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.
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
Orlando: 7-D Dark Ride Entry Ticket
Walt Disney World® Resort Theme Park Tickets
Universal Orlando Resort Theme Park Tickets
Top hotels in Oakland
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
"Muy buen lugar !"
Reviewed on 22 Jun 2026
The Grove Resort & Water Park Orlando
"Our kids enjoyed the pool and water park."
Reviewed on 22 Jun 2026
Kompose Boutique Resort at Theme Parks
"Drove down from Myrtle Beach with husband, granddaughter and dog. Check in was fantastic and quick. The lobby is fun with plenty to see and the hotel felt super modern. We headed right back out for the night but when we got to our room we realized we didn't have any washcloths and no trash can. By ..."
Reviewed on 22 Jun 2026
Universal's Cabana Bay Beach Resort
"The hotel was good. We enjoyed staying there. The only thing we didn’t like was the parking. It was difficult to find parking anywhere near our room. The staff was great and housekeeping did a wonderful job! I’d stay again."
Reviewed on 22 Jun 2026
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
"."
Reviewed on 22 Jun 2026
Walt Disney World Swan
"This property has quickly become one of my favorite hotels to stay at. The only thing that I don’t understand, this hotel was never this expensive, once the rate drops I will be visiting again."
Reviewed on 22 Jun 2026
Where to stay in Oakland
Horizon West
While visiting Horizon West, you might make a stop by sights like Walt Disney World® Resort and Orange County National Golf Club.
Vista del Lago
While Vista del Lago isn't home to many top sights, Orange Lake Golf and Island H2O Live! are some notable places to visit nearby.
Downtown Winter Garden
If you're spending some time in Downtown Winter Garden, Winter Garden Art Association and West Orange Trail are top sights worth seeing.
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.
