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 27 to Aug 28
CA $192
CA $216 total
Aug 27 - Aug 28
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 $84 per night from Aug 11 to Aug 12
CA $84
CA $94 total
Aug 11 - Aug 12
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 ...
8.6/10 Excellent! (5,893 reviews)
"Los empleados no tienen la culpa de la falta de mantenimiento a la propiedad y renovación de los edificios. La zona del Splash de niños NO funcionaba y fue uno de los atractivos por la que escogí la propiedad. Cuando entré al primer cuarto que me dieron el lock no servía y la cerradura no funcionaba ..."
Reviewed on Jul 30, 2026
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
The price is CA $211 per night from Aug 4 to Aug 5
CA $211
CA $237 total
Aug 4 - Aug 5
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! (7,397 reviews)
"Excelente hotel todo muy cerca para visitar"
Reviewed on Jul 30, 2026
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
The price is CA $237 per night from Aug 10 to Aug 11
CA $237
CA $344 total
Aug 10 - Aug 11
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 ...
8/10 Very good! (10,557 reviews)
"The pool area was nice and the slides were fun. The pool was heated and felt great on an overcast day."
Reviewed on Jul 30, 2026
Universal's Endless Summer Resort - Dockside Inn and Suites
7125 Universal Boulevard Orlando FL
The price is CA $160 per night from Aug 18 to Aug 19
CA $160
CA $180 total
Aug 18 - Aug 19
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 ...
9.2/10 Wonderful! (5,466 reviews)
"The room was clean and the staff was friendly and professional. We loved our stay there and we will be back!!!!"
Reviewed on Jul 30, 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
The price is CA $135 per night from Aug 26 to Aug 27
CA $135
CA $151 total
Aug 26 - Aug 27
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 ...
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.
