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 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.
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 Theme Park Tickets
Old Town Kissimmee: Attraction & Meal Voucher
Orlando: 7-D Dark Ride Entry Ticket
Top hotels in Oakland
The Grove Resort & Water Park Orlando
Clean rooms, spacious and luxury feel! We loved it
Reviewed on 9 Mar 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Staff were very friendly room was very clean and had every utensil we could need if we didn’t already had reservations on Disney resort we would’ve stay the whole week. Definitely will next time
Reviewed on 9 Mar 2026
Rosen Inn at Pointe Orlando
Pet friendly
Reviewed on 9 Mar 2026
Universal's Cabana Bay Beach Resort
Checkin in line was long and took like 20 minutes but other than that the stay was excellent .
Reviewed on 9 Mar 2026
Westgate Lakes Resort & Spa Universal Studios Area
The room that I was given did not look at all like the pictures shown on the website. Pool was great.
Reviewed on 9 Mar 2026
Kompose Boutique Resort at Theme Parks
Excellent for family real clean staff friendly have a lot of thing to do enjoy the pool and the lazy river all amenities great very good breakfast will recommend . You are near stores restaurants
Reviewed on 9 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.
