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
We have stayed at a lot of Disney properties, and this was equal or better to most of them. The rooms were massive! The property was very clean and there was a lot to do. We were surprised at the value for the money! Lots of pools, pretty good food options and a huge market on property made last ...
Reviewed on 3 May 2026
Universal's Cabana Bay Beach Resort
The food options was an issue for me at the location . Keep in mind the city walk has the best options for food. It also closes at 1am.
Reviewed on 2 May 2026
The Grove Resort & Water Park Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando
The pool was wonderful and the room was very clean
Reviewed on 29 Apr 2026
Westgate Lakes Resort & Spa Universal Studios Area
I only stayed here for two nights on business, so i didn't make use of much but it was clean and comfortable.
Reviewed on 2 May 2026
Rosen Inn at Pointe Orlando
I was in and out for 1 night only. The hotel is huge and has 3 pools I did not have time to visit. There is a restaurant/bar, coffee shop, and gift store. They offer a buffet breakfast (for a fee) until 10:30 am. Parking is $10 per night. The "amenities" I scored a 3 were a very soft mattress and ...
Reviewed on 2 May 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.
