Title: Top 10 Hotels in Winter Garden for Your Perfect Stay | Expedia.ca [Winter Garden Travel Guide](https://expedia.ca/Winter-Garden.dx7898)[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)[Winter Garden Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Garden.d7898.Car-Rental-Guide)[Winter Garden Vacation Packages](https://expedia.ca/Winter-Garden.d7898.Destination-Travel-Guides) ![ARM53A Historic Downtown Area and Clock of Winter Garden Florida](https://images.trvl-media.com/place/7898/7f764596-9f01-406c-80eb-724285a48736/winter-garden-florida-historic-downtown-plant-street-clock-tower-arch.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Winter Garden, FL from CA $86 - ![](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 Winter Garden Resort [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=HOTEL_RESORT) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=APART_HOTEL) Spa [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=SPA_ON_SITE) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=PETS) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=APARTMENT) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&travelerType=family_friendly) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=HOT_TUB) Ocean view [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=OCEAN_VIEW) Pool [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=POOL) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=COTTAGE) Condo [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=CONDO) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Winter+Garden%2C+Florida%2C+United+States+of+America®ionId=7898&latLong=28.565285%2C-81.58618&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=WATER_PARK) ## Check prices for these dates Tonight [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-28&endDate=2025-12-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-29&endDate=2025-12-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Garden hotels ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/8fc8f285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/94bf9252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/248f81fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/668f020d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) Bay Lake 9.0/10 Wonderful (2243) "breakfast was great, room was clean, excellent stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt CA $161 CA $182 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/2b752fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/dd1719a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/65530f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/9ac51db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center [](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) Bay Lake 9.4/10 Exceptional (4376) "Great trip great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammy CA $159 CA $178 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9a8a6f4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9512806c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/08ef9167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/ccd30aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Orlando at Flamingo Crossings [](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) Bay Lake 9.2/10 Wonderful (5130) "Rooms were spacious and clean, breakfast was so good and different items each day. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan Jesus CA $155 CA $175 total includes taxes & fees Jan 20 - Jan 21, 2026 [](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/06bb2a8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker, dining tables](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/eef498cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Bedroom Suite 1 King Bed and 2 Twin or 1 Queen Bed](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/ac083e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Aqua Sol Orlando West [](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) Winter Garden 8.8/10 Excellent (4073) "Excellent Hotel, comfort room and area pool, recommend and select in other moment to visit Orlando. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ramon Gilberto Ayala CA $145 CA $202 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/b34205e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/417121bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/e4127451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/w4000h2662x0y0-427211b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance [](https://www.expedia.ca/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61629397.Hotel-Information) Bay Lake 9.6/10 Exceptional (1979) "Great location, good, staff, and rooms " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jobin CA $196 CA $220 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61629397.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/8ee44865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/1265dd1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/aca489c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/b4c1619d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance [](https://www.expedia.ca/Orlando-Hotels-TownePlace-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12413148.Hotel-Information) Bay Lake 9.0/10 Wonderful (1659) "The room and location were excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Micah CA $156 CA $175 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Orlando-Hotels-TownePlace-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12413148.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/40f09a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/cf797e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/b5366c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/6dfc7c99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Orlando at Flamingo Crossings [](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information) Bay Lake 9.4/10 Exceptional (2164) "Very nice hotel, great amenities and friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Latasha CA $178 CA $201 total includes taxes & fees Jan 26 - Jan 27, 2026 [](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.