Title: Visit Oakland: 2026 Oakland, Winter Garden Travel Guide | Expedia.com [Hotels in Oakland](https://expedia.com/Oakland-Winter-Garden-Hotels.0-n6360404-0.Travel-Guide-Filter-Hotels)[Flights to Winter Garden](https://expedia.com/Cheap-Flights-To-Winter-Garden.d7898.Travel-Guide-Flights)[Things to do in Winter Garden](https://expedia.com/Things-To-Do-In-Winter-Garden.d7898.Travel-Guide-Activities)[Car Rentals in Oakland](https://expedia.com/Car-Rentals-In-Oakland.d6360404.Car-Rental-Guide)[Oakland Vacations](https://expedia.com/Oakland.d6360404.Destination-Travel-Guides) # Oakland, FL ## Winter Garden ![Oakland](https://images.trvl-media.com/place/6360404/d013c781-9bde-4c95-8530-be7e0380ccba.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Panoramic view of Lake Apopka and nature Florida.](https://images.trvl-media.com/place/6360403/5cbd79a8-2e61-4cef-8769-e792f96b305a.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Oakland Things to do Hotels Where to stay [Winter Garden Travel Guide](https://expedia.com/Winter-Garden.dx7898) --- ### Popular places to visit #### Flamingo Crossings Town Center You can do some window-shopping at Flamingo Crossings Town Center during your visit to Winter Garden. Discover the top-notch restaurants and entertainment choices in this family-friendly area. [](https://expedia.com/Flamingo-Crossings-Town-Center-Bay-Lake.d863361053793378304.Vacation-Attraction) #### 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. [](https://expedia.com/Disneys-Palm-Golf-Course-Bay-Lake.d6069339.Vacation-Attraction) #### 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. [](https://expedia.com/Disneys-Magnolia-Golf-Course-Bay-Lake.d6241695.Vacation-Attraction) #### 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. [](https://expedia.com/Orange-County-National-Golf-Club-Horizon-West.d6239843.Vacation-Attraction) #### Surfari Water Park Enjoy a fun-filled day 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. [](https://expedia.com/Surfari-Water-Park-Orlando.d553248635975177890.Vacation-Attraction) #### AdventHealth Winter Garden Though AdventHealth Winter Garden might be what brings you to town, perhaps you'll have a chance to explore more of Winter Garden while you are here. [](https://expedia.com/AdventHealth-Winter-Garden-Winter-Garden.d624551183952064512.Vacation-Attraction) ### Things to do ![LEGOLAND® Florida Tickets](https://mediaim.expedia.com/localexpert/181157/60ed688e-5b2f-40df-80f4-7ffb770fb5fd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### LEGOLAND® Florida Tickets $39 per traveler **86%** of travellers recommend [](https://expedia.com/things-to-do/legoland-florida-tickets.a181157.activity-details) ![Aquatica Orlando](https://mediaim.expedia.com/localexpert/407892/33b09fce-abbf-446b-bce5-738d4c15128d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Aquatica Orlando $53 per traveler **84%** of travellers recommend [](https://expedia.com/things-to-do/aquatica-orlando.a407892.activity-details) ![Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options](https://mediaim.expedia.com/localexpert/454609/83845a17-35d9-41e3-b805-6e10dd19a62d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options $27 per adult **92%** of travellers recommend [](https://expedia.com/things-to-do/icon-park-sea-life-aquarium.a454609.activity-details) ![Orlando: 7-D Dark Ride Entry Ticket](https://mediaim.expedia.com/localexpert/45731783/13b3ef71-e2e8-4140-9808-6266647e0f51.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Orlando: 7-D Dark Ride Entry Ticket $12 per adult **90%** of travellers recommend [](https://expedia.com/things-to-do/orlando-7-d-dark-ride-entry-ticket.a45731783.activity-details) ![Titanic : The Artifact Exhibition Ticket in Orlando](https://mediaim.expedia.com/localexpert/690897/f8beb5f4-0c1a-4812-84fd-f42f30c44476.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Titanic : The Artifact Exhibition Ticket in Orlando $34 per adult **94%** of travellers recommend [](https://expedia.com/things-to-do/titanic-the-artifact-exhibition-ticket-in-orlando.a690897.activity-details) ![WonderWorks All Access After Dark](https://mediaim.expedia.com/localexpert/887154/1fe1a6bb-2a2b-4a72-8592-dab72ffd3861.