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.
Top hotels in Oakland
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
By far the worst experience I’ve ever experienced in my 31 years of life from the moment I checked in, room service, additional fees that we were not advised of and did not provide the original room I booked they had to switch me over after complaining. The second night we found insects in restroom, ...
Reviewed on 23 Apr 2026
Universal's Cabana Bay Beach Resort
Amazing place to stay. Family friendly. Lots to do plus good food options. Great service as well. Definitely staying here again.
Reviewed on 23 Apr 2026
The Grove Resort & Water Park Orlando
Clean room nice pool
Reviewed on 23 Apr 2026
Rosen Inn at Pointe Orlando
My husband and I also our family and friends always book this hotel about every month when we come to Orlando. The staff is very friendly and helpful willing to go the extra mile to accommodate you.
Reviewed on 23 Apr 2026
Westgate Lakes Resort & Spa Universal Studios Area
2B villa refurnished. Friendly staff. Water park requires extra admission fee.
Reviewed on 23 Apr 2026
Avanti International Resort
The best resort for families 10/10
Reviewed on 23 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.
