Oakland
Winter Garden
Things to do
Universal Orlando Resort Theme Park Tickets (US & Canada)
CA $247
per adult
86% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
CA $48
per adult
92% of travellers recommend
WonderWorks All Access After Dark
CA $39
per traveller
90% of travellers recommend
Orlando: 7-D Dark Ride Entry Ticket
CA $17
per adult
90% of travellers recommend
The Outta Control Magic Dinner Show
CA $56
per adult
86% of travellers recommend
Oakland Hotel Deals
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is CA $192 per night from Aug 22 to Aug 23
CA $192
CA $216 total
Aug 22 - Aug 23
includes taxes & fees
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
Rosen Inn Lake Buena Vista
8442 Palm Parkway Orlando FL
The price is CA $87 per night from Aug 19 to Aug 20
CA $87
CA $98 total
Aug 19 - Aug 20
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
The price is CA $210 per night from Aug 2 to Aug 3
CA $210
CA $236 total
Aug 2 - Aug 3
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (7,337 reviews)
"Very clean hotel! Staff at the front desk were awesome and very helpful. All staff that cleans the rooms have done an amazing job! They pay attention to detail when cleaning. Very kind, and helpful."
Reviewed on Jul 31, 2026
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
The price is CA $237 per night from Aug 25 to Aug 26
CA $237
CA $343 total
Aug 25 - Aug 26
includes taxes & fees
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
Universal's Endless Summer Resort - Dockside Inn and Suites
7125 Universal Boulevard Orlando FL
The price is CA $157 per night from Aug 21 to Aug 22
CA $157
CA $176 total
Aug 21 - Aug 22
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the restaurant in ...
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
The price is CA $110 per night from Aug 24 to Aug 25
CA $110
CA $123 total
Aug 24 - Aug 25
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.6/10 Excellent! (6,961 reviews)
"Staff"
Reviewed on Jul 30, 2026
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 and neighborhoods 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.
Photo by Shannon Maya
Open Photo by Shannon Maya
Downtown Winter Garden
While visiting Downtown Winter Garden, you might make a stop by sights like Winter Garden Art Association and West Orange Trail.
Killarney
If you're spending some time in Killarney, Oakland Nature Preserve and Johns Lake are top sights worth seeing.
