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
Universal Orlando Resort Express Passes
￥25,011
per traveler
86% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
￥4,267
per adult
92% of travellers recommend
Universal Orlando Resort Theme Park Tickets
￥24,583
per adult
78% of travellers recommend
Orlando: 7-D Dark Ride Entry Ticket
￥1,879
per adult
90% of travellers recommend
Oakland Hotel Deals
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
The price is ￥20,841 per night from Jan 13 to Jan 14
￥20,841
￥23,447 total
Jan 13 - Jan 14
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! (5,957 reviews)
This is the place to stay if you have children! Game room, bowling, heated pools - plenty of entertainment. The food was not the best and over priced and served like a cafeteria. But other than that, great location and great place to stay.
Reviewed on Jan 8, 2026
Wyndham I-Drive Avanti Resort & Conference Center
6515 International Drive Orlando FL
The price is ￥9,764 per night from Jan 11 to Jan 12
￥9,764
￥14,157 total
Jan 11 - Jan 12
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! (4,065 reviews)
everything
Reviewed on Jan 6, 2026
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
The price is ￥12,440 per night from Jan 29 to Jan 30
￥12,440
￥13,994 total
Jan 29 - Jan 30
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! (5,559 reviews)
Very good hotel, easy on your pocket, kept very well and has lots of places around it to enjoy your stay.
Reviewed on Jan 7, 2026
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
The price is ￥25,799 per night from Jan 12 to Jan 13
￥25,799
￥37,662 total
Jan 12 - Jan 13
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! (8,949 reviews)
Good
Reviewed on Jan 6, 2026
DoubleTree by Hilton Hotel Orlando at SeaWorld
10100 International Drive Orlando FL
The price is ￥10,472 per night from Feb 8 to Feb 9
￥10,472
￥16,189 total
Feb 8 - Feb 9
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! (6,381 reviews)
No breakfast
Reviewed on Jan 5, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is ￥17,425 per night from Jan 29 to Jan 30
￥17,425
￥19,603 total
Jan 29 - Jan 30
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! (4,264 reviews)
The staff was fantastic and the room was wonderful.
Reviewed on Jan 6, 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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