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

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

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 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

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

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

Top hotels in Oakland

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 ₹7,221 per night from 10 Aug to 11 Aug
₹7,221
₹8,124 total
10 Aug - 11 Aug
includes taxes & fees
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.2/10 Very Good! (6,480 reviews)
"Nice"

Reviewed on 15 Jul 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista, Orlando, FL
The price is ₹8,170 per night from 6 Aug to 7 Aug
₹8,170
₹9,191 total
6 Aug - 7 Aug
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! (2,625 reviews)
"This hotel was excellent. It is close to all the attractions. Has a resort-like feel with many amenities during the day & night. The staff was also friendly. Hotel was clean. I would recommending staying here if you have a family or just coupling up, this place was great."

Reviewed on 14 Jul 2025

Marriott's Grande Vista
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

4 out of 5
7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is ₹6,459 per night from 10 Aug to 11 Aug
₹6,459
₹8,364 total
10 Aug - 11 Aug
includes taxes & fees
Stay at this 4-star business-friendly resort in Kissimmee. Enjoy free breakfast, free Wi-Fi and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme ...
9.4/10 Exceptional! (650 reviews)
"We fell in love with this hotel. The staff was friendly and helpful. The hotel was decorated beautifully. The hallway to your room, there’s positive affirmations on the wall that I LOVED. The fact that a lazy river is being constructed makes me want to return. Will definitely be coming back."

Reviewed on 16 Jul 2025

Kompose Boutique Resort at Theme Parks
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 ₹12,787 per night from 21 Jul to 22 Jul
₹12,787
₹18,247 total
21 Jul - 22 Jul
includes taxes & fees
Stay at this 4-star family-friendly resort in Four Corners. Enjoy 6 outdoor pools, 3 restaurants and 2 hot tubs. Our guests praise the pool and the helpful staff ...
7.8/10 Good! (8,122 reviews)
"The stay was very convenient with relaxing atmosphere. Wonderful stay. Would be beneficial to have more shuttle options to the different theme parks per day."

Reviewed on 14 Jul 2025

The Grove Resort & Water Park Orlando
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 ₹13,665 per night from 17 Aug to 18 Aug
₹13,665
₹15,373 total
17 Aug - 18 Aug
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! (5,214 reviews)
"Nice place to stay, needs a little bit of love the property but everything else was amazing!"

Reviewed on 14 Jul 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 ₹9,200 per night from 6 Aug to 7 Aug
₹9,200
₹10,349 total
6 Aug - 7 Aug
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! (3,193 reviews)
"The room was beautiful the place was so nice loved the pools. I hope to come back in the future."

Reviewed on 15 Jul 2025

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
See all 38,621 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 Resurrection Catholic Church 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