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 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.
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
Orlando: Jet Ski Rentals from Lake Buena Vista Area
Universal Orlando Resort Theme Park Tickets
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Top hotels in Oakland
The Grove Resort & Water Park Orlando
Pros: Spacious and clean rooms, check in staff was absolutely wonderful, pools were great - just need to get there early to reserve lounges! Cons: Grounds were a little confusing to navigate, restaurants had limited food options and while the market was convenient, prices were very high! Overall, ...
Reviewed on 10 Mar 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Good location. Didn’t use facilities but seemed to be a lot about. Clean room, lots of room.
Reviewed on 10 Mar 2026
Rosen Inn at Pointe Orlando
Clean rooms friendly staff easy check in.
Reviewed on 10 Mar 2026
Universal's Cabana Bay Beach Resort
Everything
Reviewed on 10 Mar 2026
Westgate Lakes Resort & Spa Universal Studios Area
Great value for the money. Units are clean but very basic. Amenities were nice, but the pools need cleaned more frequently. Lots of bugs and oil slicks from sunscreen.
Reviewed on 10 Mar 2026
Kompose Boutique Resort at Theme Parks
Not a fan of the shower situation…makes a mess as there isn’t really a door. Would like an additional garbage bin in the room as well. Other than that, currently it’s a great place.
Reviewed on 10 Mar 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.
