Popular places to visit
Flamingo Crossings Town Center
You can do some window-shopping at Flamingo Crossings Town Center during your visit to Winter Garden. Discover the top-notch restaurants and entertainment choices in this walkable area.
Disney's Palm Golf Course
5/5(1 review)
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
4/5(6 reviews)
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
4.5/5(25 reviews)
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
4.5/5(374 reviews)
Enjoy a fun-filled day 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
Though AdventHealth Winter Garden might be what brings you to town, perhaps you'll have a chance to explore more of Winter Garden while you are here.
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
￥4,267
per adult
92% of travellers recommend
Universal Orlando Resort Express Passes
￥25,011
per traveler
86% of travellers recommend
Universal Orlando Resort Theme Park Tickets
￥24,583
per adult
78% of travellers recommend
Walt Disney World® Resort Theme Park Tickets
￥32,238
per adult
Oakland Hotel Deals
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
The price is ￥20,860 per night from Jan 6 to Jan 7
￥20,860
￥23,468 total
Jan 6 - Jan 7
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
8.8/10 Excellent! (5,954 reviews)
Loved pools and lazy river
Reviewed on Jan 2, 2026
Wyndham I-Drive Avanti Resort & Conference Center
6515 International Drive Orlando FL
The price is ￥9,773 per night from Jan 7 to Jan 8
￥9,773
￥14,171 total
Jan 7 - Jan 8
includes taxes & fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and private pools. Our guests praise the pool and the clean rooms in our ...
7.2/10 Good! (3,977 reviews)
Everything was nice and neat
Reviewed on Dec 31, 2025
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
The price is ￥25,810 per night from Jan 14 to Jan 15
￥25,810
￥37,683 total
Jan 14 - Jan 15
includes taxes & fees
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (8,865 reviews)
The staff was welcoming and friendly. The rooms were clean. We had the 2br suite and it worked out perfectly. We ordered groceries to cook breakfast and lunch prior to leaving to the parks. Had a full functioning “apartment like” room. Plus we faced the resort which was a nice view. The patio had ...
Reviewed on Dec 30, 2025
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
The price is ￥12,325 per night from Jan 28 to Jan 29
￥12,325
￥13,866 total
Jan 28 - Jan 29
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
8.4/10 Very Good! (5,513 reviews)
The room was good, but the face basin was plugged I had to unplug myself, the staff was not that friendly the Haitian employees do as if they don't understand English. The pool was never heated.
Reviewed on Jan 3, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is ￥17,441 per night from Jan 25 to Jan 26
￥17,441
￥19,622 total
Jan 25 - Jan 26
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (4,221 reviews)
Clean and roomy room. Plenty of room for a family of five. Well stocked up kitchen with all the essentials.
Reviewed on Jan 2, 2026
DoubleTree by Hilton Hotel Orlando at SeaWorld
10100 International Drive Orlando FL
The price is ￥11,922 per night from Jan 25 to Jan 26
￥11,922
￥17,824 total
Jan 25 - Jan 26
includes taxes & fees
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
7.4/10 Good! (6,345 reviews)
Lovely hotel and great location, the room was pleasant but the walls are very thin and you can hear exactly how loud your neighbors can be lol
Reviewed on Jan 3, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Other neighborhoods around Oakland
Killarney
If you're looking for some top things to see and do in Killarney and surrounding area, you can visit Bella Collina Golf Club and West Orange Trail.
Downtown Winter Garden
While visiting Downtown Winter Garden, you might make a stop by sights like West Orange Trail and Central Florida Railroad Museum.
Oakland, FL
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