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) ![Lake](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/f7ec0145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/d5ee3405.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 [](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) Winter Garden 8.0/10 Very good (8833) "Excellent Resort! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chelsea CA $231 CA $335 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/f518be97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/9b222667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/f7e25bdc.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/103000000/102240000/102236700/102236661/020e0b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites By Hilton Winter Garden [](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information) Winter Garden 9.4/10 Exceptional (365) "Friendly staff, clean rooms , and great breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julee CA $190 CA $214 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/20000000/19610000/19602200/19602199/aa8e9f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/20000000/19610000/19602200/19602199/7244a38d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Double Room, 2 Double Beds, Accessible](https://images.trvl-media.com/lodging/20000000/19610000/19602200/19602199/18888dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/20000000/19610000/19602200/19602199/8b6edaab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orange County National Lodge [](https://www.expedia.ca/Winter-Garden-Hotels-Orange-County-National-Lodge.h19602199.Hotel-Information) Horizon West 7.4/10 Good (260) "Rooms need significant updating " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cal CA $221 CA $249 total includes taxes & fees Jan 16 - Jan 17, 2026 [](https://www.expedia.ca/Winter-Garden-Hotels-Orange-County-National-Lodge.h19602199.Hotel-Information) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394000/122393906/685d7b00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394000/122393906/8f9cb5af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/123000000/122400000/122394000/122393906/ccfec094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122400000/122394000/122393906/d5242f01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay Condo Near Disney w Pool & Sauna [](https://www.expedia.ca/Orlando-Hotels-Upstay-Condo-Near-Disney-W-Pool-Sauna.h122393906.Hotel-Information) Winter Garden CA $145 CA $392 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Orlando-Hotels-Upstay-Condo-Near-Disney-W-Pool-Sauna.h122393906.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/d7dd68d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/f34eeefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/7f4059be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/201a54fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes [](https://www.expedia.ca/Orlando-Hotels-Full-Apartment-W-King-Bed-Near-Parks.h119940746.Hotel-Information) Winter Garden 10/10 Exceptional (2) "Beautiful apartment, clean, quiet, and beautiful location. Host was very helpful. I would recommend this beautiful apartment for anyone wanting a home away from home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kowanda CA $197 CA $383 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Orlando-Hotels-Full-Apartment-W-King-Bed-Near-Parks.h119940746.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073018/f80ae5f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073018/9b371961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073018/781a2f3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/124000000/123080000/123073100/123073018/febda008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay Condo w Pool Sauna Sleeps 8 [](https://www.expedia.ca/Orlando-Hotels-Upstay-Condo-W-Pool-Sauna-Sleeps-8.h123073018.Hotel-Information) Winter Garden CA $163 CA $424 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Orlando-Hotels-Upstay-Condo-W-Pool-Sauna-Sleeps-8.h123073018.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391558/5f81d62e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391558/2454db94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391558/206fddf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391558/612598fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fire Pit & Yard: Updated Winter Garden Home! [](https://www.expedia.ca/Winter-Garden-Hotels-Updated-Winter-Garden-Home-W-Yard-Fire-Pit.h99391558.Hotel-Information) Winter Garden [](https://www.expedia.ca/Winter-Garden-Hotels-Updated-Winter-Garden-Home-W-Yard-Fire-Pit.h99391558.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/122000000/121470000/121465200/121465188/35b87237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/122000000/121470000/121465200/121465188/1e3300ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/122000000/121470000/121465200/121465188/8a1cf151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/122000000/121470000/121465200/121465188/a3045124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay Amazing Disney Condo w Patio Sleeps 6 [](https://www.expedia.ca/Orlando-Hotels-Upstay-Amazing-Disney-Condo-W-Patio-Sleeps-6.h121465188.Hotel-Information) Winter Garden CA $151 CA $378 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Orlando-Hotels-Upstay-Amazing-Disney-Condo-W-Patio-Sleeps-6.h121465188.