Title: 10 Best Hotels in Oakland, Winter Garden for 2025 | Expedia.ca [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) ![Panoramic view of Lake Apopka and nature Florida.](https://images.trvl-media.com/place/6360403/5cbd79a8-2e61-4cef-8769-e792f96b305a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Hotels in Oakland, Winter Garden ![](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 ## Go beyond your typical stay in Oakland Spa [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=6360404&latLong=28.555%2C-81.633133&adults=2&startDate=2025-11-02&d1=2025-11-02&endDate=2025-11-04&d2=2025-11-04&amenities=SPA_ON_SITE) Resort [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=6360404&latLong=28.555%2C-81.633133&adults=2&startDate=2025-11-02&d1=2025-11-02&endDate=2025-11-04&d2=2025-11-04&lodging=HOTEL_RESORT) Pool [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=6360404&latLong=28.555%2C-81.633133&adults=2&startDate=2025-11-02&d1=2025-11-02&endDate=2025-11-04&d2=2025-11-04&amenities=POOL) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=6360404&latLong=28.555%2C-81.633133&adults=2&startDate=2025-11-02&d1=2025-11-02&endDate=2025-11-04&d2=2025-11-04&amenities=PETS) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=6360404&latLong=28.555%2C-81.633133&adults=2&startDate=2025-11-02&d1=2025-11-02&endDate=2025-11-04&d2=2025-11-04&amenities=HOT_TUB) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=6360404&latLong=28.555%2C-81.633133&adults=2&startDate=2025-11-02&d1=2025-11-02&endDate=2025-11-04&d2=2025-11-04&lodging=APART_HOTEL) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=6360404&latLong=28.555%2C-81.633133&adults=2&startDate=2025-11-02&d1=2025-11-02&endDate=2025-11-04&d2=2025-11-04&travelerType=family_friendly) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=6360404&latLong=28.555%2C-81.633133&adults=2&startDate=2025-11-02&d1=2025-11-02&endDate=2025-11-04&d2=2025-11-04&lodging=APARTMENT) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=6360404&latLong=28.555%2C-81.633133&adults=2&startDate=2025-11-02&d1=2025-11-02&endDate=2025-11-04&d2=2025-11-04&lodging=COTTAGE) Condo [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=6360404&latLong=28.555%2C-81.633133&adults=2&startDate=2025-11-02&d1=2025-11-02&endDate=2025-11-04&d2=2025-11-04&lodging=CONDO) Chalet [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=6360404&latLong=28.555%2C-81.633133&adults=2&startDate=2025-11-02&d1=2025-11-02&endDate=2025-11-04&d2=2025-11-04&lodging=CHALET) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Oakland%2C+Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=6360404&latLong=28.555%2C-81.633133&adults=2&startDate=2025-11-02&d1=2025-11-02&endDate=2025-11-04&d2=2025-11-04&amenities=WATER_PARK) ## Check prices for these dates Tonight [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-10-19&endDate=2025-10-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-10-20&endDate=2025-10-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Oakland hotels and places to stay ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19390000/19389600/19389598/ceba7f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cozy Standard Double Queen ](https://images.trvl-media.com/lodging/20000000/19390000/19389600/19389598/1a0103e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/20000000/19390000/19389600/19389598/592c85d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/20000000/19390000/19389600/19389598/4d0dbc14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Delaney Hotel 25.3 km from Oakland 9.6/10 Exceptional (1026) "Clean room and staff was super nice. Having the restaurant downstairs was convenient and it’s an excellent location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Narmeen CA $215 CA $242 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Orlando-Hotels-The-Delaney-Hotel.h19389598.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/1600/1507/dffc88bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/10000/1600/1507/3cddea19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, motor boating, rowing, fishing](https://images.trvl-media.com/lodging/1000000/10000/1600/1507/ed301d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1600/1507/33aa133f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside Inn 27.1 km from Oakland 8.8/10 Excellent (1213) "Awesome place, we go there every year" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) stephen CA $223 CA $253 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Leesburg-Hotels-Lakeside-Inn.h1507.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/430000/425100/425071/7a0b9fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/430000/425100/425071/adb5b195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, iron/ironing board, free rollaway beds](https://images.trvl-media.com/lodging/1000000/430000/425100/425071/eef91b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/430000/425100/425071/d60a50f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Eo Inn - Downtown 25.8 km from Oakland 8.0/10 Very good (1008) "I loved this hotel. The staff was very down to earth " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eddie CA $213 CA $240 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Orlando-Hotels-The-Eo-Inn-Downtown.h425071.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/7966ced0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/f7ec0145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, 3 poolside bars](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/3e671931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Grove Resort & Water Park Orlando 21.7 km from Oakland 8.0/10 Very good (8682) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $279 CA $377 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/66000000/65370000/65361000/65360948/c8a462b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/66000000/65370000/65361000/65360948/2b5a4890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/66000000/65370000/65361000/65360948/91f838e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/66000000/65370000/65361000/65360948/6bb1ad79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPOT X Hotel Orlando/Intl Dr by The Red Collection 23.3 km from Oakland 8.6/10 Excellent (2824) "Exelente hotel nos encanto " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carmen CA $84 CA $120 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Orlando-Hotels-SpotX-Hotel.h65360948.