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.
Things to do
Walt Disney World® Resort Theme Park Tickets
Universal Orlando Resort Theme Park Tickets
Old Town Kissimmee: Attraction & Meal Voucher
Orlando: 7-D Dark Ride Entry Ticket
Top hotels in Oakland
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Laundry on site
Reviewed on 12 May 2026
The Grove Resort & Water Park Orlando
Beautiful grounds, very clean rooms. The pools and water park was great! The food and drinks at the water park were good. The hallways need to be remodeled and the restaurant on site was not good at all. Other than that we had a wonderful time.
Reviewed on 13 May 2026
Universal's Cabana Bay Beach Resort
Really great place for the family, clean and many amenities. The staff were great!
Reviewed on 13 May 2026
Westgate Lakes Resort & Spa Universal Studios Area
There was nothing wrong with the staff, they were polite & helpful, the location was perfect for us as we went to Disney four days out of our trip. I was disappointed in the fact that one night we came back from Disney and outside our room smelled like weed as well as a heavy police presence near ...
Reviewed on 12 May 2026
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Yeah, it’s Aight. Nothing crazy.
Reviewed on 12 May 2026
B&B Hotel Orlando International Drive Near Universal - Newly Renovated!
An excellent option if you're passing through Orlando.
Reviewed on 13 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.
