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 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.
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.
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.
Things to do
Universal Orlando Resort Express Passes
Universal Orlando Resort Theme Park Tickets
WonderWorks All Access After Dark
Old Town Kissimmee: Attraction & Meal Voucher
Top hotels in Oakland
The Grove Resort & Water Park Orlando
Staff and amenities. Dining options were limited.
Reviewed on 28 Feb 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Clean room comfortable bed great staff resort amenities The only thing that was disappointing was getting a villa whose balcony was on the shoulder of I-4. The traffic noise made it nearly impossible to go outside
Reviewed on 28 Feb 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
Good location
Reviewed on 27 Feb 2026
Vacation Village Orlando, Celebration
Our room was clean , staff delivered items requested quickly ( toaster , frying pan). Staff was always pleasant and friendly, although several staff spoke almost no English. We liked the pools and snack stand. My one negative comment is the possessive attitude towards the chaise lounges by the older ...
Reviewed on 28 Feb 2026
Universal's Cabana Bay Beach Resort
Clean, great value, park transportation was a plus, staff was very kind
Reviewed on 28 Feb 2026
Marriott's Grande Vista
The room was clean. The staff was friendly. The pools were clean and easy to access. I really enjoyed my stay here. Very kid/family friendly.
Reviewed on 28 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.
