Oakland Travel Guide
Tourist Guide
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
Walt Disney World® Resort Theme Park Tickets
Orlando: 7-D Dark Ride Entry Ticket
Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner
WonderWorks All Access After Dark
The Outta Control Magic Dinner Show
Our pick of the best Oakland Hotel Deals
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
From check in until check out we were welcomed with big smiles, helpful staff, we never once thought we were a burden. I will definitely stay here again.
Reviewed on 27 Jan 2026
Rosen Inn at Pointe Orlando
Immaculate. Great daily housekeeping. Every morning was like we had not stayed at all the night before. The front desk is very nice and efficient. Everything was well maintained in the property was just as pictured. Very satisfied.
Reviewed on 26 Jan 2026
DoubleTree by Hilton Hotel Orlando at SeaWorld
Hotel was great
Reviewed on 29 Jan 2026
The Grove Resort & Water Park Orlando
Great resort
Reviewed on 30 Jan 2026
Orlando International Drive North Hotel
1 mile from Universal Studios, 11 miles from Disney World. Free shuttle to Parks. Free breakfast, rooms were nice and clean. IHOP and other stores nearby. Staff were friendly and accommodating. The pool was really nice it’s heated but not hot and we only paid $45 a night! Thank you to Orlando international ...
Reviewed on 28 Jan 2026
Universal's Cabana Bay Beach Resort
The staff was very nice and friendly. Excellent shuttle to and from parks. Unfortunately, empty soap, barely any shampoo and toilet paper when we arrived. Only had room service once during our four day stay. Not nit picking, just leaving feedback. Would stay again
Reviewed on 30 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.
