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 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.
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 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.
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.
Oakland Hotel Deals
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Extremely comfortable suite, very clean, beautiful grounds and pool, great staff.
Reviewed on Feb 1, 2026
Rosen Inn at Pointe Orlando
Good
Reviewed on Feb 2, 2026
The Grove Resort & Water Park Orlando
My young son and I loved the resort! The waterpark, pools, and hot tub were our favorite features. We loved the arcade and indoor mini golf too. The grounds were well maintained, and we enjoyed the lake and courtyard views. The two bedroom condo was spacious and clean. We also enjoyed the meal options ...
Reviewed on Feb 1, 2026
DoubleTree by Hilton Hotel Orlando at SeaWorld
clean room, amenities
Reviewed on Jan 30, 2026
Universal's Cabana Bay Beach Resort
Nice simple room
Reviewed on Feb 1, 2026
Orlando International Drive North Hotel
Staff were super friendly, especially the man at the front desk! Room was clean, no smell. Highly recommend.
Reviewed on Feb 2, 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.
