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.
West Orange Trail
Enjoy a trip to West Orange Trail and popular activities such as taking adventure tours in Winter Garden. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.
Things to do
Walt Disney World® Resort Theme Park Tickets
Universal Orlando Resort Theme Park Tickets
Old Town Kissimmee: Attraction & Meal Voucher
Orlando: 7-D Dark Ride Entry Ticket
Top hotels in Oakland
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
"Property was great having to pay extra to park kinda sucked."
Reviewed on 9 Jun 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
"Room was nice and big and clean."
Reviewed on 8 Jun 2026
The Grove Resort & Water Park Orlando
"Great environment great environment"
Reviewed on 8 Jun 2026
Universal's Cabana Bay Beach Resort
"This hotel was wonderful, we had a great room and it was very comfortable!"
Reviewed on 9 Jun 2026
Walt Disney World Dolphin
"My husband friend and I had a great time!"
Reviewed on 8 Jun 2026
Westgate Lakes Resort & Spa Universal Studios Area
"Super helpful staff! Clean rooms and in a great location!"
Reviewed on 8 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 Lake Butler.
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, West Orange Trail and Central Florida Railroad Museum 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.
