Oakland, FL
Winter Garden
Popular places to visit
Flamingo Crossings Town Center
You can do some window-shopping at Flamingo Crossings Town Center during your visit to 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.
AdventHealth Winter Garden
Though AdventHealth Winter Garden might be what brings you to town, perhaps you'll have a chance to explore more of Winter Garden while you are here.
Surfari Water Park
Enjoy a fun-filled day 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.
Oakland Hotel Deals
The Grove Resort & Water Park Orlando
Excellent!
Reviewed on Feb 24, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Room was very clean upon arrival, having access to so many pools was definitely the highlight. You can tell everything is very well maintained. The market place is a nice a little bonus as well if you forgot something or looking to grab something quick. Walking to get coffee from the market place ...
Reviewed on Feb 24, 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
Rooms were nice and clean. Ridiculous you have to pay $33 for parking when you already paid $250 for a one night stay. Front desk employee was nice. Property is large but didn't stay long enough to explore. Breakfast was expensive, we left and went elsewhere and had a far superior meal for the same ...
Reviewed on Feb 24, 2026
Vacation Village Orlando, Celebration
The bedsheets where not done & room was dirty when I arrived
Reviewed on Feb 24, 2026
Universal's Cabana Bay Beach Resort
Everything. I had a wonderful stay.
Reviewed on Feb 24, 2026
Marriott's Grande Vista
Staff very helpful and friendly. Loved the security measures to property. Room very clean. Lots of activities and amenities.
Reviewed on Feb 24, 2026
Other neighborhoods around Oakland
Killarney
If you're looking for some top things to see and do in Killarney and surrounding area, you can visit Bella Collina Golf Club and West Orange Trail.
Downtown Winter Garden
While visiting Downtown Winter Garden, you might make a stop by sights like West Orange Trail and Central Florida Railroad Museum.
