was friendly at check-in. Our condo was nice and had a good view of the pool and lake. It was frustrating that our dryer did not work in our condo and housekeeping never came ...
Reviewed on 27 Apr 2026

DoubleTree by Hilton at the Entrance to Universal Orlando
It meets standards
Reviewed on 27 Apr 2026

Westgate Lakes Resort & Spa Universal Studios Area
Close to a lot of attractions. Nice place to stay.
Reviewed on 27 Apr 2026

Rosen Inn at Pointe Orlando
mj
Reviewed on 27 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.
