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.
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 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
Universal Orlando Resort Theme Park Tickets
Walt Disney World® Resort Theme Park Tickets
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Kennedy Space Center Tour with Transportation from Orlando Region
Top hotels in Oakland
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Excellent staff
Reviewed on 15 May 2026
The Grove Resort & Water Park Orlando
from 5 to 65 and beyond... all enjoyed the stay
Reviewed on 15 May 2026
Universal's Cabana Bay Beach Resort
Rooms were perfect, food was not the most affordable but much cheaper than at the parks. Staff was mostly great, I’d say half are very friendly the other half and kind of rude… But still helpful and overall fine.
Reviewed on 15 May 2026
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Older property that has been updated/renovated so stylistically it's an old design but it looks mostly newer. Room was clean and AC worked well. Breakfast was somewhat limited but tasted ok. Staff was not overly friendly - could be a bit more positive.
Reviewed on 15 May 2026
B&B Hotel Orlando International Drive Near Universal - Newly Renovated!
Warm welcome and good experience
Reviewed on 15 May 2026
Buena Vista Suites Orlando
If you are looking for an average hotel with larger rooms then this is for you. As far as amenities, it does provide a restaurant for breakfast which is complimentary and a quick service pizza and wing kiosk. They do provide a pop-up bar between 5 p.m. and 11 p.m. There is a small pool on the side ...
Reviewed on 15 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.
