Oakland

Winter Garden
Photo by Gregg Yutko
Photo by Gregg Yutko

Popular places to visit

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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.

Flamingo Crossings Town Center
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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.

Disney's Magnolia Golf Course
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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.

Orange County National Golf Club
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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 Palm Golf Course
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Surfari Water Park

5/5(7 reviews)

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.

Surfari Water Park
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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.

AdventHealth Winter Garden

Things to do

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Wacky Winter Garden Scavenger Hunt

RM126
Per adult
Wacky Winter Garden Scavenger Hunt
Image for West Orange Trail 10 Mile Private Bike Tour & Scavenger Hunt

West Orange Trail 10 Mile Private Bike Tour & Scavenger Hunt

RM93
Per adult
West Orange Trail 10 Mile Private Bike Tour & Scavenger Hunt
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Aquatica Orlando

RM267
Per adult
82% of travellers recommend
Aquatica Orlando
Image for Orlando: Museum of Illusions Admission Ticket

Orlando: Museum of Illusions Admission Ticket

RM144
Per adult
84% of travellers recommend
Orlando: Museum of Illusions Admission Ticket
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Pirate's Dinner Adventure Orlando

RM316
Per adult
76% of travellers recommend
Pirate's Dinner Adventure Orlando
Image for The Outta Control Magic Comedy Dinner Show

The Outta Control Magic Comedy Dinner Show

RM179
Per adult
82% of travellers recommend
The Outta Control Magic Comedy Dinner Show
See all activities in Winter Garden

Top hotels in Oakland

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
3.5 out of 5
14500 Continental Gateway, Orlando, FL
The price is RM377 per night from 7 May to 8 May
RM377
per night
7 May - 8 May
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 2 spa tubs, and water park access (surcharge). Our guests praise the clean rooms ...
6.4/10 (5,289 reviews)
"Check in process took a long time."

Reviewed on 3 May 2024

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
DoubleTree by Hilton at the Entrance to Universal Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando
4 out of 5
5780 Major Blvd, Orlando, FL
The price is RM439 per night from 12 May to 13 May
RM439
per night
12 May - 13 May
Book a stay at this 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! (6,426 reviews)
"Very friendly"

Reviewed on 3 May 2024

DoubleTree by Hilton at the Entrance to Universal Orlando
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
The price is RM1,039 per night from 6 May to 7 May
RM1,039
per night
6 May - 7 May
Stay at this 4-star family-friendly resort in Four Corners. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (5,322 reviews)
"Great location to stay with kids. Close to Disney and other restaurants if you want to go off property"

Reviewed on 4 May 2024

The Grove Resort & Water Park Orlando
Universal's Endless Summer Resort - Dockside Inn and Suites
Universal's Endless Summer Resort - Dockside Inn and Suites
3 out of 5
7125 Universal Boulevard, Orlando, FL
The price is RM682 per night from 8 May to 9 May
RM682
per night
8 May - 9 May
Stay at this 3-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (5,021 reviews)
Need to add dressers to master room
"My only complaint is that it's hard to live out of a suitcase for a week. Need a dresser or some type of storage."

Reviewed on 3 May 2024

Universal's Endless Summer Resort - Dockside Inn and Suites
Universal's Cabana Bay Beach Resort
Universal's Cabana Bay Beach Resort
3.5 out of 5
6550 Adventure Way, Orlando, FL
The price is RM952 per night from 6 May to 7 May
RM952
per night
6 May - 7 May
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (4,970 reviews)
"Second time we stayed . Very nice place clean, close to everything. Great pools, fun activities, good food. Would definitely stay again."

Reviewed on 4 May 2024

Universal's Cabana Bay Beach Resort
Lake Buena Vista Resort Village & Spa
Lake Buena Vista Resort Village & Spa
4 out of 5
8113 Resort Village Drive, Orlando, FL
Stay at this 4-star spa condo in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.2/10 Very Good! (7,126 reviews)
"Had a great time and everyone was great."

Reviewed on 2 May 2024

Get rates
Lake Buena Vista Resort Village & Spa
See all 38,754 properties in Oakland
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 neighbourhoods around Oakland

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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.

Killarney
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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.

Vista del Lago

Oakland