Oakland Travel Guide
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.
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 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
Walt Disney World® Resort Theme Park Tickets
WonderWorks All Access After Dark
Wild Dolphin Exploration Boat Ride and Clearwater Beach Day
Top hotels in Oakland
The Grove Resort & Water Park Orlando
The resort was okay. Lots of pools for the kids, nice arcade and nice walking paths. Took advantage of the big swan paddle boats. The resort itself was a maze. Very difficult to navigate. The rooms were large but could use a bit more updating. Overall it was pleasant and we beat the spring break ...
Reviewed on 7 Mar 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Room was clean and comfortable. Pool was awesome. Mini golf was fun and good value. Staff was very friendly and good. Especially Oscar at zimmies
Reviewed on 7 Mar 2026
Westgate Lakes Resort & Spa Universal Studios Area
Great Stay!... Clean and accommodating! Lots of pools to choose from!
Reviewed on 7 Mar 2026
Vacation Village Orlando, Celebration
Check in was a bit rough, we got there late and there was no bedding for the pull out bed for the kids, it took over 20 mins for the front desk to answer, we did finally get bedding about an hour after we got to our room between waiting for someone to answer and it showing up. Our kids were tired ...
Reviewed on 7 Mar 2026
Universal's Cabana Bay Beach Resort
Nice pools, Peaceful , friendly staff.
Reviewed on 7 Mar 2026
Marriott's Grande Vista
Room was exceptionally clean, staff was friendly, the complex was extremely hugh…we loved it and plus only minutes away from most major attractions. Definitely planning on going back soon!
Reviewed on 6 Mar 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.