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/a43383ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/f911355a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/34f90109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton at the Entrance to Universal Orlando 19.2 km from Oakland 8.4/10 Very good (6791) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bianca CA $137 CA $154 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/900000/892100/892077/4a6dbd8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/900000/892100/892077/f4a55f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892100/892077/95462cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892100/892077/c4ebdbf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Clermont Se West Orlando by IHG 23.1 km from Oakland 8.4/10 Very good (978) "Repeat traveler at this location. Friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $125 CA $139 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Orlando-Hotels-Exploria-Express-By-Exploria-Resorts.h892077.Hotel-Information) ![3 outdoor pools, open 7 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/30000/24800/24798/w3836h2558x4y3-fb21ce61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/30000/24800/24798/2208124e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/24800/24798/b4b8a706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24800/24798/1521d361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Grand Cypress 22.4 km from Oakland 9.2/10 Wonderful (2280) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachana CA $223 CA $330 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Orlando-Hotels-Hyatt-Regency-Grand-Cypress.h24798.Hotel-Information) ![Suite, 1 King Bed with Sofa bed, Balcony](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/d84c06b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/24b848d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/119a4279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/81e6b4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kompose Boutique Resort at Theme Parks 24.9 km from Oakland 9.4/10 Exceptional (1573) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maribel CA $81 CA $92 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/d087c6a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/925df5bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/w3836h2561x4y0-0f34b0cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Orlando 21.4 km from Oakland 9.2/10 Wonderful (1789) "Great beautiful hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $188 CA $290 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) ![7 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports bar](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/418db3a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/ab33e4c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/7849376b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westgate Lakes Resort & Spa Universal Studios Area 20.9 km from Oakland 8.2/10 Very good (5412) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brooke ann CA $137 CA $195 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/1300/1264/2a9be677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves dinner and happy hour](https://images.trvl-media.com/lodging/1000000/10000/1300/1264/37d93f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/10000/1300/1264/f8c22738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1300/1264/57d203ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Inn Lake Buena Vista 22.9 km from Oakland 8.6/10 Excellent (5515) "Great hotel!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Amanda CA $97 CA $110 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Inn-Lake-Buena-Vista.h1264.Hotel-Information) ![4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/cca9a672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/eadb38ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/89cab51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/2ac14176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Shingle Creek 24.2 km from Oakland 9.4/10 Exceptional (4112) "Always a great experience when we stay here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marla CA $132 CA $149 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/b0f81967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/015972bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/52b0791d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/422c01bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Avanti International Resort 20.4 km from Oakland 7.8/10 Good (4163) "Great pool area especially for children. Excellent location to explore International Drive, as its really close to restaurants, icon park etc. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) fiona CA $100 CA $141 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/20000/11400/11308/9b318259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/11400/11308/w1522h1017x0y0-5ae34fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11400/11308/13a973e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/20000/11400/11308/72d227b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Inn International 19.3 km from Oakland 8.4/10 Very good (5854) "Great value and convenient location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda CA $112 CA $126 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Inn-International.h11308.