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) ![Deluxe Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/1000000/900000/892100/892077/1bdf8009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Clermont Se West Orlando by IHG [](https://www.expedia.ca/Orlando-Hotels-Exploria-Express-By-Exploria-Resorts.h892077.Hotel-Information) Clermont 8.4/10 Very good (1081) "Overall, our stay was a very good experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shari CA $150 CA $167 total includes taxes & fees Jan 26 - Jan 27, 2026 [](https://www.expedia.ca/Orlando-Hotels-Exploria-Express-By-Exploria-Resorts.h892077.Hotel-Information) ![Business centre](https://images.trvl-media.com/lodging/1000000/20000/16000/15927/5cf8836a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Accessible (Mobility, Roll-In Shower)](https://images.trvl-media.com/lodging/1000000/20000/16000/15927/9713e9df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/16000/15927/7a28810a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/16000/15927/a7a16394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Orlando near Universal [](https://www.expedia.ca/Orlando-Hotels-Spark-By-Hilton-Orlando-Near-Universal.h15927.Hotel-Information) Florida Center 9.0/10 Wonderful (496) "The rooms and breakfast were lovely" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MacKenzie Rose CA $118 CA $133 total includes taxes & fees Jan 26 - Jan 27, 2026 [](https://www.expedia.ca/Orlando-Hotels-Spark-By-Hilton-Orlando-Near-Universal.h15927.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/430000/427400/427337/d056f561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/430000/427400/427337/71e06de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/430000/427400/427337/279a6001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/430000/427400/427337/813bac66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Destiny Palms Hotel Maingate West [](https://www.expedia.ca/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.Hotel-Information) Kissimmee 8.4/10 Very good (2148) "Had a wonderful stay. The room was clean and the stuff was very nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janie CA $75 CA $91 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.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) ![Ballroom](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/2ac14176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![11 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/a5c2174b.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) ### Rosen Shingle Creek [](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information) Orlando 9.4/10 Exceptional (4391) "Great place to stay. Definitely will stay here again.." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donnell CA $142 CA $160 total includes taxes & fees Jan 23 - Jan 24, 2026 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1790000/1785000/1784933/ef94045d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1790000/1785000/1784933/95976e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1790000/1785000/1784933/8b8de5e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/2000000/1790000/1785000/1784933/f1b1d06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alhambra Villas [](https://www.expedia.ca/Kissimmee-Hotels-Alhambra-Villas.h1784933.Hotel-Information) Solivita 9.2/10 Wonderful (1004) "Although the hotel is old, it is extremely clean and I enjoyed staying there" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) micelle CA $97 CA $126 total includes taxes & fees Jan 24 - Jan 25, 2026 [](https://www.expedia.ca/Kissimmee-Hotels-Alhambra-Villas.h1784933.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=2026-01-11&endDate=2026-01-12®ionId=7898&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%2FWinter-Garden-Hotels.d7898.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Garden-Hotels.d7898.Travel-Guide-Hotels) ## Where to stay in Winter Garden Winter Garden, Florida, offers a delightful blend of family-friendly charm and vibrant entertainment. Visitors can explore the quaint downtown area, filled with friendly faces and unique shops. Nearby destinations provide opportunities for excursions and romantic getaways, making it perfect for any traveler's vibe. Embrace the town's warm atmosphere and discover the inviting surroundings that greet you at every corner, ensuring a memorable vacation experience in this charming region. - Horizon West - Vista del Lago - Oakland - Downtown Winter Garden - Killarney ![](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) [](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 Vista del Lago, nestled in the charming Four Corners area of Florida, is a delightful neighbourhood perfect for family-friendly adventures. With peak visitor arrivals in March, July, and December, it offers an exciting blend of entertainment and city experiences. Notable attractions include the iconic Walt Disney World® Resort, Disney's Animal Kingdom® Theme Park, and the enchanting Magic Kingdom® Park, making it a top destination for those seeking fun and adventure. Enjoy the vibrant atmosphere and create lasting memories in this captivating locale. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976471720) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=6360404) ![Oakland map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:wfjmDl%60hqNid%40y%7CC%7CdDcd%40_Ajy%40kRhcAiFt%7B%40%7DbBpF&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=8OvcNGFd4vPKxG_bOrrDuACPu14=) ### Oakland Oakland, a charming neighbourhood in Winter Garden, Florida, offers a delightful escape for Canadian tourists. With its geographic proximity to major attractions, it's an ideal base for family-friendly adventures. Visitors can enjoy thrilling experiences at nearby theme parks like Walt Disney World® Resort, Universal Studios Florida, and Universal Orlando Resort. While traveller arrivals peak from January to March, the area remains inviting year-round, catering to those seeking outdoor activities and entertainment. Whether exploring the parks or enjoying local amenities, Oakland provides a memorable travel experience for all ages. