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.
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.
Activities
Universal Orlando Resort Theme Park Tickets
Orlando: 7-D Dark Ride Entry Ticket
The Outta Control Magic Dinner Show
Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner
Our pick of the best Oakland Hotel Deals
Universal's Cabana Bay Beach Resort
Awesome hotel. Loved everything transportation to parks is nice and convenient, food is tasty, even the baggage holding while in the parks and waiting for your room to be ready. Only downside is they sometimes forget to text when your room is ready and can be a pain waiting in the long check in line ...
Reviewed on 12 Jan 2026
Wyndham I-Drive Avanti Resort & Conference Center
Great price, could use some cleaning in the shower. Also some bigger pillows. Overall great experience.
Reviewed on 11 Jan 2026
The Grove Resort & Water Park Orlando
Our overall experience was phenomenal. Our children aren’t interested in theme parks and we aren’t interested in dining out 3 times a day so The Grove checks all the boxes. I would recommend to management to invest in common area upkeep.
Reviewed on 6 Jan 2026
Rosen Inn at Pointe Orlando
Very good hotel, easy on your pocket, kept very well and has lots of places around it to enjoy your stay.
Reviewed on 7 Jan 2026
DoubleTree by Hilton Hotel Orlando at SeaWorld
THERE WAS BREAKFAST INCLUDING
Reviewed on 12 Jan 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Easy check in good location
Reviewed on 10 Jan 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.
