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 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 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
Great stay!
Reviewed on 1 December 2025
Rosen Inn at Pointe Orlando
Always a
Reviewed on 28 November 2025
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Room was spotless & staff was super courteous.
Reviewed on 27 November 2025
Avanti International Resort
The location and price of the hotel is great. there was mold in the bathroom and we noticed they had painted over the mold to hide it. Our door was stuck and we had to use force to open it every time which sucked. the hidden "resort" fees at check in were a bit steep for it being in such need of ...
Reviewed on 27 November 2025
DoubleTree by Hilton Hotel Orlando at SeaWorld
Staff was fantastic, Room was great , pools bar property in general was like a resort loved it !! Only issue I am sure will get resolved is I used credit card for everything and didn’t want any charges to room. Kinda shocked when $277.00 was charged to room for food yet credit card was charged. So ...
Reviewed on 27 November 2025
The Grove Resort & Water Park Orlando
Everything was great, only the last day of my stay i was unable to ge a hold of guest services.
Reviewed on 29 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
- ESPN Wide World of Sports Complex
- Universal’s Islands of Adventure
- Old Town
- The Wizarding World of Harry PotterTM
- Orlando International Premium Outlets
- Florida Mall
- Camping World Stadium
- Universal’s Volcano Bay
- Orlando Vineland Premium Outlets
- Aquatica
- Universal CityWalk
- The Orlando Eye
- Mystic Dunes Golf Club
- Mall at Millenia
- Flamingo Crossings Town Center
- Disney's Typhoon Lagoon Water Park
- Tinker Field
- Pointe Orlando
- CoCo Key Water Resort
- Arnold Palmer's Bay Hill Golf Club
