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 ฿3,367 per night from 3 Aug to 4 Aug
฿3,367
฿3,788 total
3 Aug - 4 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! (6,459 reviews)
"Nice"

Reviewed on 22 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 ฿3,061 per night from 14 Aug to 15 Aug
฿3,061
฿3,443 total
14 Aug - 15 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! (2,680 reviews)
"The inability to order in room dining was disturbing"

Reviewed on 24 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 ฿2,437 per night from 17 Aug to 18 Aug
฿2,437
฿3,154 total
17 Aug - 18 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! (790 reviews)
"Loved every inch of the hotel from the moment I walked in. The workers in the front were extremely friendly and kind. The hotel was very clean and had everything we needed. The only downside was that the shower didn’t have an enclosed door so it caused water to get everywhere and there was not clean- ..."

Reviewed on 25 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 ฿5,290 per night from 25 Aug to 26 Aug
฿5,290
฿5,951 total
25 Aug - 26 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! (5,151 reviews)
"excellent property"

Reviewed on 24 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
The price is ฿2,090 per night from 27 Jul to 28 Jul
฿2,090
฿4,702 total
27 Jul - 28 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! (3,710 reviews)
"Overall they stay was good."

Reviewed on 21 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 ฿3,525 per night from 10 Aug to 11 Aug
฿3,525
฿3,966 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! (4,310 reviews)
"Great place to stay. Kids were happy with the pool and slide. A few places to eat with in walking distance."

Reviewed on 22 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 Resurrection Catholic Church 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