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
"Our family absolutely loved it here"
Reviewed on 23 Jun 2026
The Grove Resort & Water Park Orlando
"Great place to stay with the family. Water Park and other amenities are great. Staff are friendly and welcoming. Location is perfect for Theme Park attractions. This was our 3rd time staying and will certainly be coming back."
Reviewed on 23 Jun 2026
Universal's Cabana Bay Beach Resort
"Just 👎"
Reviewed on 23 Jun 2026
Kompose Boutique Resort at Theme Parks
"Es estilo buffet. Constantemente se terminaba las cosas y no rellenaban. El huevo lo dejaban super crudo. De lo demas en un excelente hotel, moderno, limpio, comodo y super accesible."
Reviewed on 23 Jun 2026
Wyndham I-Drive Avanti Resort & Conference Center
"The rooms are very spacious however we had to deal with the neighbor and their cigarette smoke every day we HATE the smell. The door at the bottom need to be adjusted it’s off track or something you can see the outside at the bottom and due to this I was ate up by mosquitoes. The tub definitely need ..."
Reviewed on 23 Jun 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
"Staff very welcoming and able to answer all of my questions. Room and facilities were clean but I think the carpet needs upgrading or replaced with laminate flooring. Linens were clean. I would suggest trash bags in the cans maybe. Would definitely stay here again"
Reviewed on 23 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.