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/21fe2afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/3b1fab54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/36cc72cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 22.8 km from Oakland 7.4/10 Good (6238) "Good place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alberto CA $97 CA $149 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ![1 bedroom, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/36000000/35520000/35516900/35516849/39a2e27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, desk, laptop workspace](https://images.trvl-media.com/lodging/36000000/35520000/35516900/35516849/26efa8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/36000000/35520000/35516900/35516849/af99a0f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/36000000/35520000/35516900/35516849/2c2b6eef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites Orlando - Lake Buena Vista by IHG 22.3 km from Oakland 9.0/10 Wonderful (2171) "Clean hotel awesome staff good selection of dinning" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $87 CA $114 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Orlando-Hotels-Candlewood-Suites-Orlando-Lake-Buena-Vista.h35516849.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/69000000/68500000/68496700/68496636/a30f18d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/69000000/68500000/68496700/68496636/9d65ccab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/69000000/68500000/68496700/68496636/95efd3e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Accessible, Non Smoking (Mobility,tub w grab bars) | Fitness facility](https://images.trvl-media.com/lodging/69000000/68500000/68496700/68496636/544f6f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Garden Orlando Airport 30 km from Oakland 9.0/10 Wonderful (3891) "Wonderful Hotel, would stay here about! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory CA $131 CA $148 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Orlando-Hotels-Wyndham-Garden-Orlando-Airport.h68496636.Hotel-Information) ![Sport court](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/033f2fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/83fc3e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/w3836h2561x3y0-6cfb6f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/3d0051dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Caribe Royale Orlando 26 km from Oakland 9.2/10 Wonderful (4464) "Loved our 3 night stay. The staff are friendly, room was very clean and the food was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brianna CA $227 CA $315 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Orlando-Hotels-Caribe-Royale-Orlando.h40865.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/55b45a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/d5745363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/1fbd324f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard view](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/ab16f193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham I-Drive Avanti Resort & Conference Center 19.2 km from Oakland 7.4/10 Good (3741) "I love this place the food and the pool was amazing and the rooms was clean…" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monique CA $70 CA $107 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.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=2025-11-02&endDate=2025-11-03®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.0-n6360404-0.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.0-n6360404-0.Travel-Guide-Filter-Hotels) ## Where to stay in Oakland Find the best Oakland areas and neighborhoods for the activities you enjoy most. - Vista del Lago - Downtown Winter Garden - Killarney - Horizon West [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976471720) ![Vista del Lago map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:qsalDbkhqNuTMSum%40bMBb%40%7BIaFkIAmHnSCG%7CB_AjAb%40fBtMlGnGw%40pBpGdNIDsCzMDKd%5Ew%7C%40RA%7CX&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=playiTafgON9EE4xbK3rnHR1y1U=) ### 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. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976471720) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=944538218785796096) ![Downtown Winter Garden map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:eximDn%7C%7EpNsMUGcP%7DIIGme%40fBOhV%5DArn%40MjI&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=1VUib_Z3T3Au8u27r8QEdv-WKNs=) ### Downtown Winter Garden While visiting Downtown Winter Garden, you might make a stop by sights like West Orange Trail and Central Florida Railroad Museum. [See properties](https://www.expedia.ca/Hotel-Search?regionId=944538218785796096) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=6360403) ![Killarney map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:keimDj%60mqNij%40saB%7EHu%7B%40rcBkG%7EFat%40hb%40kDhz%40z%60BuCv%7B%40sSfZuu%40zE%7DxAj%60%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=QMWxfWyixWBofYiTIYo5XkD4OX8=) ### 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. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6360403) ![](https://mediaim.expedia.com/destination/1/37b5977531ce6620ae360dd863ce8f7c.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=977491569791938560) ![Horizon West map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:gtrlDr%7ChqNis%40oFg_%40%7B_%40iY%7CXoc%40xC%7B%5CwEosEn%40a%40o%7EEdW_SiLqPTojApiAf%40%7CVoXnjAmBgAqt%40%60z%40spAlpAlShy%40kYhy%40szCnOaJbk%40mBMxdK%5CvkApDdkDwp%40pIqaA%60h%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=n3TSCtO6nPipKEzIk53t6RYKq48=) ### Horizon West While visiting Horizon West, you might make a stop by sights like Walt Disney World® Resort and Orange County National Golf Club. [See properties](https://www.expedia.ca/Hotel-Search?regionId=977491569791938560) ## Top Oakland Hotel Reviews ![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) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](//images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 10/10 Excellent "The room is fantastic. Spacious. Great room" [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.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 "Good view and haven't tried the food yet. " [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![DoubleTree by Hilton at the Entrance to Universal Orlando](//images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg) ### DoubleTree by Hilton at the Entrance to Universal Orlando 10/10 Excellent "Close to universal, safe walk path. Staff is amazing! Breakfast was great! I highly recommend adding to your stay as it made the park days easier for us. Super healthy and filling. I will definitely come back! " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![Rosen Inn Lake Buena Vista](//images.trvl-media.com/lodging/1000000/10000/1300/1264/2a9be677_y.jpg) ### Rosen Inn Lake Buena Vista 10/10 Excellent "This is a nice clean hotel that is reasonably priced and close to lots of food options, an outlet mall, and a short drive to WDW and Universal. Have stayed multiple times." [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-Lake-Buena-Vista.h1264.