Oakland Travel Guide
Winter Garden
Popular places to visit
Flamingo Crossings Town Center
You can find the perfect gifts to bring home at Flamingo Crossings Town Center during your stay in Winter Garden. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Disney's Magnolia Golf Course
Enjoy a round of golf in Winter Garden at Disney's Magnolia Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Disney's Palm Golf Course
Enjoy a round of golf in Winter Garden at Disney's Palm Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Orange County National Golf Club
Enjoy a round of golf in Winter Garden at Orange County National Golf Club. Amble around this family-friendly area's lakeside or experience its entertainment choices.
Surfari Water Park
Enjoy the thrill rides with your children at Surfari Water Park as part of your trip to Four Corners. Make time for the shops and golf courses in this family-friendly area.
Disney's Oak Trail Golf Course
Enjoy a round of golf in Winter Garden at Disney's Oak Trail Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Things to do
Orlando: 7-D Dark Ride Entry Ticket
Walt Disney World® Resort Theme Park Tickets
Universal Orlando Resort Theme Park Tickets
Top hotels in Oakland
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
"Stayed four nights with my family for a 4 day AAU Nationals volleyball tournament and the majority of our team did as well. Everyone had a great experience and loved the resort amd would book again. They were very accommodating and let us check in early as well as gave us access to the property until ..."
Reviewed on 23 Jun 2026
The Grove Resort & Water Park Orlando
"They have washer and dryer but in our room they weren’t working well. We had to dry the clothes several times for them to dry. I don’t like that they don’t clean daily or every other day at least especially if you have a long stay."
Reviewed on 23 Jun 2026
Universal's Cabana Bay Beach Resort
"Me fascinó el hotel súper recomendado, la limpieza y confort de sus habitaciones es impecable, la calidad de la comida espectacular, en general le doy un 10/10, volvería a visitarlo sin dudas"
Reviewed on 23 Jun 2026
Kompose Boutique Resort at Theme Parks
"El desayuno es bueno, pero en ocasiones se demoran mucho en reabastecer los alimentos"
Reviewed on 23 Jun 2026
Wyndham I-Drive Avanti Resort & Conference Center
"Atencion al cliente"
Reviewed on 24 Jun 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
"Staff very welcoming and able to answer all of my questions. Room and facilities were clean but I think the carpet needs upgrading or replaced with laminate flooring. Linens were clean. I would suggest trash bags in the cans maybe. Would definitely stay here again"
Reviewed on 23 Jun 2026
Where to stay in Oakland
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
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.
