Title: Hotels by Wyndham Extra Holidays in Oakland | 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) ![](https://mediaim.expedia.com/destination/2/a8a5cc3452c5ce939a38ef30d23f8715.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Gregg Yutko # Find Hotels by Wyndham Extra Holidays in Oakland ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-10-03&endDate=2025-10-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oakland Wyndham Extra Holidays Hotels ![4 outdoor pools, cabanas (surcharge), sun loungers](https://images.trvl-media.com/lodging/2000000/1550000/1547400/1547308/fc2da8d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1550000/1547400/1547308/349527fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-golf](https://images.trvl-media.com/lodging/2000000/1550000/1547400/1547308/79163ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1550000/1547400/1547308/d4007ea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Bonnet Creek Orlando 9.0/10 Wonderful (1006) "Great option for those looking to make the most of their Disney vacation while still looking for rest and relaxation." [](https://www.expedia.ca/Orlando-Hotels-Club-Wyndham-Bonnet-Creek.h1547308.Hotel-Information) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/460000/456400/456398/d804678d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/460000/456400/456398/385d2d1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/456400/456398/112efcbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry](https://images.trvl-media.com/lodging/1000000/460000/456400/456398/c43e187f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Cypress Palms Kissimmee 9.0/10 Wonderful (1815) "Nice place to stay" [](https://www.expedia.ca/Orlando-Hotels-Club-Wyndham-Cypress-Palms.h456398.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/12000000/11600000/11593400/11593315/7e95ac62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/12000000/11600000/11593400/11593315/6ce7601d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![STD - Studio Deluxe Sleeps 2 | Private kitchen](https://images.trvl-media.com/lodging/12000000/11600000/11593400/11593315/f36bbda2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, blackout drapes, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/12000000/11600000/11593400/11593315/99b96020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WorldMark Orlando - Kingstown Reef International Drive District 9.2/10 Wonderful (529) "Excellent hotel! Very clean property! Great location! The staff was nice! " [](https://www.expedia.ca/Orlando-Hotels-WorldMark-Orlando-Kingstown-Reef.h11593315.Hotel-Information) ![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/55800/55781/5da16da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/60000/55800/55781/a9dc94ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | Living room](https://images.trvl-media.com/lodging/1000000/60000/55800/55781/2fe8c05f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55800/55781/158664f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Orlando International International Drive District 9.4/10 Exceptional (613) "We had a great experience " [](https://www.expedia.ca/Orlando-Hotels-Club-Wyndham-Orlando-International.h55781.Hotel-Information) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/e16e48fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/18e7f569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/f348d872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, aromatherapy, hot stone massages, body wraps](https://images.trvl-media.com/lodging/16000000/15840000/15835700/15835606/a7550847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Star Island Kissimmee 8.2/10 Very good (438) "The rooms were very clean & equipped with every little item we were going to need in the kitchen/bedrooms/bedrooms. We also had washer/dryer to leave with clean clothes from our stay. I will definitely recommend this place for a family/friend getaway. " [](https://www.expedia.ca/Orlando-Hotels-Club-Wyndham-Star-Island.h15835606.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=2025-10-16&endDate=2025-10-17®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-Wyndham-Extra-Holidays.0-n6360404-0--bWyndhamExtraHolidays.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-Wyndham-Extra-Holidays.0-n6360404-0--bWyndhamExtraHolidays.Travel-Guide-Filter-Hotels) ## Top Oakland Hotel Reviews ![Marriott's Grande Vista](//images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg) ### Marriott's Grande Vista 10/10 Excellent "Quiet " [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Westgate Lakes Resort & Spa Universal Studios Area](//images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07_y.jpg) ### Westgate Lakes Resort & Spa Universal Studios Area 10/10 Excellent "Every thing and everyone were great! Definitely will be coming back to stay here! Room was clean and neat❤️" [](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) ![Tru By Hilton Orlando Convention Center Area, FL](//images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/a264c3e2_y.jpg) ### Tru By Hilton Orlando Convention Center Area, FL 10/10 Excellent "Wonderful staff and clean rooms " [](https://expedia.ca/Orlando-Hotels-Tru-By-Hilton-Orlando-Convention-Center-Area.h47041344.Hotel-Information) ![Home2 Suites by Hilton Orlando at Flamingo Crossings](//images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9a8a6f4d_y.jpg) ### Home2 Suites by Hilton Orlando at Flamingo Crossings 10/10 Excellent "Great" [](https://expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) ![The Grove Resort & Water Park Orlando](//images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg) ### The Grove Resort & Water Park Orlando 10/10 Excellent "My kids enjoyed the resort, 15-20 minutes away from Disneyland and the resort is really good" [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Hyatt Regency Orlando](//images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg) ### Hyatt Regency Orlando 10/10 Excellent "Clean and updated " [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) ![Walt Disney World Dolphin](//images.trvl-media.com/lodging/1000000/20000/12800/12710/a6b6c49c_y.jpg) ### Walt Disney World Dolphin 10/10 Excellent "Excellent Dining options " [](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Dolphin.h12710.Hotel-Information) ![Universal's Endless Summer Resort - Dockside Inn and Suites](//images.trvl-media.com/lodging/34000000/33780000/33770400/33770341/c8859517_y.jpg) ### Universal's Endless Summer Resort - Dockside Inn and Suites 10/10 Excellent "Great place" [](https://expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](//images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent "Clean, beautiful, spacious" [](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 39317 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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