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### WonderWorks All Access After Dark $28 per traveler **88%** of travellers recommend [](https://expedia.com/things-to-do/wonderworks-all-access-after-dark.a887154.activity-details) [See all activities in Winter Garden](https://expedia.com/Things-To-Do-In-Winter-Garden.d7898.Travel-Guide-Activities) --- ## Oakland Hotel Deals ![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Grove Resort & Water Park Orlando 14501 Grove Resort Avenue Winter Garden FL $238 nightly $268 total Mar 31 - Apr 1 Total with taxes and 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! (9,336 reviews) The resort was absolutely beautiful. Our Reviewed on Mar 30, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F31%2F2026&endDate=4%2F1%2F2026&selected=4691657&PinnedHotelID=4691657&HadPinnedHotel=true®ionId=6360404) ![Rosen Inn at Pointe Orlando](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Rosen Inn at Pointe Orlando 9000 International Drive Orlando FL $91 nightly $103 total Apr 28 - Apr 29 Total with taxes and fees Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ... 8.6/10 Excellent! (6,164 reviews) The rooms were really nice and clean. The breakfast buffet was really good. We went there every morning during our stay. The staff was also really nice. Reviewed on Mar 30, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F28%2F2026&endDate=4%2F29%2F2026&selected=8892&PinnedHotelID=8892&HadPinnedHotel=true®ionId=6360404) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/91c45539_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 8800 Vistana Centre Dr Orlando FL $128 nightly $144 total Apr 20 - Apr 21 Total with taxes and fees Book a stay at this family-friendly condo in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in ... 9.2/10 Wonderful! (5,050 reviews) The resort was more beautiful than the pictures showed ! Everyone was so friendly, and the resort was extremely clean. Reviewed on Mar 30, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F20%2F2026&endDate=4%2F21%2F2026&selected=23110&PinnedHotelID=23110&HadPinnedHotel=true®ionId=6360404) ![Kompose Boutique Resort at Theme Parks](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/81e6b4c7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Kompose Boutique Resort at Theme Parks 7491 W Irlo Bronson Memorial Hwy Kissimmee FL $125 nightly $141 total Apr 19 - Apr 20 Total with taxes and fees Stay at this resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World ... 9.4/10 Exceptional! (3,324 reviews) Mark st the front dest was helpful, professional and a try gentleman. Loved the smell in the lobby but a bit overpowering. Reviewed on Mar 30, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F19%2F2026&endDate=4%2F20%2F2026&selected=100837786&PinnedHotelID=100837786&HadPinnedHotel=true®ionId=6360404) ![Universal's Cabana Bay Beach Resort](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/4c48bd3d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Universal's Cabana Bay Beach Resort 6550 Adventure Way Orlando FL $133 nightly $150 total Apr 5 - Apr 6 Total with taxes and 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! (6,497 reviews) Yes Reviewed on Mar 30, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=5963292&PinnedHotelID=5963292&HadPinnedHotel=true®ionId=6360404) ![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/ffaf091a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Westgate Lakes Resort & Spa Universal Studios Area 9500 Turkey Lake Rd Orlando FL $127 nightly $143 total Apr 26 - Apr 27 Total with taxes and fees Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ... 