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 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.
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.
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.
Surfari Water Park
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.
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
$26
per adult
90% of travellers recommend
Universal Orlando Resort Express Passes
$213
per traveler
86% of travellers recommend
Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner
$15
per adult
WonderWorks All Access After Dark
$28
per traveler
86% of travellers recommend
Orlando: 7-D Dark Ride Entry Ticket
$12
per adult
88% of travellers recommend
Oakland Hotel Deals
Rosen Inn at Pointe Orlando
9000 International Drive, Orlando, FL
$65 nightly
The price is $74 total per night from Aug 19 to Aug 20
$74 total
Aug 19 - Aug 20
Total includes taxes and fees
Stay at this 3-star 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! (4,699 reviews)
"A great place for a great price, Definitely would stay here again"
Reviewed on Aug 2, 2025
Marriott's Grande Vista
5925 Avenida Vista, Orlando, FL
$87 nightly
The price is $98 total per night from Aug 24 to Aug 25
$98 total
Aug 24 - Aug 25
Total includes taxes and fees
Stay at this 4-star spa hotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (2,731 reviews)
"The stuff at this property were very welcoming and friendly! The property is truly kept up to par. My overall experience with the property was a 10/10"
Reviewed on Aug 1, 2025
Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL
$71 nightly
The price is $81 total per night from Aug 26 to Aug 27
$81 total
Aug 26 - Aug 27
Total includes taxes and fees
Stay at this 4-star business-friendly resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme ...
9.4/10 Exceptional! (859 reviews)
"Very nice, good location, comfortable!"
Reviewed on Jul 30, 2025
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd, Orlando, FL
$93 nightly
The price is $104 total per night from Aug 14 to Aug 15
$104 total
Aug 14 - Aug 15
Total includes taxes and fees
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.2/10 Very Good! (6,482 reviews)
"Everything was ok until we found out that I have to pay for parking 33 a day. Cleanness was 8 out of10"
Reviewed on Aug 2, 2025
Holiday Inn Resort Orlando Suites - Waterpark by IHG
14500 Continental Gateway, Orlando, FL
$130 nightly
The price is $146 total per night from Aug 24 to Aug 25
$146 total
Aug 24 - Aug 25
Total includes taxes and fees
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 hot tubs. Our guests praise the clean rooms and the family ...
7/10 Good! (3,812 reviews)
"Staff was very friendly and my daughter enjoyed the pool"
Reviewed on Jul 30, 2025
Home2 Suites by Hilton Orlando at Flamingo Crossings
341 Flagler Ave, Winter Garden, FL
$110 nightly
The price is $123 total per night from Aug 11 to Aug 12
$123 total
Aug 11 - Aug 12
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Winter Garden. Enjoy free breakfast, a free theme park shuttle, and a 24-hour fitness center. Our guests praise ...
9.2/10 Wonderful! (4,369 reviews)
"Accodating staff, qiet, clean, great pool"
Reviewed on Aug 1, 2025
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.
Vista del Lago
While Vista del Lago isn't home to many top sights, Orange Lake Golf and Island H2O Live! are some notable places to visit nearby.
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