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 "Second time staying here and everything was great again!" [](https://expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) ![Universal's Cabana Bay Beach Resort](//images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/63940f45_y.jpg) ### Universal's Cabana Bay Beach Resort 10/10 Excellent "We have stayed here a few times. Close to the parks and free transportation. It’s close to the airport as well. Clean rooms and nice atmosphere " [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![Marriott's Grande Vista](//images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg) ### Marriott's Grande Vista 10/10 Excellent "I loved everything about the resort!!" [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.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 "We really enjoyed our time at the dolphin. I is located very conveniently near Disney parks. It has excellent transportation options. The biggest downside which is true for any hotel on Disney property is a lack of affordable food options" [](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Dolphin.h12710.Hotel-Information) ## Find out more about Oakland ### Top reasons to visit Oakland - **Family-Friendly Activities:** Oakland offers a variety of engaging activities perfect for families, ensuring fun for all ages. - **Beautiful Outdoor Spaces:** Explore scenic locations like Oak Island, Oak Groves, and Oak Lake Beach, ideal for relaxation and recreation. - **Water Sports & Wellness:** Enjoy a mix of thrilling water sports and calming wellness centres, catering to both adventure and relaxation seekers. - **Diverse Accommodations:** Choose from family-friendly resorts and pet-friendly hotels that provide excellent amenities for a comfortable stay. - **Rich Local Culture:** Experience the inviting vibe of friendly communities and cultural excursions that highlight Oakland's natural beauty. ### Find great hotels near Oakland Experience a delightful stay in Oakland, Winter Garden, Florida, where a variety of accommodations await you. Whether you're seeking a family-friendly resort, a pet-friendly hotel, or a business-themed getaway, you'll find ideal options like the Oakland Resort, Oakwood Resort, and Oak Island Resort. Enjoy the serene atmosphere and excellent amenities that cater to every traveller's needs for an unforgettable vacation. - **[Universal's Cabana Bay Beach Resort:](https://www.expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information)** Embrace a nostalgic family vacation at Universal's Cabana Bay Beach Resort, where the vibrant retro theme sets the tone for a fun-filled getaway. Located 19.3km from Oakland, this 3.5-star hotel is perfect for families seeking adventure and entertainment. The property boasts a plethora of amenities designed for children, including a free arcade game room and complimentary cribs, ensuring a memorable stay for your little ones. Guests appreciate the family-oriented atmosphere and the resort's close proximity to Universal Studios, making it an ideal choice for thrill-seekers. - **[The Grove Resort & Water Park Orlando:](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information)** Experience an exhilarating nature-themed vacation at The Grove Resort & Water Park Orlando, situated 20.9km from Oakland. This 4-star resort offers a splendid array of adventure sports and recreational activities, including onsite surfing, fishing, and swimming, allowing guests to immerse themselves in Florida's natural beauty. With a complimentary water park, children's games, and a dedicated kids' pool, this resort is perfect for families seeking both relaxation and excitement. Guests rave about the diversity of activities available, ensuring that every member of the family has a fantastic time. - **[DoubleTree by Hilton at the Entrance to Universal Orlando:](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information)** Combining comfort and business facilities, the DoubleTree by Hilton at the Entrance to Universal Orlando is a welcoming 4-star hotel located 19.3km from Oakland. This hotel is perfect for families and business travellers alike, offering accessible meeting rooms and a fully-equipped business centre. Known for its LGBTQIA-friendly environment, the property also caters to children with amenities such as a pool for kids and an arcade game room. Guests appreciate the convenient location and exceptional service, making it a top choice for both leisure and work-related stays. ### Where to stay near Oakland Oakland, Florida, is a delightful destination perfect for family-friendly adventures and outdoor escapades. Nestled near beautiful lakes, it offers stunning views and a relaxing atmosphere ideal for weekend getaways. Explore the friendly local communities and indulge in excursions that highlight the area's natural beauty. With its inviting vibe and a variety of entertainment options, Oakland promises an unforgettable experience for travellers seeking both adventure and tranquility. - **[Killarney:](https://www.expedia.ca/Killarney-Winter-Garden-Hotels.0-n6360403-0.Travel-Guide-Filter-Hotels)** Located a short 1.3km from Oakland, Killarney is a peaceful neighborhood that attracts visitors seeking outdoor activities and family-friendly experiences. With a peak in traveler arrivals during March, July, and December, the area offers numerous recreational opportunities including golf courses and resorts. The proximity to local landmarks such as a theme park and a picturesque lake adds to its charm, making it an ideal spot for those who enjoy a blend of sports and nature. - **[Winter Garden:](https://www.expedia.ca/Winter-Garden-Hotels.d7898.Travel-Guide-Hotels)** As a city that