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6360404) [](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 Downtown Winter Garden, Florida, is a charming neighbourhood that offers a delightful blend of small-town charm and vibrant attractions. Located near major theme parks like Walt Disney World® Resort and Universal Studios Florida, it's an ideal base for family adventures. While visitor numbers peak in March, July, and December, the area maintains a consistent appeal year-round. Explore the picturesque streets lined with unique shops, eateries, and local events that add to the experience. Whether you're seeking entertainment or relaxation, Downtown Winter Garden invites you to create memorable moments. [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 Killarney, a charming neighborhood in Winter Garden, Florida, offers a delightful blend of outdoor adventures and family-friendly attractions. Visitors can enjoy a range of experiences, from sports to leisure activities, with peak travel times in March, July, and December. The area boasts proximity to iconic theme parks such as Walt Disney World® Resort, Universal Studios Florida, and Universal Orlando Resort, making it an ideal base for family entertainment. Whether you're exploring nature or indulging in thrilling rides, Killarney promises a memorable vacation experience for all travelers. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6360403) ## Learn more about Winter Garden Stroll the charming brick-lined streets of historic downtown where the Plant Street Market buzzes with local food vendors and craft beer. Pedal along the West Orange Trail that cuts through town, stopping at the Heritage Museum or to catch a show at the Garden Theatre. [See all hotels in Winter Garden](https://www.expedia.ca/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12&adults=2®ionId=7898) ![ARM53A Historic Downtown Area and Clock of Winter Garden Florida](https://images.trvl-media.com/place/7898/7f764596-9f01-406c-80eb-724285a48736.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high) ### Stay near popular Winter Garden attractions Winter Garden, Florida, is an ideal destination for families and those seeking entertainment or business-themed vacations. Visitors can explore a variety of attractions, including theme parks, golf courses, and arts centres, all catering to a blend of family fun, cultural experiences, and outdoor adventures. Whether you're looking to relax or engage in thrilling activities, Winter Garden offers a diverse range of options to create unforgettable memories. [](https://expedia.ca/Flamingo-Crossings-Town-Center-Hotels.0-l863361053793378304-0.Travel-Guide-Filter-Hotels) #### Flamingo Crossings Town Center At Flamingo Crossings Town Center, enjoy a vibrant shopping experience with family-friendly stores, entertainment options, and a lively atmosphere, perfect for a fun day out. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=863361053793378304) [](https://expedia.ca/Disneys-Palm-Golf-Course-Hotels.0-l6069339-0.Travel-Guide-Filter-Hotels) #### Disney's Palm Golf Course Disney's Palm Golf Course offers a tranquil setting for wellness retreats, featuring lush landscapes, rejuvenating activities, and opportunities for relaxation amidst stunning outdoor vistas. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6069339) [](https://expedia.ca/Disneys-Magnolia-Golf-Course-Hotels.0-l6241695-0.Travel-Guide-Filter-Hotels) #### Disney's Magnolia Golf Course At Disney's Magnolia Golf Course, enjoy serene outdoor vibes while playing a round of golf. Relax in nature and rejuvenate your spirit amidst lush landscapes and tranquil surroundings. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6241695) [](https://expedia.ca/Orange-County-National-Golf-Club-Hotels.0-l6239843-0.Travel-Guide-Filter-Hotels) #### Orange County National Golf Club 4.5/5(3 reviews) Orange County National Golf Club offers a welcoming atmosphere for families, with friendly staff and activities that promise an enjoyable golfing experience amidst beautiful scenery. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6239843) [](https://expedia.ca/Surfari-Water-Park-Hotels.0-l553248635975177890-0.Travel-Guide-Filter-Hotels) #### Surfari Water Park 4.5/5(50 reviews) Surfari Water Park offers thrilling water slides, lazy rivers, and wave pools, perfect for family fun and adventure seekers alike. Enjoy exciting rides and relaxing spots under the sun! [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635975177890) [](https://expedia.ca/West-Orange-Trail-Hotels.0-l553248621532653939-0.Travel-Guide-Filter-Hotels) #### West Orange Trail The West Orange Trail offers scenic hiking through lush landscapes, perfect for adventurous activities like cycling, birdwatching, and enjoying the great outdoors in a vibrant atmosphere. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532653939) ## More cheap stays in Winter Garden ![Baymont by Wyndham Orlando/International Dr/Universal Blvd](https://images.trvl-media.com/lodging/1000000/330000/328900/328827/bae15360_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Baymont by Wyndham Orlando/International Dr/Universal Blvd 7531 Canada Avenue Orlando FL CA $70 CA $86 total Jan 4 - Jan 5, 2026 includes taxes & fees 7/10 Good! (2,097 reviews) [](https://expedia.ca/Orlando-Hotels-Floridian-Hotel-And-Suites-Extended-Stay-Orlando.h328827.Hotel-Information) ![Orlando International Drive North Hotel](https://images.trvl-media.com/lodging/1000000/50000/41500/41493/d062739a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Orlando International Drive North Hotel 5859 American Way Orlando FL CA $72 CA $102 total Jan 7 - Jan 8, 2026 includes taxes & fees 7/10 Good! (2,514 reviews) [](https://expedia.ca/Orlando-Hotels-Orlando-International-Drive-North-Hotel.h41493.Hotel-Information) ![Howard Johnson by Wyndham Orlando Lake Buena Vista South](https://images.trvl-media.com/lodging/7000000/6500000/6495900/6495838/54b7c1c0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Howard Johnson by Wyndham Orlando Lake Buena Vista South 5055 W. Irlo Bronson