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 walkable 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.
Top hotels in Oakland
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Nice property offering many amenities.
Reviewed on 6 May 2026
Universal's Cabana Bay Beach Resort
The Grove Resort & Water Park Orlando
We really liked our stay at the Grove! Had a few hiccups in the room (broken toaster, tv not working properly) but the staff was very accommodating and was super quick to fix things for us! Really liked the spacious rooms, the pools, the arcade and the water park! Our bed could have been a little ...
Reviewed on 7 May 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
Great location close to everything. The pool its very specious and deep and the restaurant wasn’t bad. But the 34 per night parking with half the lot being empty…. Its awful.
Reviewed on 7 May 2026
Westgate Lakes Resort & Spa Universal Studios Area
The amenities were more than you could ask for very clean property and clean rooms. Staff was super friendly and helpful
Reviewed on 6 May 2026
Rosen Inn at Pointe Orlando
Me gusta hospedarme en Rossen porque las habitaciones son cómodas y muy limpias. El lugar tiene seguridad, el ambiente es cómodo y silencioso, se puede dormir tranquilamente. El staff es atento y amable por el momento no he tenido problemas. Este hotel es mi favorito ya que tiene una buena ubicación, ...
Reviewed on 6 May 2026
Other neighbourhoods around Oakland
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.
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.
