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 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.

Flamingo Crossings Town Center
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Orange County National Golf Club

4.5/5(3 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.

Orange County National Golf Club
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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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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

4.5/5(50 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.

Surfari Water Park
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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.

AdventHealth Winter Garden

Things to do

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Wacky Winter Garden Scavenger Hunt

CA $37
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

CA $27
Per adult
West Orange Trail 10 Mile Private Bike Tour & Scavenger Hunt
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Aquatica Orlando

CA $65
Per adult
82% of travellers recommend
Aquatica Orlando
See all activities in Winter Garden

Oakland Hotel Deals

DoubleTree by Hilton Hotel Orlando at SeaWorld
DoubleTree by Hilton Hotel Orlando at SeaWorld
4 out of 5
10100 International Drive, Orlando, FL
The price is CA $115 per night from May 28 to May 29
CA $115
CA $168 total
includes taxes & fees
May 28 - May 29
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the pool and the restaurant in ...
7/10 Good! (8,908 reviews)
"Good property. Only complaint is we did not get maid service and had to ask for coffee and water each day."

Reviewed on May 24, 2024

DoubleTree by Hilton Hotel Orlando at SeaWorld
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 CA $272 per night from May 28 to May 29
CA $272
CA $375 total
includes taxes & fees
May 28 - May 29
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! (5,412 reviews)
"I was there for 9 days with my boys we had a great time parks were open all day however them pools I didn’t see anyone cleaning them there was plastic lids at the bottom of pool from drinks for a few days also them red flys were crazy around the pool area should be sprayed or something your eaten ..."

Reviewed on May 25, 2024

The Grove Resort & Water Park Orlando
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 CA $149 per night from May 28 to May 29
CA $149
CA $168 total
includes taxes & fees
May 28 - May 29
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! (6,340 reviews)
"Wonderful"

Reviewed on May 24, 2024

DoubleTree by Hilton at the Entrance to Universal Orlando
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 CA $116 per night from Jun. 9 to Jun. 10
CA $116
CA $197 total
includes taxes & fees
Jun 9 - Jun 10
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 (5,443 reviews)
"The oasis pool borders inside was dirty and the white towels in the water park are to old and small the rest of the facilities are fine"

Reviewed on May 26, 2024

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
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 CA $197 per night from May 28 to May 29
CA $197
CA $221 total
includes taxes & fees
May 28 - May 29
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! (5,138 reviews)
"Would stay again"

Reviewed on May 27, 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 CA $275 per night from May 28 to May 29
CA $275
CA $309 total
includes taxes & fees
May 28 - May 29
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! (5,016 reviews)
"Our stay was a lot of fun! Unfortunately the waterslide was broken so we didn’t get to try that but otherwise had a great time."

Reviewed on May 25, 2024

Universal's Cabana Bay Beach Resort
See all 37,662 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

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.

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

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