Memorial Hwy Kissimmee FL CA $91 CA $123 total Jan 7 - Jan 8, 2026 includes taxes & fees 8/10 Very Good! (1,773 reviews) [](https://expedia.ca/Orlando-Hotels-Magic-Castle-Inn-And-Suites.h6495838.Hotel-Information) ![Candlewood Suites Orlando - Lake Buena Vista by IHG](https://images.trvl-media.com/lodging/36000000/35520000/35516900/35516849/39a2e27c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Candlewood Suites Orlando - Lake Buena Vista by IHG 12341 Winter Garden Vineland Orlando FL CA $97 CA $125 total Jan 5 - Jan 6, 2026 includes taxes & fees 9/10 Wonderful! (2,313 reviews) [](https://expedia.ca/Orlando-Hotels-Candlewood-Suites-Orlando-Lake-Buena-Vista.h35516849.Hotel-Information) ![Spark by Hilton Orlando near Universal](https://images.trvl-media.com/lodging/1000000/20000/16000/15927/5cf8836a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Spark by Hilton Orlando near Universal 5635 Windhover Dr Orlando FL CA $118 CA $133 total Jan 26 - Jan 27, 2026 includes taxes & fees 9/10 Wonderful! (483 reviews) [](https://expedia.ca/Orlando-Hotels-Spark-By-Hilton-Orlando-Near-Universal.h15927.Hotel-Information) ![Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/2b752fc1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center 631 FLAGLER AVE Winter Garden FL CA $159 CA $178 total Jan 7 - Jan 8, 2026 includes taxes & fees 9.4/10 Exceptional! (4,374 reviews) [](https://expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) ## Hotels in Winter Garden with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 125 properties [](https://expedia.ca/5Star-Winter-Garden-Hotels.s50-0-d7898.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 4533 properties [](https://expedia.ca/4Star-Winter-Garden-Hotels.s40-0-d7898.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 12009 properties [](https://expedia.ca/3Star-Winter-Garden-Hotels.s30-0-d7898.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 7749 properties [](https://expedia.ca/2Star-Winter-Garden-Hotels.s20-0-d7898.Travel-Guide-Filter-Hotels) ## Price trends for hotels in Winter Garden | Less expensive | More expensive | Next month | | -------------- | -------------- | ---------- | | January | October | CA $219 | | Month | Price | | --------- | ------- | | January | CA $219 | | February | CA $250 | | March | CA $267 | | April | CA $235 | | May | CA $238 | | June | CA $228 | | July | CA $232 | | August | CA $231 | | September | CA $300 | | October | CA $327 | | November | CA $318 | | December | CA $299 | Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Winter Garden. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Find out more about Winter Garden ### Top reasons to visit Winter Garden - **Charming Downtown:** Explore the unique shops and eateries in Downtown Winter Garden, perfect for leisurely strolls and local dining experiences. - **Outdoor Activities:** Enjoy the picnic pavilion and various parks that offer great spots for family gatherings and outdoor fun. - **Nearby Theme Parks:** Take advantage of Winter Garden's proximity to popular theme parks for unforgettable adventures. - **Cultural Experiences:** Visit local art centres and partake in cultural events throughout the year. - **Diverse Accommodations:** Choose from a range of family-friendly and pet-friendly lodging options tailored to every traveler's needs. ### Find great hotels in and around Winter Garden Explore the charming accommodations in Winter Garden, Florida, where a variety of lodging options await to suit every traveller's needs. Whether you're seeking family-friendly resorts or business-themed hotels, this vibrant area offers pet-friendly options and top-notch amenities. From the renowned Edgewater Hotel to other best-rated establishments, you’ll find the perfect place to unwind after a day of adventure in this picturesque locale. - **[Universal's Cabana Bay Beach Resort: ](https://www.expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information)** Embracing a vibrant retro theme inspired by the 1950s and 60s, Universal's Cabana Bay Beach Resort is perfect for families seeking a fun vacation experience. Located 16.1km from Winter Garden, this 3.5-star hotel offers a range of amenities tailored for children, including a free crib service and an exciting arcade game room. With its colourful décor and family-friendly atmosphere, guests can enjoy a relaxed stay while being close to Universal attractions. - **[The Grove Resort & Water Park Orlando: ](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information)** Nestled in Winter Garden, this 4-star resort is designed for families looking for adventure and relaxation. The Grove Resort & Water Park Orlando features an array of kid-friendly amenities, including games for children, an arcade game room, and an onsite mini-golf course, ensuring a fun-filled stay. With its impressive water park, multiple pools, and spacious accommodations, families can unwind while creating lasting memories in this tropical paradise. - **[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)** This 4-star hotel offers a sophisticated yet welcoming environment, ideal for business travellers and LGBTQIA guests. Located 16.1km from Winter Garden, the DoubleTree at Universal provides essential business amenities, including multiple meeting rooms and an accessible business centre. Pet-friendly policies allow guests to bring their furry friends along, and the hotel's commitment to inclusivity makes it a great choice for all. After a busy day, enjoy the warm hospitality and signature chocolate chip cookies awaiting you. ### Things to do in and around Winter Garden Winter Garden, Florida, is a fantastic destination for families and couples alike, offering a blend of entertainment and relaxation. Visitors can enjoy the charming shopping area and mall centre, while the picnic pavilion provides a perfect spot for outdoor gatherings. The area hosts various events throughout the year, making it ideal for a romantic weekend or a fun family outing. Don’t miss