Oakland
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.
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.
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.
AdventHealth Winter Garden
If AdventHealth Winter Garden is what brings you to town, hopefully you'll have a chance to explore more of Winter Garden.
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.
Things to do
Universal Orlando Resort Express Passes
Universal Orlando Resort Theme Park Tickets
WonderWorks All Access After Dark
Old Town Kissimmee: Attraction & Meal Voucher
Top hotels in Oakland
The Grove Resort & Water Park Orlando
Beds had no mattress protectors on them just a flat sheet that is always coming off through the night so you wake up on a dirty mattress. Called front desk they said they don’t do mattress protectors. Hallways and rooms are out dated and need a serious remodel. Took 5 days just to get replenished ...
Reviewed on 28 Feb 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Large villa room
Reviewed on 27 Feb 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
Good location
Reviewed on 27 Feb 2026
Vacation Village Orlando, Celebration
The wait to check in was literally 1 hour and 46 min. It was a disaster! They blamed it on being busy… no apologies no nothing and still had to pay the resort fee. The rooms had a weird old smell. I called the front asking for managers multiple times but no one would help. It was a rough stay
Reviewed on 28 Feb 2026
Universal's Cabana Bay Beach Resort
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Reviewed on 27 Feb 2026
Marriott's Grande Vista
The room was clean. The staff was friendly. The pools were clean and easy to access. I really enjoyed my stay here. Very kid/family friendly.
Reviewed on 28 Feb 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.
