Popular places to visit
Flamingo Crossings Town Center
You can do some window-shopping at Flamingo Crossings Town Center during your visit to 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 a fun-filled day 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.
AdventHealth Winter Garden
Though AdventHealth Winter Garden might be what brings you to town, perhaps you'll have a chance to explore more of Winter Garden while you are here.
Oakland Hotel Deals
Universal's Cabana Bay Beach Resort
Staff were great, room was nice, loved the pools!
Reviewed on 18 November 2025
Rosen Inn at Pointe Orlando
Clean Room. It did the job
Reviewed on 19 November 2025
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Great place to stay
Reviewed on 18 November 2025
DoubleTree by Hilton at the Entrance to Universal Orlando
Good
Reviewed on 17 November 2025
DoubleTree by Hilton Hotel Orlando at SeaWorld
Rooms were clean, staff was awesome, will definitely recommend to anyone and WILL book again.
Reviewed on 21 November 2025
The Grove Resort & Water Park Orlando
Everything was great! The staff was amazing and service was awesome. The only reason I can’t give a full five is because the beds felt like laying on cardboard.
Reviewed on 22 November 2025
Other neighborhoods around Oakland
Killarney
If you're looking for some top things to see and do in Killarney and surrounding area, you can visit Bella Collina Golf Club and West Orange Trail.
Downtown Winter Garden
While visiting Downtown Winter Garden, you might make a stop by sights like West Orange Trail and Central Florida Railroad Museum.
Oakland, FL
- Places of interest
- Oakland Hotels by Star Rating
- Hotels in top Winter Garden neighborhoods
- Oakland Hotels by Brand
- Walt Disney World® Resort
- Universal Studios Florida
- Universal Orlando Resort
- Disney SpringsTM
- Magic Kingdom® Park
- Orange County Convention Center
- Disney's Animal Kingdom® Theme Park
- Epcot®
- Disney's Hollywood Studios®
- Kia Center
- Universal’s Islands of Adventure
- ESPN Wide World of Sports Complex
- Orlando International Premium Outlets
- Old Town
- Camping World Stadium
- The Wizarding World of Harry PotterTM
- Florida Mall
- Universal’s Volcano Bay
- Orlando Vineland Premium Outlets
- Aquatica
- Universal CityWalk
- The Orlando Eye
- Mall at Millenia
- Mystic Dunes Golf Club
- Pointe Orlando
- Tinker Field
- Disney's Typhoon Lagoon Water Park
- CoCo Key Water Resort
- Flamingo Crossings Town Center
- Arnold Palmer's Bay Hill Golf Club