the nearby attractions and the local movie theatre for an entertaining night out. **Shopping** For shopping in Winter Garden, visit [Flamingo Crossings Town Center](https://www.expedia.ca/Flamingo-Crossings-Town-Center-Hotels.0-l863361053793378304-0.Travel-Guide-Filter-Hotels) for a lively atmosphere. [Hiawassee Wood Shopping Center](https://www.expedia.ca/Hiawassee-Wood-Shopping-Center-Hotels.0-l553248621563220169-0.Travel-Guide-Filter-Hotels), located 11.3km away, and [Westgate Square Shopping Center](https://www.expedia.ca/Westgate-Square-Shopping-Center-Hotels.0-l553248621563220175-0.Travel-Guide-Filter-Hotels), 12.9km away, both offer a variety of shops and entertainment options. If you're up for a drive, explore even more nearby malls. **Recreation** Experience the energetic atmosphere at [Kia Center](https://www.expedia.ca/Kia-Center-Hotels.0-l6069361-0.Travel-Guide-Filter-Hotels), perfect for sports enthusiasts. Enjoy a round of golf amidst scenic views at [Disney's Palm Golf Course](https://www.expedia.ca/Disneys-Palm-Golf-Course-Hotels.0-l6069339-0.Travel-Guide-Filter-Hotels). For a touch of luxury, unwind at [Windermere Country Club](https://www.expedia.ca/Windermere-Country-Club-Hotels.0-l6189616-0.Travel-Guide-Filter-Hotels), where you can relax and indulge in premium amenities just a short drive from Winter Garden. **Adventure** Experience the thrill of [Universal’s Volcano Bay](https://www.expedia.ca/Universals-Volcano-Bay-Hotels.0-l553248633507645899-0.Travel-Guide-Filter-Hotels), a vibrant waterpark located 16.1km from Winter Garden, featuring exhilarating rides and family fun. For outdoor enthusiasts, the [West Orange Trail](https://www.expedia.ca/West-Orange-Trail-Hotels.0-l553248621532653939-0.Travel-Guide-Filter-Hotels) offers scenic hikes right in Winter Garden, while [iFly Orlando](https://www.expedia.ca/IFly-Orlando-Hotels.0-l553248621532654231-0.Travel-Guide-Filter-Hotels), also 16.1km away, provides an exciting indoor skydiving adventure. **Nightlife** Experience the vibrant nightlife in Winter Garden with a visit to the [Carter Family Bowl](https://www.expedia.ca/Carter-Family-Bowl-Hotels.0-l553248621532653935-0.Travel-Guide-Filter-Hotels) for arcade fun and adventure. For a touch of culture and romance, catch a show at the [Garden Theatre](https://www.expedia.ca/Garden-Theatre-Hotels.0-l553248621532653937-0.Travel-Guide-Filter-Hotels). Don’t forget to take a short drive to the Orlando Eye at ICON Park for breathtaking views. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Winter Garden Winter Garden, Florida, offers various ways to save on your vacation. Enjoy free attractions like Universal CityWalk and Oakland Nature Preserve. For transportation, consider walking, biking, or using a car. The cheapest months to visit are August to September and November, while booking about a month in advance can secure lower hotel prices. Tuesdays are typically the best day for affordable stays. Utilize Expedia to compare prices, filter for eco-friendly accommodations, and consider package deals for additional savings. Plan your trip during off-peak times to maximise your budget. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Winter Garden 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:** Book your hotel in Winter Garden about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Winter Garden is Tuesday. The most expensive day to stay in Winter Garden is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified option will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and deals, simply sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your Winter Garden hotel reservation with your flights and activities through an Expedia package. ### Best time to go to Winter Garden The best time to visit Winter Garden can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winter Garden falls in August, when visitor numbers are slightly low and weather is mostly sunny with moderate rain. The coolest average temperature in Winter Garden 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 | Average | 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 | Slightly Low | 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 | Slightly High | 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 | Average | Slightly Low | | December | 63.7°F (17.6°C) | Light Rain | Mostly Sunny | Average | Slightly High | ### The nearest major airports for your trip to Winter Garden When visiting Winter Garden, Florida, you can conveniently fly into three major airports. Orlando International Airport ([MCO](https://www.expedia.ca/Orlando-Intl-Airport-Hotels.0-aMCO-0.Travel-Guide-Filter-Hotels)) is situated 30.6km away, with nearby hotels such as [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. Daytona Beach International Airport ([DAB](https://www.expedia.ca/Daytona-Beach-Intl-Airport-Hotels.0-aDAB-0.Travel-Guide-Filter-Hotels)), located 85.3km away, has options like [Hilton Daytona Beach Oceanfront Resort](https://www.expedia.ca/Daytona-Beach-Hotels-Hilton-Daytona-Beach-Oceanfront-Resort.h5244.Hotel-Information), just 6.4km from the airport. Kissimmee Gateway Airport ([ISM](https://www.expedia.ca/Kissimmee-Gateway-Airport-Hotels.0-aISM-0.Travel-Guide-Filter-Hotels)) is 33.8km away, with luxurious stays like Waldorf Astoria Orlando available within 11.3km. Each hotel provides various transportation services to ensure easy access to the airports, making your travel experience smooth and enjoyable. ## Recent reviews of Winter Garden hotels ![Homewood Suites by Hilton Orlando at Flamingo Crossings](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/40f09a6f_y.jpg) ### Homewood Suites by Hilton Orlando at Flamingo Crossings 5/5 Excellent "Excellent option, there's great breakfast, helpful staff, gym, pool, ambiance is delightful and rooms are spacious and well equipped. if you're here to visit Disney, there are free bus shuttle which made it quite convenient. " A verified traveller stayed at Homewood Suites by Hilton Orlando at Flamingo Crossings Posted 17 hours ago [](https://expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.