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 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.
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.
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
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
"Family friendly and reasonable. Clean and relaxing"
Reviewed on 23 May 2026
The Grove Resort & Water Park Orlando
"Very clean rooms and friendly staff"
Reviewed on 23 May 2026
Universal's Cabana Bay Beach Resort
"Amazing staff had a great time. I’ve stayed at most of Universal resort and this one has so far been one of my favorites. Can’t wait to go back."
Reviewed on 23 May 2026
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
"Bien"
Reviewed on 23 May 2026
B&B Hotel Orlando International Drive Near Universal - Newly Renovated!
"Very good very quiet and clean very close to universal and other spot for food tv not working tho"
Reviewed on 22 May 2026
Buena Vista Suites Orlando
"Layout of the rooms and value were phenomenal. Will stay again no doubt!"
Reviewed on 22 May 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.
