Oakland
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
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Walt Disney World® Theme Park Tickets
The Outta Control Magic Dinner Show
Skip the Line: Museum of Military History Ticket
Top hotels in Oakland
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Great time for family trip
Reviewed on 14 May 2026
The Grove Resort & Water Park Orlando
I would have liked a small broom in my room and swiffer for small spills and messes with kids. All the staff was very pleasant and answered any questions.
Reviewed on 14 May 2026
Universal's Cabana Bay Beach Resort
Love the amenities and how cl9de itnu
Reviewed on 15 May 2026
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Very nice and clean plus very quite and secure, wonderful location!
Reviewed on 15 May 2026
B&B Hotel Orlando International Drive Near Universal - Newly Renovated!
The room was very spacious and clean, with no bad smells. The two beds were also very large. The only downside was that even with all the lights turned on, the room still felt a little dark
Reviewed on 15 May 2026
Buena Vista Suites Orlando
Housekeeping brought us new towels and made our beds daily. The staff was SO friendly every time. They even held our bags before we could check in so we could go to the beach!!
Reviewed on 14 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.