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 5/5 Excellent "." A verified traveller stayed at Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando Posted 18 hours ago [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Rosen Inn at Pointe Orlando](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 5/5 Excellent "Very happy with my stay. Meals a bit costly; but tariffs may have that effect." A verified traveller stayed at Rosen Inn at Pointe Orlando Posted 2 days ago [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/2b752fc1_y.jpg) ### Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center 5/5 Excellent "Room was clean, within driving distance to park. Closet to shopping and restaurants. Continental breakfast was delicious with lots of variety. Was also a plus that there was laundry. " A verified traveller stayed at Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center Posted 2 days ago [](https://expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) ![Hilton Vacation Club Aqua Sol Orlando West](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c_y.jpg) ### Hilton Vacation Club Aqua Sol Orlando West 5/5 Excellent "Excellent Hotel, comfort room and area pool, recommend and select in other moment to visit Orlando. " A verified traveller stayed at Hilton Vacation Club Aqua Sol Orlando West Posted 2 days ago [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.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 5/5 Excellent "Very clean easy and great service lots of amenities and great pools great location as well " A verified traveller stayed at Sheraton Vistana Villages Resort Villas, I-Drive/Orlando Posted 2 days ago [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ![Lake Buena Vista Resort Village & Spa](https://images.trvl-media.com/lodging/2000000/1360000/1350900/1350864/16b6b8e7_y.jpg) ### Lake Buena Vista Resort Village & Spa 5/5 Excellent "Great place to stay!" A verified traveller stayed at Lake Buena Vista Resort Village & Spa Posted 2 days ago [](https://expedia.ca/Orlando-Hotels-Lake-Buena-Vista-Resort-Village-Spa.h1350864.Hotel-Information) ![DoubleTree by Hilton at the Entrance to Universal Orlando](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg) ### DoubleTree by Hilton at the Entrance to Universal Orlando 5/5 Excellent "Clean, beautifully decorated and amazing staff! Great food!" A verified traveller stayed at DoubleTree by Hilton at the Entrance to Universal Orlando Posted 2 days ago [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![Home2 Suites by Hilton Orlando at Flamingo Crossings](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9a8a6f4d_y.jpg) ### Home2 Suites by Hilton Orlando at Flamingo Crossings 5/5 Excellent "Great breakfast!!!" A verified traveller from HOMOSASSA stayed at Home2 Suites by Hilton Orlando at Flamingo Crossings Posted 2 days ago [](https://expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Winter Garden with outdoor pools? > Another great option is the Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS Town Centre, which boasts a traveller rating of 9.4\. Families appreciate the outdoor pool, complete with sun loungers and umbrellas for shade, making it a great spot for relaxation. The complimentary breakfast and helpful staff further enhance the overall experience, ensuring you start each day on the right foot. > > > For those seeking a bit of adventure, the [Homewood Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information) offers a lovely outdoor pool with a waterslide, ideal for keeping children entertained. This hotel also shares a traveller rating of 9.4 and provides spacious rooms, making it a comfortable base for your family's holiday. > > > [Home2 Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information), with a traveller rating of 9.2, is another family-friendly choice. Its outdoor pool features a waterslide, and guests have noted the friendly staff and convenient location, great for exploring the local attractions. > > > Finally, the [Home2 Suites By Hilton Winter Garden](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information), also rated at 9.4, offers an outdoor pool that is great for family fun. With spacious rooms and a complimentary breakfast, this hotel ensures that you and your family have all the comforts and conveniences needed for a memorable stay. ### How much does a hotel with outdoor pool in Winter Garden cost? ### What are some of the best Winter Garden hotels with outdoor pools and scenic views? > As you lounge by the pool, you can soak in beautiful lake views and water vistas, enhancing your overall experience. The resort also features poolside cabanas and sun loungers, great for enjoying the Florida sunshine, and a poolside bar to keep you refreshed throughout the day. With a traveller rating of 8.0, many visitors have commented on the amazing amenities and the comfortable beds, ensuring a pleasant stay for both adults and children alike. ### Are there hotels in Winter Garden with outdoor pool cabanas or loungers? > Guests particularly appreciate the spacious and clean rooms, along with the welcoming and helpful staff that enhance the overall experience. The outdoor pool area is a highlight, featuring not only pool cabanas for lounging but also sun loungers that invite you to unwind under the Florida sun. Families can also take advantage of the children's pool and the exciting waterslide, ensuring that the little ones have just as much fun as the adults. > > > With a poolside bar available, you can enjoy refreshing drinks without having to stray far from your sun-soaked retreat. ### Which Winter Garden hotels with outdoor pools are near Orlando, FL (MCO-Orlando Intl.)