Title: Hotels by Independent in Oakland from CA $397 | Expedia.ca [Oakland Travel Guide](https://expedia.ca/Winter-Garden-Oakland.dx6360404)[Vacation Rentals in Winter Garden](https://expedia.ca/Winter-Garden-Vacation-Rentals.d7898.Travel-Guide-VacationRentals)[Flights to Winter Garden](https://expedia.ca/Cheap-Flights-To-Winter-Garden.d7898.Travel-Guide-Flights)[Things to do in Winter Garden](https://expedia.ca/Things-To-Do-In-Winter-Garden.d7898.Travel-Guide-Activities)[Oakland Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland.d6360404.Car-Rental-Guide)[Oakland Vacations](https://expedia.ca/Oakland.d6360404.Destination-Travel-Guides) ![At the Oakland Preserve. Nice Boardwalk plus an animal sanctuary ](https://images.trvl-media.com/place/6360404/d013c781-9bde-4c95-8530-be7e0380ccba.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Gregg Yutko # Find Hotels by Independent in Oakland from CA $397 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oakland Independent ![Staircase](https://images.trvl-media.com/lodging/114000000/113040000/113039700/113039630/05d875ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113040000/113039700/113039630/4ab988ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/114000000/113040000/113039700/113039630/ffaf76ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/114000000/113040000/113039700/113039630/91e6e4a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oakland Manor House [](https://www.expedia.ca/Winter-Garden-Hotels-Oakland-Manor-House.h113039630.Hotel-Information) Oakland [](https://www.expedia.ca/Winter-Garden-Hotels-Oakland-Manor-House.h113039630.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/181f625e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/d95d3737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/f2c6e82c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/dfc172b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Oak View Place.. [](https://www.expedia.ca/Winter-Garden-Hotels-The-Oak-View-Place.h48643933.Hotel-Information) Oakland 9.2/10 Wonderful (10) "The VRBO looked brand new and I only knew it was not because of the reviews from previous years. The live oak trees on the property added to the beauty of the surroundings." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Libba F. CA $248 CA $397 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Winter-Garden-Hotels-The-Oak-View-Place.h48643933.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110940000/110939000/110938960/w1200h796x0y0-b410242f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110940000/110939000/110938960/w1200h754x0y0-78016370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/111000000/110940000/110939000/110938960/fe862d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110940000/110939000/110938960/fa700050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Central Florida's Historic Gem & wedding venue- The Oakland Manor House [](https://www.expedia.ca/Winter-Garden-Hotels-Central-Floridas-Historic-Gem-Wedding-Venue-The-Oakland-Manor-House.h110938960.Hotel-Information) Oakland 10/10 Exceptional (1) "We had a spectacular time at the Oakland Manor House. It's a gorgeous, historic home filled with both handsome antiques and comfortable sofas and beds. The kitchen is fully stocked and a joy to use to make meals if you're so inclined. The bathrooms were very clean and well appointed with bath products and hair dryers for use. They even had coffee beans and a grinder for use. Very nice gestures. It was spotless and located in a lovely, safe neighborhood. We had a celebration of our wedding with... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen R. [](https://www.expedia.ca/Winter-Garden-Hotels-Central-Floridas-Historic-Gem-Wedding-Venue-The-Oakland-Manor-House.h110938960.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106137/c2d33e58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106137/e707caea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106137/a3f6f9b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106137/bdfea119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mermaid Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House [](https://www.expedia.ca/Winter-Garden-Hotels-Mermaid-Room-In-Central-Floridas-Historic-Gem-Wedding-Venue-The-Oakland-Manor-House.h119106137.Hotel-Information) Oakland [](https://www.expedia.ca/Winter-Garden-Hotels-Mermaid-Room-In-Central-Floridas-Historic-Gem-Wedding-Venue-The-Oakland-Manor-House.h119106137.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106143/677bfc4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106143/ab75553a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106143/11e6821c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106143/1d63e5d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peacock Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House [](https://www.expedia.ca/Winter-Garden-Hotels-Peacock-Room-In-Central-Floridas-Historic-Gem-Wedding-Venue-The-Oakland-Manor-House.h119106143.Hotel-Information) Oakland [](https://www.expedia.ca/Winter-Garden-Hotels-Peacock-Room-In-Central-Floridas-Historic-Gem-Wedding-Venue-The-Oakland-Manor-House.h119106143.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106130/c5a39a1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106130/9f26991c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106130/ae6a06d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106130/8d315122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grace Suite in Central Florida's Historic Gem & wedding venue- The Oakland Manor House [](https://www.expedia.ca/Winter-Garden-Hotels-Grace-Suite-In-Central-Floridas-Historic-Gem-Wedding-Venue-The-Oakland-Manor-House.h119106130.Hotel-Information) Oakland [](https://www.expedia.ca/Winter-Garden-Hotels-Grace-Suite-In-Central-Floridas-Historic-Gem-Wedding-Venue-The-Oakland-Manor-House.h119106130.