8.4/10 Very Good! (6,052 reviews) Very nice. Reviewed on Mar 30, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F26%2F2026&endDate=4%2F27%2F2026&selected=804984&PinnedHotelID=804984&HadPinnedHotel=true®ionId=6360404) [See all 39,881 properties in Oakland](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=3%2F31%2F2026&endDate=4%2F1%2F2026®ionId=6360404) 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. ## Check Oakland hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6360404&startDate=2026-03-30&endDate=2026-03-31)[Mar 30 - Mar 31](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6360404&startDate=2026-03-30&endDate=2026-03-31) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6360404&startDate=2026-03-31&endDate=2026-04-01)[Mar 31 - Apr 1](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6360404&startDate=2026-03-31&endDate=2026-04-01) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6360404&startDate=4%2F3%2F2026&endDate=4%2F5%2F2026)[Apr 3 - Apr 5](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6360404&startDate=4%2F3%2F2026&endDate=4%2F5%2F2026) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6360404&startDate=4%2F10%2F2026&endDate=4%2F12%2F2026)[Apr 10 - Apr 12](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6360404&startDate=4%2F10%2F2026&endDate=4%2F12%2F2026) --- ### Other neighborhoods around Oakland ![Panoramic view of Lake Apopka and nature Florida.](https://images.trvl-media.com/place/6360403/5cbd79a8-2e61-4cef-8769-e792f96b305a.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Killarney If you're looking for some top things to see and do in Killarney and surrounding area, you can visit Bella Collina Golf Club and West Orange Trail. [](https://expedia.com/Winter-Garden-Killarney.dx6360403) ![March 25, 2023, Winter Garden, FL: The West Orange bicycle trail through Winter Garden, Florida](https://images.trvl-media.com/place/944538218785796096/91cceb08-bb0f-4c59-80cf-9c6369c42839.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Winter Garden While visiting Downtown Winter Garden, you might make a stop by sights like West Orange Trail and Central Florida Railroad Museum. [](https://expedia.com/Winter-Garden-Downtown-Winter-Garden.dx944538218785796096) [See our Where To Stay guide](https://expedia.com/Winter-Garden.dx7898.Where-To-Stay?rfrr=TG.LP.Dest.Neigh.Neighborhoods) --- --- - [Stays](?pwaLob=wizard-hotel-pwa-v2) - [Packages](?pwaLob=wizard-package-pwa) - [Flights](?pwaLob=wizard-flight-pwa) - [Things to do](?pwaLob=wizard-lx-pwa) - [Cruises](?pwaLob=wizard-cruise-pwa) - [Cars](?pwaLob=wizard-car-pwa) # Oakland, FL ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Orlando Hotels ](https://www.expedia.com/Orlando-Hotels.d178294.Travel-Guide-Hotels) - [Hotels near Walt Disney World® Resort ](https://www.expedia.com/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels) - [Hotels near Universal Studios Florida ](https://www.expedia.com/Universal-Studios-Florida-Hotels.0-l6049239-0.Travel-Guide-Filter-Hotels) - [Hotels near Oakland Nature Preserve ](https://www.expedia.com/Oakland-Nature-Preserve-Hotels.0-l553248621532653932-0.Travel-Guide-Filter-Hotels) - 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[Villas in Winter Garden ](https://www.expedia.com/Winter-Garden-Villas.d7898-aaVillas.Travel-Guide-Accommodation) - [Hotels with a Lazy River in Winter Garden ](https://www.expedia.com/Winter-Garden-Hotels-Hotels-With-A-Lazy-River.0-0-d7898-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Historic Hotels in Winter Garden ](https://www.expedia.com/Winter-Garden-Hotels-Historic-Hotel.0-0-d7898-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Winter Garden ](https://www.expedia.com/Winter-Garden-Hotels-Luxury-Hotel.0-0-d7898-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Red Roof Inn Hotels in Winter Garden ](https://www.expedia.com/Winter-Garden-Hotels-Red-Roof-Inn.0-0-d7898--bRedRoofInn.Travel-Guide-Filter-Hotels) - [Hotels with Suites in Winter Garden ](https://www.expedia.com/Winter-Garden-Hotels-Hotel-Suites.0-0-d7898-tHotelSuites.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Winter Garden ](https://www.expedia.com/Winter-Garden-Hotels-Hotels-With-Restaurants.0-0-d7898-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - 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