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 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 Theme Park Tickets
Old Town Kissimmee: Attraction & Meal Voucher
Orlando: 7-D Dark Ride Entry Ticket
Top hotels in Oakland
The Grove Resort & Water Park Orlando
Everything was perfect
Reviewed on 10 Mar 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Huge resort, can get lost easily. Suites are bright & roomy. Rooms that are not on ground floor can be difficult to get luggage upstairs (no elevator). Overall nice resort.
Reviewed on 10 Mar 2026
Rosen Inn at Pointe Orlando
Felt like i was being stalked by the workers i had my door knocked on 3 times in 1 day all for a problem. I never had. I said a light bulb was out. The workers randomly go around, staring at rooms, writing things on a notepad, and they'll sit there for a few minutes looking.
Reviewed on 9 Mar 2026
Universal's Cabana Bay Beach Resort
It is always so lovely! Family friendly , they meet characters in the lobby and they have a whole water section for kids. The rooms are amazing! I booked a view of volcano bay and it did not disappoint if you were just staying at the hotel there is much to do,
Reviewed on 10 Mar 2026
Westgate Lakes Resort & Spa Universal Studios Area
Our room AC was not working. The room smelled like mildew so we had to keep the windows open
Reviewed on 10 Mar 2026
Kompose Boutique Resort at Theme Parks
This place was seriously a find. We had a great stay and definitely will be back.
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.