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106157/d6f3e726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106157/445c78c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106157/16cfff43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106157/c58cc466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sage Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House [](https://www.expedia.ca/Winter-Garden-Hotels-Sage-Room-In-Central-Floridas-Historic-Gem-Wedding-Venue-The-Oakland-Manor-House.h119106157.Hotel-Information) Oakland [](https://www.expedia.ca/Winter-Garden-Hotels-Sage-Room-In-Central-Floridas-Historic-Gem-Wedding-Venue-The-Oakland-Manor-House.h119106157.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106151/26514af6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106151/cacbef60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106151/2002e496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106151/955f68b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Speakeasy Room in Central Florida's Historic Gem & wedding venue- The Oakland Manor House [](https://www.expedia.ca/Winter-Garden-Hotels-Speakeasy-Room-In-Central-Floridas-Historic-Gem-Wedding-Venue-The-Oakland-Manor-House.h119106151.Hotel-Information) Oakland [](https://www.expedia.ca/Winter-Garden-Hotels-Speakeasy-Room-In-Central-Floridas-Historic-Gem-Wedding-Venue-The-Oakland-Manor-House.h119106151.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-01&endDate=2026-01-02®ionId=6360404&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOakland-Winter-Garden-Hotels-Independent.0-n6360404-0--bIndependent.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOakland-Winter-Garden-Hotels-Independent.0-n6360404-0--bIndependent.Travel-Guide-Filter-Hotels) ## Top Oakland Hotel Reviews ![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10/10 Excellent "Room was spectacular! Nice and clean." [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg) ### The Grove Resort & Water Park Orlando 10/10 Excellent "Loved this resort. I do wish the restaurant stayed open later, but overall 10/10\. " [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Walt Disney World Dolphin](https://images.trvl-media.com/lodging/1000000/20000/12800/12710/a6b6c49c_y.jpg) ### Walt Disney World Dolphin 10/10 Excellent "We love staying at the Dolphin because of the location. Being able to walk to Hollywood Studios, Epcot, and the Boardwalk are awesome! We wish the hotel had a little more Disney magic and the hallways and rooms could use a refresh, especially the hall carpets, even our kids noticed!" [](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Dolphin.h12710.Hotel-Information) ![Wyndham I-Drive Avanti Resort & Conference Center](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/55b45a9e_y.jpg) ### Wyndham I-Drive Avanti Resort & Conference Center 10/10 Excellent "Everything " [](https://expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) ![Caribe Royale Orlando](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/075cd42b_y.jpg) ### Caribe Royale Orlando 10/10 Excellent "Our villa was clean and very spacious. Great price point. " [](https://expedia.ca/Orlando-Hotels-Caribe-Royale-Orlando.h40865.Hotel-Information) ![Avanti International Resort](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/b0f81967_y.jpg) ### Avanti International Resort 10/10 Excellent "Excellent" [](https://expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information) ![Walt Disney World Swan](https://images.trvl-media.com/lodging/1000000/10000/9800/9711/a789d7e5_y.jpg) ### Walt Disney World Swan 10/10 Excellent "Excellent service and professional staff." [](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Swan.h9711.Hotel-Information) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 10/10 Excellent "We had a great time during our stay. It was very quiet, which we loved! It was very clean. And they provided so many things I was expecting to buy so that was a major plus! We’ll be staying here again!" [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](https://images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent "I would be returning. " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ## Find out more about Oakland ## Oakland Hotels Guide Expedia.ca offers a selection of 39770 hotels in Oakland. You are sure to find cheap deals and discount rates among them with our Best Price Guarantee. No matter what type of hotel strikes your fancy, we will let you search for your preferred one to accommodate your travel needs. Expedia.ca will not only save you time, but also money when booking your stay at a hotel in Oakland. Making reservations so you can stay within your budget is easy with us. Expedia.ca even provides you with a map so you may find hotels in the Oakland neighborhood you prefer. Go ahead. Enter your travel dates to view the best offers on hotel rooms in Oakland, Winter Garden now! ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Red Roof Inn Hotels in Carver Shores ](https://www.expedia.ca/Carver-Shores-Orlando-Hotels-Red-Roof-Inn.0-n553248635976478799-0--bRedRoofInn.Travel-Guide-Filter-Hotels) - [Hotels near Central Florida Railroad Museum ](https://www.expedia.ca/Central-Florida-Railroad-Museum-Hotels.0-l553248621561885339-0.Travel-Guide-Filter-Hotels) - [Drury Inn & Suites Hotels in Clermont ](https://www.expedia.ca/Clermont-Hotels-Drury-Inn-Suites.0-0-d7484--bDruryInnSuites.Travel-Guide-Filter-Hotels) - [Hyatt Hotels in Clermont ](https://www.expedia.ca/Clermont-Hotels-Hyatt-Hotels.0-0-d7484--bHyattHotels.Travel-Guide-Filter-Hotels) - [La Quinta Inn & Suites Hotels in Clermont ](https://www.expedia.ca/Clermont-Hotels-La-Quinta-Inn-Suites.0-0-d7484--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels) - 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