Oakland Travel Guide
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.
Disney's Oak Trail Golf Course
Enjoy a round of golf in Winter Garden at Disney's Oak Trail Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Universal Orlando Resort Theme Park Tickets
Orlando: 7-D Dark Ride Entry Ticket
Top hotels in Oakland
The Grove Resort & Water Park Orlando
Internet was slow.
Reviewed on 12 Apr 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Great stay. We would def return.
Reviewed on 12 Apr 2026
Kompose Boutique Resort at Theme Parks
The two pools were so nice, especially the lazy river. The best thing about the breakfast was that it was free. If you weren’t there by 7am the lines were so long, no where to sit and the food wasn’t that great, but it was free. I’ve never been to a hotel that didn’t clean the rooms daily. They came ...
Reviewed on 12 Apr 2026
Universal's Cabana Bay Beach Resort
Great location
Reviewed on 12 Apr 2026
Rosen Inn at Pointe Orlando
Front desk was awesome. Housekeeping attentive and professional.Stayed here before and planning to stay again. Thank You!!
Reviewed on 12 Apr 2026
Westgate Lakes Resort & Spa Universal Studios Area
The only reason we stayed here was due to the water park. We found out when we got there that it was an additional $18 a day fee. They were very ride about this. When we checked the add for expedia we found it in the fine print there is a surcharge. This is extremely misleading. Also checking in ...
Reviewed on 12 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.
