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.
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.
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.
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.
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
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Walt Disney World® Resort Theme Park Tickets
Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner
Top hotels in Oakland
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Amazing resort for the price you can’t beat it!
Reviewed on 10 Feb 2026
The Grove Resort & Water Park Orlando
Everything ws perfect
Reviewed on 12 Feb 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
Not only are the rooms very clean but the staff is extremely nice and the free bus to universal was a great plus. I would recommend this hotel to everyone
Reviewed on 10 Feb 2026
DoubleTree by Hilton Hotel Orlando at SeaWorld
I love it
Reviewed on 11 Feb 2026
Universal's Cabana Bay Beach Resort
Freezing cold which was odd that it was so busy. But still cool.
Reviewed on 8 Feb 2026
Marriott's Grande Vista
Room was clean. Staff was so nice. Love the pools all the activities.this was a wonderland place for families to go too.
Reviewed on 13 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.