encompasses Oakland, Winter Garden boasts a vibrant atmosphere perfect for families and those looking for themed entertainment. Peak visitor seasons occur in January to February and September, with a variety of shopping areas and malls available for exploration. Notable attractions include a nearby theme park and film studio, providing an exciting backdrop for your vacation. Whether you're in the mood for business or leisure, Winter Garden has something to offer everyone. - **[Reavills Corner:](https://www.expedia.ca/Reavills-Corner-Hotels.d6188540.Travel-Guide-Hotels)** Situated 4.8km from Oakland, Reavills Corner is a quaint village that offers a unique blend of outdoor activities and entertainment options for families. With traveler numbers peaking in March, July, and December, visitors can enjoy local resorts, shopping areas, and educational activities. The village is conveniently located near stunning beaches and theme parks, making it a perfect destination for a fun-filled day with loved ones. The welcoming community atmosphere adds to the charm of this hidden gem. ### Things to do near Oakland Oakland, Florida, offers a delightful mix of family-friendly activities and outdoor adventures. Visitors can explore nearby resorts, enjoy shopping at local malls, and partake in various recreational programs. For those seeking relaxation with a hint of excitement, water sports and wellness centres provide the perfect balance. Whether you’re looking to unwind or engage in fun activities, Oakland has something for everyone. **Shopping** [Flamingo Crossings Town Center](https://www.expedia.ca/Flamingo-Crossings-Town-Center-Hotels.0-l863361053793378304-0.Travel-Guide-Filter-Hotels), 19.3km from Oakland, offers a lively atmosphere with diverse shopping options. [Clermont Regal Shopping Center](https://www.expedia.ca/Clermont-Regal-Shopping-Center-Hotels.0-l553248621563219994-0.Travel-Guide-Filter-Hotels), 9.7km away, is perfect for family outings. [Westgate Square Shopping Center](https://www.expedia.ca/Westgate-Square-Shopping-Center-Hotels.0-l553248621563220175-0.Travel-Guide-Filter-Hotels), located 17.7km from Oakland, combines entertainment and shopping for a fun day out. **Recreation** At [Camping World Stadium](https://www.expedia.ca/Camping-World-Stadium-Hotels.0-l502139-0.Travel-Guide-Filter-Hotels), immerse yourself in the vibrant sports atmosphere and enjoy exciting events. [Disney's Palm Golf Course](https://www.expedia.ca/Disneys-Palm-Golf-Course-Hotels.0-l6069339-0.Travel-Guide-Filter-Hotels) offers a scenic outdoor experience for golf enthusiasts, while [Windermere Country Club](https://www.expedia.ca/Windermere-Country-Club-Hotels.0-l6189616-0.Travel-Guide-Filter-Hotels) provides a luxurious retreat with upscale amenities for relaxation and leisure. **Adventure** [Universal’s Volcano Bay](https://www.expedia.ca/Universals-Volcano-Bay-Hotels.0-l553248633507645899-0.Travel-Guide-Filter-Hotels), 19.3km from Oakland, offers thrilling water rides and fun for the whole family amidst a tropical setting. For a scenic hike, explore the [West Orange Trail](https://www.expedia.ca/West-Orange-Trail-Hotels.0-l553248621532653939-0.Travel-Guide-Filter-Hotels), located 4.8km away, where you can enjoy picturesque views and outdoor adventures. Experience water sports at [Watertoyz of Clermont](https://www.expedia.ca/Watertoyz-Of-Clermont-Hotels.0-l553248621532653925-0.Travel-Guide-Filter-Hotels), 12.9km from Oakland, perfect for those seeking excitement on the water. **Nightlife** In Oakland, [The Orlando Eye at ICON Park](https://www.expedia.ca/The-Orlando-Eye-At-ICON-Park-Hotels.0-l553248621565183042-0.Travel-Guide-Filter-Hotels) offers stunning views on a ferris wheel, perfect for an adventurous night. For arcade fun, head to [Carter Family Bowl](https://www.expedia.ca/Carter-Family-Bowl-Hotels.0-l553248621532653935-0.Travel-Guide-Filter-Hotels), while the [Garden Theatre](https://www.expedia.ca/Garden-Theatre-Hotels.0-l553248621532653937-0.Travel-Guide-Filter-Hotels) provides a cultural experience with its romantic and family-friendly shows, all within a short distance. *\*Distances are measured in a straight line; actual driving distances may vary depending on the route.* ### Booking tips and Expedia advantages for Oakland For a budget-friendly trip to Oakland, consider visiting during the cheaper months of August, September, or November. Book your hotel about a month in advance to snag the best deals, especially on Tuesdays, the least expensive day to stay. Use Expedia’s search tool to filter options by budget and sort by price for special offers. Don't forget to explore free activities and combine your hotel, flights, and activities for additional savings. Lastly, keep an eye out for last-minute deals to maximize your budget while enjoying your stay in Oakland. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay around Oakland are August to September and November, where the prices are slightly lower. This is in comparison to March to April and December, where prices are slightly higher. - **The best time to book a hotel:** The cheapest time to book a hotel around Oakland is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay around Oakland is Tuesday. The most expensive day to stay around Oakland is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to refine your options based on your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and special offers, sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in Oakland with your flights and activities through an Expedia package. ### Find the best attractions near Oakland Oakland, Winter Garden, Florida, offers a delightful vacation for families and outdoor enthusiasts. With attractions like theme parks, golf courses, and arts centres, there's something for everyone. Explore scenic spots such as Oak Island, Oak Groves, and Oak Lake Beach, along with historic seaside resorts. Whether seeking entertainment or cultural experiences, Oakland is the perfect destination for a memorable getaway. - **[Walt Disney World® Resort:](https://www.expedia.ca/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels)** Experience the magic of this iconic theme park, located 16.1km from Oakland. With enchanting rides, beloved