Title: Book the Best Winter Haven Hotels with FREE PARKING in 2026 | Expedia.ca [Winter Haven Travel Guide](https://expedia.ca/Winter-Haven.dx7464)[Hotels in Winter Haven](https://expedia.ca/Winter-Haven-Hotels.d7464.Travel-Guide-Hotels)[Vacation Rentals in Winter Haven](https://expedia.ca/Winter-Haven-Vacation-Rentals.d7464.Travel-Guide-VacationRentals)[Flights to Winter Haven](https://expedia.ca/Cheap-Flights-To-Winter-Haven.d7464.Travel-Guide-Flights)[Things to do in Winter Haven](https://expedia.ca/Things-To-Do-In-Winter-Haven.d7464.Travel-Guide-Activities)[Winter Haven Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Haven.d7464.Car-Rental-Guide)[Winter Haven Vacation Packages](https://expedia.ca/Winter-Haven.d7464.Destination-Travel-Guides) ![Winter Haven showing rides](https://images.trvl-media.com/place/7464/a00f555f-1771-4135-ad57-834cb1a10a56.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Free Parking in Winter Haven, FL from CA $131 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winter Haven Hotels with Free Parking Tonight [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-12-14&endDate=2025-12-15&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-12-15&endDate=2025-12-16&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Haven hotels with parking ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/22800/22712/063f8be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22800/22712/9f3b5519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/22800/22712/0f5fda37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/22800/22712/4d9efd1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney's All Star Sports Resort [](https://www.expedia.ca/Orlando-Hotels-Disneys-All-Star-Sports-Resort.h22712.Hotel-Information) Lake Buena Vista 8.6/10 Excellent (1000) "Had a great stay. Thank you for the very courteous and friendly staff at Disneyworld" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eduardo [](https://www.expedia.ca/Orlando-Hotels-Disneys-All-Star-Sports-Resort.h22712.Hotel-Information) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/11300/11224/4a01e8da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11300/11224/97a9d9d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite | Living area](https://images.trvl-media.com/lodging/1000000/20000/11300/11224/7c4d791e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food court](https://images.trvl-media.com/lodging/1000000/20000/11300/11224/b2e231ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney's All-Star Music Resort [](https://www.expedia.ca/Orlando-Hotels-Disneys-All-Star-Music-Resort.h11224.Hotel-Information) Lake Buena Vista 8.8/10 Excellent (1000) "Was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terry [](https://www.expedia.ca/Orlando-Hotels-Disneys-All-Star-Music-Resort.h11224.Hotel-Information) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/210000/200800/200707/1cad0da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/1000000/210000/200800/200707/7dd4e136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/200800/200707/d9e25e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/200800/200707/54291eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Disney's All-Star Movies Resort [](https://www.expedia.ca/Orlando-Hotels-Disneys-All-Star-Movies-Resort.h200707.Hotel-Information) Lake Buena Vista 8.8/10 Excellent (1001) "Everything was great. Even the showers in the rooms had great water pressure, and soft water. The food was excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ralph [](https://www.expedia.ca/Orlando-Hotels-Disneys-All-Star-Movies-Resort.h200707.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/ce28e0a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/a0e09929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/6f77a3fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/fee4543f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-Hampton-Inn-Winter-Haven.h564220.Hotel-Information) Winter Haven 9.0/10 Wonderful (1003) "Clean room, staff was nice, breakfast was good, easy parking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $153 CA $172 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Winter-Haven-Hotels-Hampton-Inn-Winter-Haven.h564220.Hotel-Information) ![Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/228a563a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/a3da91f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, WiFi](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/abef6619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/17435544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LEGOLAND Beach Retreat [](https://www.expedia.ca/Winter-Haven-Hotels-LEGOLAND-Beach-Retreat.h30537958.Hotel-Information) Winter Haven 9.2/10 Wonderful (141) "Overall great exsprience. Satff,rooms and amenities were great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tanisha CA $370 CA $469 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Winter-Haven-Hotels-LEGOLAND-Beach-Retreat.h30537958.Hotel-Information) ![Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room)](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/b48185c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/0b1acfca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/d11e7c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking, Kitchenette | Private kitchen](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/2eced5ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Winter Haven Inn & Suites [](https://www.expedia.ca/Winter-Haven-Hotels-Best-Western-Plus-Winter-Haven-Inn-Suites.h91029909.Hotel-Information) Winter Haven 9.6/10 Exceptional (1081) "Clean rooms, great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Whitney CA $180 CA $201 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Winter-Haven-Hotels-Best-Western-Plus-Winter-Haven-Inn-Suites.h91029909.Hotel-Information) ![Blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/71d67783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:30 