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.
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.
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
Orlando: 7-D Dark Ride Entry Ticket
WonderWorks All Access After Dark
Top hotels in Oakland
The Grove Resort & Water Park Orlando
The hotel, pools, and waterpark, look absolutely nothing like the pictures. The rooms are bare and unwelcoming. We ended up canceling our stay after a few hours. It was nothing like the pictures and reviews say. It’s also very far from any of the parks, or anything near Orlando. You are at least ...
Reviewed on 8 Apr, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Extremely pleased with this facility. From check in to check out, everything exceeded our expectations. We will stay here again in the future.
Reviewed on 8 Apr, 2026
Kompose Boutique Resort at Theme Parks
The shuttle came quickly and we had no issues getting to the property
Reviewed on 8 Apr, 2026
Universal's Cabana Bay Beach Resort
Perfect to a family vacation.
Reviewed on 8 Apr, 2026
Rosen Inn at Pointe Orlando
Our overall stay was amazing. We arrived and was greeted by friendly staff. The room was clean and kept clean throughout the stay. My family and I enjoyed all the amenities and will be coming back again.
Reviewed on 8 Apr, 2026
Westgate Lakes Resort & Spa Universal Studios Area
Front desk staff was extremely nice. The property itself is overcrowded. The pools kinda small.
Reviewed on 8 Apr, 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.
