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.
AdventHealth Winter Garden
If AdventHealth Winter Garden is what brings you to town, hopefully you'll have a chance to explore more of Winter Garden.
Things to do
Universal Orlando Resort Theme Park Tickets
Orlando: 7-D Dark Ride Entry Ticket
Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner
WonderWorks All Access After Dark
Top hotels in Oakland
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Room was clean very nice place to stay
Reviewed on 23 Feb 2026
The Grove Resort & Water Park Orlando
It was great! Children friendly. The only negative I had was the WiFi. My children enjoyed their stay.
Reviewed on 23 Feb 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
Room is clean and the bathroom was spacious
Reviewed on 23 Feb 2026
Universal's Cabana Bay Beach Resort
Very friendly staff / very clean / nice pool
Reviewed on 23 Feb 2026
Vacation Village Orlando, Celebration
First time visiting and would definitely stay again. The rooms are super clean, spacious. The grounds are well kept and maintained. Staff is attentive and polite
Reviewed on 23 Feb 2026
Marriott's Grande Vista
This property has everything! The studio room we had was perfect for a quick weekend trip. The balcony was a nice treat.
Reviewed on 23 Feb 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.