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/24439804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/e9fdf4e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/fda6d33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Winter Haven FL [](https://www.expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information) Winter Haven 7.0/10 Good (1013) "Nice hotel. Clean and great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raylene CA $117 CA $131 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/533a79f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/b3fa944f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LED TV, Netflix, streaming services](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/5a55f480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/651e4f17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites By Hilton Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-Home2-Suites-By-Hilton-Winter-Haven.h106204409.Hotel-Information) Winter Haven 9.4/10 Exceptional (262) "Great room and location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley CA $186 CA $209 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Winter-Haven-Hotels-Home2-Suites-By-Hilton-Winter-Haven.h106204409.Hotel-Information) ![2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/cfc6de7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/13ba7178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/2ada1493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - indoor](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/c3a1ff1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Legoland Florida Hotel [](https://www.expedia.ca/Winter-Haven-Hotels-Legoland-Florida-Hotel.h113243677.Hotel-Information) Winter Haven 9.0/10 Wonderful (53) "Really enjoyable stay. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) John CA $466 CA $576 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Winter-Haven-Hotels-Legoland-Florida-Hotel.h113243677.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/1b5518c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/1d8ea75f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/1996581b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/40f089c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Winter Haven by IHG [](https://www.expedia.ca/Winter-Haven-Hotels-Holiday-Inn-Winter-Haven.h7835.Hotel-Information) Winter Haven 9.0/10 Wonderful (1000) "Clean room, great staff, easy check-in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vanessa CA $186 CA $208 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Winter-Haven-Hotels-Holiday-Inn-Winter-Haven.h7835.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=2025-12-29&endDate=2025-12-30®ionId=7464&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true) ## Top Winter Haven Hotel Reviews ![Galleria Palms Hotel](https://images.trvl-media.com/lodging/1000000/90000/84700/84682/47b4a2b7_y.jpg) ### Galleria Palms Hotel 10/10 Excellent "Very clean, excellent friendly and helpful staff." [](https://expedia.ca/Orlando-Hotels-Galleria-Palms-Hotel.h84682.Hotel-Information) ![Ramada by Wyndham Kissimmee Gateway](https://images.trvl-media.com/lodging/1000000/50000/40600/40513/b94616ba_y.jpg) ### Ramada by Wyndham Kissimmee Gateway 10/10 Excellent "Very friendly staff" [](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Kissimmee-Gateway.h40513.Hotel-Information) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/ac7826b3_y.jpg) ### Holiday Inn Club Vacations at Orange Lake Resort by IHG 10/10 Excellent "The checkin process was smooth, quick with courteous, friendly service. The rooms were excellent, clean and well equipped. Customer service checked in via text daily to ensure we were satisfied and had what we needed. The checkout process is seamless. Loved this stay !" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Comfort Inn & Suites Kissimmee by the Parks](https://images.trvl-media.com/lodging/1000000/440000/430500/430452/578ae569_y.jpg) ### Comfort Inn & Suites Kissimmee by the Parks 10/10 Excellent "Front desk staff was amazing!!!" [](https://expedia.ca/Orlando-Hotels-Comfort-Inn-Maingate.h430452.Hotel-Information) ![Destiny Palms Hotel Maingate West](https://images.trvl-media.com/lodging/1000000/430000/427400/427337/d056f561_y.jpg) ### Destiny Palms Hotel Maingate West 10/10 Excellent "Very Clean the staff was excellent very polite. feel Safe Parking very safe to park to car :)" [](https://expedia.ca/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.Hotel-Information) ![Holiday Inn Resort Kissimmee by the Parks by IHG](https://images.trvl-media.com/lodging/1000000/60000/52900/52821/48f5f27b_y.jpg) ### Holiday Inn Resort Kissimmee by the Parks by IHG 10/10 Excellent "Yes " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information) ![Vacation Village Orlando, Celebration](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5_y.jpg) ### Vacation Village Orlando, Celebration 10/10 Excellent "Room was clean. Only negative is sleeper- sofa. Mattress not thick and can feel the springs. Had to use couch itself." [](https://expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) ![Hilton Vacation Club Mystic Dunes Orlando](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "Isabella at the check in counter was awesome.Thanks for " [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.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 10/10 Excellent "Excellent " [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - More ways to book - [Beach Hotel Hotels in Auburndale ](https://www.expedia.ca/Auburndale-Hotels-Beach-Hotel.0-0-d6048255-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Auburndale ](https://www.expedia.ca/Auburndale-Hotels-Cheap-Hotels.0-0-d6048255-tCheapHotels.Travel-Guide-Filter-Hotels) - 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