characters, and spectacular shows, it’s a family-friendly destination that promises fun for all ages. - **[Orange County Convention Center:](https://www.expedia.ca/Orange-County-Convention-Center-Hotels.0-l6034972-0.Travel-Guide-Filter-Hotels)** Situated 20.9km away, this arts centre is a hub of culture and creativity. Enjoy a variety of art exhibitions, performances, and events that showcase local and international talent in a vibrant atmosphere. - **[Universal CityWalk:](https://www.expedia.ca/Universal-CityWalk-Hotels.0-l6154318-0.Travel-Guide-Filter-Hotels)** Just 19.3km from Oakland, this bustling tourist precinct offers outdoor entertainment, dining, and shopping. Enjoy lively nightlife and family-friendly activities, making it a perfect spot to unwind after a day of exploration. ### Best time to go to Oakland The best time to visit Oakland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Oakland falls in August, when visitor numbers are slightly low and weather is mostly sunny with moderate rain. The coolest average temperature around Oakland falls in January, visitor numbers are slightly high and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | --- | --- | --- | --- | --- | --- | | January | 59.9°F (15.5°C) | Light Rain | Mostly Sunny | Slightly High | Average | | February | 63.9°F (17.7°C) | Light Rain | Mostly Sunny | Slightly High | Average | | March | 67.3°F (19.6°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | April | 72.5°F (22.5°C) | Light Rain | Mostly Sunny | Average | Slightly High | | May | 77.2°F (25.1°C) | Light Rain | Mostly Sunny | Average | Average | | June | 81.0°F (27.2°C) | Moderate Rain | Mostly Sunny | Average | Average | | July | 82.4°F (28.0°C) | Moderate Rain | Mostly Sunny | Average | Average | | August | 82.6°F (28.1°C) | Moderate Rain | Mostly Sunny | Slightly Low | Slightly Low | | September | 80.2°F (26.8°C) | Moderate Rain | Mostly Sunny | Average | Slightly Low | | October | 74.8°F (23.8°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | November | 67.8°F (19.9°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | December | 63.7°F (17.6°C) | Light Rain | Mostly Sunny | Average | Slightly High | ### The nearest major airports for your trip to Oakland When visiting Oakland, Winter Garden, Florida, the major airports to consider are Orlando International Airport ([MCO](https://www.expedia.ca/Orlando-Intl-Airport-Hotels.0-aMCO-0.Travel-Guide-Filter-Hotels)) and Kissimmee Gateway Airport ([ISM](https://www.expedia.ca/Kissimmee-Gateway-Airport-Hotels.0-aISM-0.Travel-Guide-Filter-Hotels)). MCO is situated 35.4km from Oakland, with nearby hotels like [The Ritz-Carlton Orlando](https://www.expedia.ca/Orlando-Hotels-The-Ritz-Carlton-Orlando.h914146.Hotel-Information), Grande Lakes and [Hyatt Regency Orlando](https://www.expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) offering shuttle services. Alternatively, ISM is also 35.4km away, featuring luxury hotels such as Waldorf Astoria Orlando and [Conrad Orlando at Evermore](https://www.expedia.ca/Orlando-Hotels-Conrad-Orlando.h90603710.Hotel-Information), which provide convenient transportation options to the airport. For those travelling from Daytona Beach, Daytona Beach International Airport ([DAB](https://www.expedia.ca/Daytona-Beach-Intl-Airport-Hotels.0-aDAB-0.Travel-Guide-Filter-Hotels)) is located 90.1km from Oakland, with several hotels close by, including the [Hilton Daytona Beach Oceanfront Resort](https://www.expedia.ca/Daytona-Beach-Hotels-Hilton-Daytona-Beach-Oceanfront-Resort.h5244.Hotel-Information). ## Frequently asked questions ### What are the best family hotels in Oakland? > [Oakland Manor House](https://www.expedia.ca/Winter-Garden-Hotels-Oakland-Manor-House.h113039630.Hotel-Information) in Winter Garden, Florida, is an excellent choice for families seeking a comfortable and convenient getaway. This charming property offers a cozy kitchen, great for preparing family meals, while the beautiful garden provides a lovely space for kids to play and explore. ### What are the most romantic hotels in Oakland for couples? > For a romantic retreat, [Oakland Manor House](https://www.expedia.ca/Winter-Garden-Hotels-Oakland-Manor-House.h113039630.Hotel-Information) in Winter Garden, FL, offers an enchanting experience with its charming amenities and beautiful surroundings. Couples can enjoy a partial lake view from their furnished balcony or patio, superb for sipping champagne as the sun sets. ### Can I cancel my hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Oakland hotel for you. ### How can I save on a Oakland hotel booking with Expedia? > Members always get our best prices. Find our best Oakland hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings. ### How much is the nightly rate at a Oakland hotel? > Hotel prices in Oakland often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. 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[Bella Collina Golf Club](https://www.expedia.ca/Bella-Collina-Golf-Club-Montverde.d6238991.Vacation-Attraction) - [Walt Disney World® Resort](https://www.expedia.ca/Walt-Disney-World-Resort-Orlando.d6034120.Vacation-Attraction) - [Winter Garden Vacations](https://www.expedia.ca/Winter-Garden.d7898.Destination-Travel-Guides) - [Visit Winter Garden](https://www.expedia.ca/Winter-Garden.dx7898) - [Rental cars Orlando Intl. airport](https://www.expedia.ca/Car-Rentals-In-Orlando-Intl.d5194573.Car-Rental-Guide) - [Car rentals near Orlando](https://www.expedia.ca/Car-Rentals-In-Orlando.d178294.Car-Rental-Guide) - [Car rental Winter Garden](https://www.expedia.ca/Car-Rentals-In-Winter-Garden.d7898.Car-Rental-Guide) - [Winter Garden Vacation Rentals](https://www.expedia.ca/Winter-Garden-Vacation-Rentals.d7898.Travel-Guide-VacationRentals) - [Things to do in Winter Garden](https://www.expedia.ca/Things-To-Do-In-Winter-Garden.d7898.Travel-Guide-Activities) - [Book Hotels in Oakland on Expedia.com](https://www.expedia.com/Oakland-Winter-Garden-Hotels.0-n6360404-0.Travel-Guide-Filter-Hotels) - Explore a world of travel with Expedia ### Hotels in top Winter Garden neighborhoods - [Hotels in Bay Lake](https://expedia.ca/Bay-Lake-Orlando-Hotels.0-n6034611-0.Travel-Guide-Filter-Hotels) - [Hotels in Orange