Oakland Travel Guide

Winter Garden

Photo by Gregg Yutko
Photo by Gregg Yutko

Popular places to visit

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 family-friendly area.

Flamingo Crossings Town Center

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

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

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

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

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

Things to do

Universal Orlando Resort Express Passes

Universal Orlando Resort Express Passes

Rp2.839.531
per traveller
84% of travellers recommend
Universal Orlando Resort Express Passes
HALLOWEEN HORROR NIGHTS at Universal Orlando Resort

HALLOWEEN HORROR NIGHTS at Universal Orlando Resort

Rp1.668.148
per traveller
84% of travellers recommend
HALLOWEEN HORROR NIGHTS at Universal Orlando Resort
Aquatica Orlando

Aquatica Orlando

Rp895.795
per traveller
82% of travellers recommend
Aquatica Orlando
Universal Orlando Resort

Universal Orlando Resort Theme Park Tickets

Rp2.524.318
per adult
74% of travellers recommend
Universal Orlando Resort Theme Park Tickets
Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner

Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner

Rp249.975
per adult
Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner
WonderWorks All Access After Dark

WonderWorks All Access After Dark

Rp461.287
per traveller
84% of travellers recommend
WonderWorks All Access After Dark
See all activities in Winter Garden

Top hotels in Oakland

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 Rp1.254.929 per night from 3 Nov to 4 Nov
Rp1.254.929
Rp1.877.910 total
3 Nov - 4 Nov
includes taxes & fees
Stay at this 4-star family-friendly resort in Orlando. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the breakfast and the pool in their ...
7.4/10 Good! (6,201 reviews)
"Everything is great"

Reviewed on 14 Oct 2025

DoubleTree by Hilton Hotel Orlando at SeaWorld
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 Rp2.204.209 per night from 5 Nov to 6 Nov
Rp2.204.209
Rp2.479.736 total
5 Nov - 6 Nov
includes taxes & fees
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (5,393 reviews)
"Clean room"

Reviewed on 13 Oct 2025

Universal's Cabana Bay Beach Resort
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr, Orlando, FL
The price is Rp1.511.458 per night from 3 Nov to 4 Nov
Rp1.511.458
Rp1.700.391 total
3 Nov - 4 Nov
includes taxes & fees
Stay at this 4-star eco-certified hotel in Orlando. Enjoy free Wi-Fi, 6 outdoor pools and 3 restaurants. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (3,689 reviews)
"Check in took to long. Otherwise everything was great."

Reviewed on 13 Oct 2025

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive, Orlando, FL
The price is Rp1.549.410 per night from 27 Oct to 28 Oct
Rp1.549.410
Rp1.743.148 total
27 Oct - 28 Oct
includes taxes & fees
Stay at this 3-star family-friendly hotel in Orlando. Enjoy free Wi-Fi, 3 outdoor pools and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
8.4/10 Very Good! (5,074 reviews)
"Everything was perfect"

Reviewed on 13 Oct 2025

Rosen Inn at Pointe 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 Rp2.800.837 per night from 21 Oct to 22 Oct
Rp2.800.837
Rp3.896.727 total
21 Oct - 22 Oct
includes taxes & fees
Stay at this 4-star family-friendly resort in Four Corners. Enjoy free Wi-Fi, 6 outdoor pools and 3 restaurants. Our guests praise the pool and the helpful staff ...
7.8/10 Good! (8,640 reviews)
"Everything was good"

Reviewed on 13 Oct 2025

The Grove Resort & Water Park Orlando
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista, Orlando, FL
The price is Rp1.577.750 per night from 10 Nov to 11 Nov
Rp1.577.750
Rp1.774.968 total
10 Nov - 11 Nov
includes taxes & fees
Stay at this 4-star spa hotel in Orlando. Enjoy free Wi-Fi, 4 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their ...
8.8/10 Excellent! (3,339 reviews)
"Our room was clean and spacious! The property is clean and near major Orlando attractions. Thank you for a great stay!"

Reviewed on 13 Oct 2025

Marriott's Grande Vista
See all 39,323 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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Downtown Winter Garden

If you're spending some time in Downtown Winter Garden, West Orange Trail and Central Florida Railroad Museum are top sights worth seeing.

Downtown Winter Garden
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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 Travel Guide