Oakland Travel Guide

Winter Garden

Photo by Gregg Yutko

Popular places to visit

Things to do


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 ฿3,276 per night from 14 Aug to 15 Aug
฿3,276
฿3,686 total
14 Aug - 15 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! (6,490 reviews)
"Convenient location"

Reviewed on 25 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 ฿2,824 per night from 17 Aug to 18 Aug
฿2,824
฿3,177 total
17 Aug - 18 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! (2,695 reviews)
"Great place to stay when visiting Disney. Only thing to be aware of is Marriott charges a $25 per day parking charge."

Reviewed on 27 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 ฿2,313 per night from 26 Aug to 27 Aug
฿2,313
฿3,015 total
26 Aug - 27 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! (827 reviews)
"Was pleasantly surprised. My only complaints is the room had a very strong scent of their floral cleaning product. Everything else was great."

Reviewed on 27 Jul 2025

Kompose Boutique Resort at Theme Parks
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 ฿5,150 per night from 26 Aug to 27 Aug
฿5,150
฿5,793 total
26 Aug - 27 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! (5,156 reviews)
Summer Family Vacation
"Cabana Bay Resort was a home run for our family trip! Staff was amazing, tons to do for my active teens and the price was family budget friendly! Highly recommend."

Reviewed on 25 Jul 2025

Universal's Cabana Bay Beach Resort
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 out of 5
14500 Continental Gateway, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is ฿2,105 per night from 30 Jul to 31 Jul
฿2,105
฿4,737 total
30 Jul - 31 Jul
includes taxes & 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! (3,756 reviews)
"Every thing goo"

Reviewed on 26 Jul 2025

Holiday Inn Resort Orlando Suites - Waterpark by IHG
Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

3 out of 5
341 Flagler Ave, Winter Garden, FL
The price is ฿3,551 per night from 10 Aug to 11 Aug
฿3,551
฿3,995 total
10 Aug - 11 Aug
includes taxes & 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 centre. Our guests praise ...
9.2/10 Wonderful! (4,333 reviews)
"Love this hotel. Always book it for our Disney vacations."

Reviewed on 25 Jul 2025

Home2 Suites by Hilton Orlando at Flamingo Crossings
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