Lake](https://expedia.ca/Orange-Lake-Orlando-Hotels.0-n553248635976473287-0.Travel-Guide-Filter-Hotels) - [Hotels in Vista del Lago](https://expedia.ca/Vista-Del-Lago-Orlando-Hotels.0-n553248635976471720-0.Travel-Guide-Filter-Hotels) - [Hotels in Oakland](https://expedia.ca/Oakland-Winter-Garden-Hotels.0-n6360404-0.Travel-Guide-Filter-Hotels) - [Hotels in Killarney](https://expedia.ca/Killarney-Winter-Garden-Hotels.0-n6360403-0.Travel-Guide-Filter-Hotels) ### Hotels near popular Winter Garden Attractions - [Hotels near Walt Disney World® Resort](https://expedia.ca/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels) - [Hotels near Universal Studios Florida](https://expedia.ca/Universal-Studios-Florida-Hotels.0-l6049239-0.Travel-Guide-Filter-Hotels) - [Hotels near Universal Orlando Resort](https://expedia.ca/Universal-Orlando-Resort-Hotels.0-l6347698-0.Travel-Guide-Filter-Hotels) - [Hotels near Disney SpringsTM](https://expedia.ca/Disney-SpringsTM-Hotels.0-l502131-0.Travel-Guide-Filter-Hotels) - [Hotels near Magic Kingdom® Park](https://expedia.ca/Magic-Kingdom-Park-Hotels.0-l6123797-0.Travel-Guide-Filter-Hotels) - [Hotels near Orange County Convention Center](https://expedia.ca/Orange-County-Convention-Center-Hotels.0-l6034972-0.Travel-Guide-Filter-Hotels) - [Hotels near Disney's Animal Kingdom® Theme Park](https://expedia.ca/Disneys-Animal-Kingdom-Theme-Park-Hotels.0-l6123780-0.Travel-Guide-Filter-Hotels) - [Hotels near Epcot®](https://expedia.ca/Epcot-Hotels.0-l6123778-0.Travel-Guide-Filter-Hotels) - [Hotels near Disney's Hollywood Studios®](https://expedia.ca/Disneys-Hollywood-Studios-Hotels.0-l502132-0.Travel-Guide-Filter-Hotels) - [Hotels near Kia Center](https://expedia.ca/Kia-Center-Hotels.0-l6069361-0.Travel-Guide-Filter-Hotels) ### More Accommodation Types in Oakland - [Vacation Homes in Winter Garden](https://expedia.ca/Winter-Garden-Private-Vacation-Homes.d7898-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Villas in Winter Garden](https://expedia.ca/Winter-Garden-Villas.d7898-aaVillas.Travel-Guide-Accommodation) - [Condo Rentals in Winter Garden](https://expedia.ca/Winter-Garden-Condos.d7898-aaCondos.Travel-Guide-Accommodation) - [Apartments in Winter Garden](https://expedia.ca/Winter-Garden-Apartments.d7898-aaApartments.Travel-Guide-Accommodation) - [Cottages in Winter Garden](https://expedia.ca/Winter-Garden-Cottages.d7898-aaCottages.Travel-Guide-Accommodation) - [Resorts in Winter Garden](https://expedia.ca/Winter-Garden-Resort-Hotels.d7898-aaResortHotels.Travel-Guide-Accommodation) - [Aparthotels in Winter Garden](https://expedia.ca/Winter-Garden-Apart-Hotels.d7898-aaApartHotels.Travel-Guide-Accommodation) - [Townhomes in Winter Garden](https://expedia.ca/Winter-Garden-Townhomes.d7898-aaTownhomes.Travel-Guide-Accommodation) - [Guest Houses in Winter Garden](https://expedia.ca/Winter-Garden-Guest-Houses.d7898-aaGuestHouses.Travel-Guide-Accommodation) - [Chalets in Winter Garden](https://expedia.ca/Winter-Garden-Chalets.d7898-aaChalets.Travel-Guide-Accommodation) - [Motels in Winter Garden](https://expedia.ca/Winter-Garden-Motels.d7898-aaMotels.Travel-Guide-Accommodation) - [B&B in Winter Garden](https://expedia.ca/Winter-Garden-Bed-And-Breakfast.d7898-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Resorts in Winter Garden](https://expedia.ca/Winter-Garden-Condominium-Resort.d7898-aaCondominiumResort.Travel-Guide-Accommodation) - [Residences in Winter Garden](https://expedia.ca/Winter-Garden-Residences.d7898-aaResidences.Travel-Guide-Accommodation) - [Cabin Rentals in Winter Garden](https://expedia.ca/Winter-Garden-Cabins.d7898-aaCabins.Travel-Guide-Accommodation) - [Farmstay in Winter Garden](https://expedia.ca/Winter-Garden-Agritourism.d7898-aaAgritourism.Travel-Guide-Accommodation) - [RV Parks in Winter Garden](https://expedia.ca/Winter-Garden-RV-Parks.d7898-aaRVParks.Travel-Guide-Accommodation) - [Houseboats in Winter Garden](https://expedia.ca/Winter-Garden-Houseboats.d7898-aaHouseboats.Travel-Guide-Accommodation) - [Riads in Winter Garden](https://expedia.ca/Winter-Garden-Riads.d7898-aaRiads.Travel-Guide-Accommodation) - [Lodges in Winter Garden](https://expedia.ca/Winter-Garden-Lodges.d7898-aaLodges.Travel-Guide-Accommodation) - [Castles in Winter Garden](https://expedia.ca/Winter-Garden-Castles.d7898-aaCastles.Travel-Guide-Accommodation) - [Holiday Park Resorts in Winter Garden](https://expedia.ca/Winter-Garden-Holiday-Parks.d7898-aaHolidayParks.Travel-Guide-Accommodation) - [Hostels in Winter Garden](https://expedia.ca/Winter-Garden-Hostels.d7898-aaHostels.Travel-Guide-Accommodation) ### Hotels Close to Nearby Airports - [Hotels near Orlando Intl. Airport](https://expedia.ca/Orlando-Intl-Airport-Hotels.0-aMCO-0.Travel-Guide-Filter-Hotels) - [Hotels near Orlando Executive Airport](https://expedia.ca/Orlando-Executive-Airport-Hotels.0-aORL-0.Travel-Guide-Filter-Hotels) - [Hotels near Kissimmee Gateway Airport](https://expedia.ca/Kissimmee-Gateway-Airport-Hotels.0-aISM-0.Travel-Guide-Filter-Hotels) - [Hotels near Orlando Sanford Intl. Airport](https://expedia.ca/Orlando-Sanford-Intl-Airport-Hotels.0-aSFB-0.Travel-Guide-Filter-Hotels) ### Oakland Hotels by Star Rating - [2 Star Hotels in Oakland](https://expedia.ca/2Star-Oakland-Winter-Garden-Hotels.s20-n6360404-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Oakland](https://expedia.ca/3Star-Oakland-Winter-Garden-Hotels.s30-n6360404-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Oakland](https://expedia.ca/4Star-Oakland-Winter-Garden-Hotels.s40-n6360404-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Oakland](https://expedia.ca/5Star-Oakland-Winter-Garden-Hotels.s50-n6360404-0.Travel-Guide-Filter-Hotels) ### Oakland Hotels by Brand - [Delta Hotels Hotels](https://expedia.ca/Oakland-Winter-Garden-Hotels-Delta-Hotels.0-n6360404-0--bDeltaHotels.Travel-Guide-Filter-Hotels) - [Diamond Resorts Hotels](https://expedia.ca/Oakland-Winter-Garden-Hotels-Diamond-Resorts.0-n6360404-0--bDiamondResorts.Travel-Guide-Filter-Hotels) - [Equity Lifestyle Hotels](https://expedia.ca/Oakland-Winter-Garden-Hotels-Equity-Lifestyle.0-n6360404-0--bEquityLifestyle.Travel-Guide-Filter-Hotels) - [Hilton Hotels Hotels](https://expedia.ca/Oakland-Winter-Garden-Hotels-Hilton-Hotels.0-n6360404-0--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Independent