? > Another fantastic option is the Fairfield by Marriott Inn & Suites Orlando at Flamingo Crossings, which has earned an impressive rating of 9.4\. This hotel features an outdoor pool with a poolside bar, superb for relaxing while enjoying the Florida sunshine. Families will find the rooms both nice and clean, and the attentive staff ensure a pleasant experience. The free breakfast is a nice touch, providing a straightforward way to fuel up for a day of exploration. > > > For those looking for a little extra space, the [Homewood Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information) also offers an outdoor pool and has received a stellar review score of 9.4\. Guests appreciate the spacious rooms and the fantastic breakfast options. The friendly staff is often highlighted for their helpfulness, making this a comfortable choice for families. > > > Lastly, consider [The Grove Resort & Water Park Orlando](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information), a 4-star hotel that features an outdoor pool with cabanas and a separate children's pool, creating a fun and relaxing environment for family outings. With a review rating of 8.0, guests have enjoyed the spacious rooms and excellent amenities, including a heated pool and waterslides, making it an ideal spot for family adventures. ### Which Winter Garden hotels offer poolside service for food and drinks? > Another great option is the Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS® Town Centre. This hotel not only offers a nice outdoor pool but also features a poolside bar, enhancing the relaxation and fun for families. Reviewers have noted the friendly and helpful staff, and the complimentary breakfast options make it a convenient choice for busy mornings. With a rating of 9.4, it's a favorite among travellers. > > > For those looking for a bit more space, the [SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) is a great pick. Offering an outdoor pool with a poolside bar, this hotel ensures that families can enjoy a leisurely day by the water. Guests appreciate the clean and comfortable rooms, and the excellent location makes it easy to explore nearby attractions. This hotel has an admirable review score of 9.0, showcasing its appeal. > > > Lastly, the [Hilton Vacation Club Aqua Sol Orlando West](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) stands out with its family-friendly amenities, including a resort-style outdoor pool complete with a poolside bar. Travellers have highlighted the beautiful surroundings and convenient location, along with spacious rooms that cater well to families. With a traveller rating of 8.8, this hotel is another excellent choice for those wanting to relax by the pool while enjoying refreshments. ### Are there hotels with outdoor pools that are close to Walt Disney World® Resort? > Another fantastic family-friendly option is the Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS® Town Centre. With a review score of 9.4, this hotel features an inviting outdoor pool along with a variety of free breakfast options, ensuring your mornings start off right. Guests appreciate the clean, well-maintained rooms and the helpful staff, which adds to the overall value of your stay. > > > For those looking for a blend of affordability and amenities, the [Home2 Suites By Hilton Winter Garden](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information), also rated at 9.4, offers a delightful outdoor pool and complimentary breakfast. Families enjoy the spacious rooms and the friendly atmosphere, great for unwinding after a day at the parks. > > > The [SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) stands out with its outdoor pool and poolside bar, earning a rating of 9.0\. Guests have praised the excellent location and the helpful staff, making it a wonderful base for your adventures. > > > Lastly, the [TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance](https://www.expedia.ca/Orlando-Hotels-TownePlace-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12413148.Hotel-Information), rated 9.0, complements your experience with a lovely outdoor pool and free breakfast options. Families appreciate the comfortable and clean rooms, along with the convenient amenities that cater to every traveller's needs. ### Are there hotels in Winter Garden with outdoor pool activities or events? > [The Grove Resort & Water Park Orlando](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) stands out as a premier choice, boasting multiple outdoor pools and an exciting water park. Families can enjoy a host of activities, from family trivia and arts and crafts to ice cream socials, all designed to foster a lively community spirit. The resort's activity calendar ensures there's always something happening, whether it's a poolside event or a family-friendly competition. > > > For those preferring a more relaxed vibe, [Home2 Suites By Hilton Winter Garden](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information) offers inviting outdoor pools that cater to both relaxation and play. With shallow ends and water slides, it's superb for little ones. Similarly, [Hilton Vacation Club Aqua Sol Orlando West](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) provides a family-friendly atmosphere with its own outdoor pool facilities, designed to keep everyone entertained. > > > In summary, Winter Garden is brimming with hotels that offer a variety of outdoor pool activities and events, ideal for families looking to create memorable experiences together in the sunshine. ### Is it cheaper to book flights and a hotel in Winter Garden as a package? ### How can I save on a hotel in Winter Garden with Expedia? ### Can I cancel my hotel reservation on Expedia? ### How much is the nightly rate at a Winter Garden hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - More ways to book - [Bay Hill Hotels ](https://www.expedia.ca/Bay-Hill-Orlando-Hotels.0-n553248635975849893-0.Travel-Guide-Filter-Hotels) - [Hotels near Bella Collina Golf Club ](https://www.expedia.ca/Bella-Collina-Golf-Club-Hotels.0-l6238991-0.Travel-Guide-Filter-Hotels) - 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