Oakland Travel Guide

Winter Garden

A calm lake with lily pads and reeds in the foreground, surrounded by trees and a cloudy sky.
A wooden pier extending into a calm body of water, surrounded by lush greenery and a distant forest.

Things to do


Top hotels in Oakland

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 ฿5,450 per night from 5 Aug to 6 Aug
฿5,450
฿6,132 total
5 Aug - 6 Aug
includes taxes & fees
Stay at this family-friendly aparthotel 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! (6,318 reviews)
"Its very clean and comfortable apartment hotel resort where we stay ."

Reviewed on 2 Aug 2026

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

Rosen Inn Lake Buena Vista

3.5 out of 5
8442 Palm Parkway Orlando FL
The price is ฿2,070 per night from 23 Aug to 24 Aug
฿2,070
฿2,328 total
23 Aug - 24 Aug
includes taxes & fees
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 2 outdoor pools and breakfast (surcharge). Our guests praise the breakfast and the pool in their ...
8.6/10 Excellent! (5,916 reviews)
"This was our second time staying there and it was just as amazing as the first. Never did I meet an unpleasant staff member, and the on-site constant security patrol was very reassuring. If I had one complaint it was the pool was always warm, but that minor in the grand scheme of things."

Reviewed on 2 Aug 2026

Rosen Inn Lake Buena Vista
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 ฿5,015 per night from 9 Aug to 10 Aug
฿5,015
฿5,642 total
9 Aug - 10 Aug
includes taxes & fees
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
9/10 Wonderful! (7,358 reviews)
"The resort, attentiveness, cleanliness, food, was great. Second time staying at the resort. Shuttles are always no more than 15 minutes away, although we never had to way more than 10. The only thing I did different this time was used uber/lyft from and to the airport. We are 5 and saved money and ..."

Reviewed on 2 Aug 2026

Universal's Cabana Bay Beach Resort
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 ฿5,651 per night from 24 Aug to 25 Aug
฿5,651
฿8,200 total
24 Aug - 25 Aug
includes taxes & fees
Stay at this 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 in ...
The Grove Resort & Water Park Orlando
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
Fully refundable
The price is ฿3,812 per night from 18 Aug to 19 Aug
฿3,812
฿4,288 total
18 Aug - 19 Aug
includes taxes & fees
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 2 outdoor pools and 3 bars/lounges. Our guests praise the pool and the restaurant in their reviews. ...
Universal's Endless Summer Resort - Dockside Inn and Suites
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 ฿2,678 per night from 9 Aug to 10 Aug
฿2,678
฿3,013 total
9 Aug - 10 Aug
includes taxes & fees
Stay at this 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 their ...
DoubleTree by Hilton at the Entrance to Universal Orlando
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.

Where to stay in Oakland

Find the best Oakland areas for the activities you enjoy most.

Horizon West

While visiting Horizon West, you might make a stop by sights like Walt Disney World® Resort and Orange County National Golf Club.

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.

Downtown Winter Garden

If you're spending some time in Downtown Winter Garden, Winter Garden Art Association and West Orange Trail are top sights worth seeing.

Killarney

While visiting Killarney, you might make a stop by sights like Oakland Nature Preserve and Johns Lake.



Oakland Travel Guide