Hotels](https://expedia.ca/Oakland-Winter-Garden-Hotels-Independent.0-n6360404-0--bIndependent.Travel-Guide-Filter-Hotels) - [La Quinta Inn & Suites Hotels](https://expedia.ca/Oakland-Winter-Garden-Hotels-La-Quinta-Inn-Suites.0-n6360404-0--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts Hotels](https://expedia.ca/Oakland-Winter-Garden-Hotels-Marriott-Hotels-Resorts.0-n6360404-0--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Motel 6 Hotels](https://expedia.ca/Oakland-Winter-Garden-Hotels-Motel-6.0-n6360404-0--bMotel6.Travel-Guide-Filter-Hotels) - [Red Lion Hotels](https://expedia.ca/Oakland-Winter-Garden-Hotels-Red-Lion.0-n6360404-0--bRedLion.Travel-Guide-Filter-Hotels) - [Red Roof Inn Hotels](https://expedia.ca/Oakland-Winter-Garden-Hotels-Red-Roof-Inn.0-n6360404-0--bRedRoofInn.Travel-Guide-Filter-Hotels) - [Universal Orlando Resort Hotels](https://expedia.ca/Oakland-Winter-Garden-Hotels-Universal-Orlando-Resort.0-n6360404-0--bUniversalOrlandoResort.Travel-Guide-Filter-Hotels) - [Wyndham Extra Holidays Hotels](https://expedia.ca/Oakland-Winter-Garden-Hotels-Wyndham-Extra-Holidays.0-n6360404-0--bWyndhamExtraHolidays.Travel-Guide-Filter-Hotels) - [Wyndham Hotels Hotels](https://expedia.ca/Oakland-Winter-Garden-Hotels-Wyndham-Hotels.0-n6360404-0--bWyndhamHotels.Travel-Guide-Filter-Hotels) ### Explore more hotels - [Hilton Vacation Club Mystic Dunes Orlando](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) - [Universal's Endless Summer Resort - Dockside Inn and Suites](https://expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) - [Home2 Suites by Hilton Orlando at Flamingo Crossings](https://expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) - [Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center](https://expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) - [Margaritaville Resort Orlando with H2O Waterpark](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information) - [Hyatt Regency Orlando](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) - [Walt Disney World Dolphin](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Dolphin.h12710.Hotel-Information) - [Walt Disney World Swan](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Swan.h9711.Hotel-Information) - [Avanti International Resort](https://expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information) - [Rosen Inn Lake Buena Vista](https://expedia.ca/Orlando-Hotels-Rosen-Inn-Lake-Buena-Vista.h1264.Hotel-Information) - [Residence Inn by Marriott Orlando Lake Buena Vista](https://expedia.ca/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Lake-Buena-Vista.h602872.Hotel-Information) - [Westgate Lakes Resort & Spa Universal Studios Area](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) [See a list of all hotels in Winter Garden](https://expedia.ca/All-Winter-Garden-Hotels.d7898.Travel-Guide-City-All-Hotels) ### More ways to book - [Book Hotels in Oakland on Expedia.com](https://www.expedia.com/Oakland-Winter-Garden-Hotels.0-n6360404-0.Travel-Guide-Filter-Hotels) ### Expedia's Latest Trends Hotels - [Hotels in Brickell](https://expedia.ca/Brickell-Miami-Hotels.0-n6240961-0.Travel-Guide-Filter-Hotels) - [Hotels in Downtown Tampa](https://expedia.ca/Downtown-Tampa-Tampa-Hotels.0-n6048134-0.Travel-Guide-Filter-Hotels) - [Hotels in Coconut Grove](https://expedia.ca/Coconut-Grove-Miami-Hotels.0-n11937-0.Travel-Guide-Filter-Hotels) - [Hotels in Doral](https://expedia.ca/Doral-Miami-Hotels.0-n6060126-0.Travel-Guide-Filter-Hotels) - [Hotels in Downtown Miami](https://expedia.ca/Downtown-Miami-Miami-Hotels.0-n800070-0.Travel-Guide-Filter-Hotels) - [Hotels in Downtown Orlando](https://expedia.ca/Downtown-Orlando-Orlando-Hotels.0-n800087-0.Travel-Guide-Filter-Hotels) - [Hotels in Wynwood Art District](https://expedia.ca/Wynwood-Art-District-Miami-Hotels.0-n6240011-0.Travel-Guide-Filter-Hotels) - [South Beach Cheap Hotels](https://expedia.ca/South-Beach-Miami-Hotels-Cheap-Hotels.0-n6138745-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [South Beach Boutique Hotels](https://expedia.ca/South-Beach-Miami-Hotels-Boutique-Hotel.0-n6138745-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels in Little Havana](https://expedia.ca/Little-Havana-Miami-Hotels.0-n505226-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in South Beach](https://expedia.ca/5Star-South-Beach-Miami-Hotels.s50-n6138745-0.Travel-Guide-Filter-Hotels) - [Hotels in South Beach](https://expedia.ca/South-Beach-Miami-Hotels.0-n6138745-0.Travel-Guide-Filter-Hotels) - [South Beach Beach Hotel](https://expedia.ca/South-Beach-Miami-Hotels-Beach-Hotel.0-n6138745-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels in Mid Beach](https://expedia.ca/Mid-Beach-Miami-Hotels.0-n6203154-0.Travel-Guide-Filter-Hotels) - [South Beach Oceanfront Hotels](https://expedia.ca/South-Beach-Miami-Hotels-Oceanfront-Hotels.0-n6138745-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) Packages - [South Beach Holidays](https://expedia.ca/South-Beach.d6138745.Destination-Travel-Guides) General - [Visit Downtown Orlando](https://expedia.ca/Orlando-Downtown-Orlando.dx800087) - [Visit Galt Mile](https://expedia.ca/Fort-Lauderdale-Galt-Mile.dx553248635976473854) - [Visit Siesta Key Village](https://expedia.ca/Siesta-Key-Siesta-Key-Village.dx6296072) - [Visit South Beach](https://expedia.ca/Miami-South-Beach.dx6138745) - [Visit North Beach](https://expedia.ca/Miami-North-Beach.dx6203157) - [Visit Sunset Beach](https://expedia.ca/St-Petersburg-Clearwater-Sunset-Beach.dx6159959) - [Visit Downtown Miami](https://expedia.ca/Miami-Downtown-Miami.dx800070) - [Visit Biltmore Beach](https://expedia.ca/Panama-City-Beach-Biltmore-Beach.dx553248635976471384) - [Visit Downtown Fort Lauderdale](https://expedia.ca/Fort-Lauderdale-Downtown-Fort-Lauderdale.dx800035) - [Visit Wynwood Art District](https://expedia.ca/Miami-Wynwood-Art-District.dx6240011) - [Visit Hollywood Beach](https://expedia.ca/Fort-Lauderdale-Hollywood-Beach.dx553248635975850057) - [Visit Little Havana](https://expedia.ca/Miami-Little-Havana.dx505226) - [Visit Coconut Grove](https://expedia.ca/Miami-Coconut-Grove.dx11937) - [Visit Brickell](https://expedia.ca/Miami-Brickell.dx6240961)