Title: Book the Best LAKESIDE Hotels in Winter Haven 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) ![](https://images.trvl-media.com/place/7464/a00f555f-1771-4135-ad57-834cb1a10a56.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Lake Hotels Tonight [Mar 17 - Mar 18](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-03-17&endDate=2026-03-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 18 - Mar 19](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-03-18&endDate=2026-03-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Haven hotels on the lake ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/a66b5fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Quadruple Room, Non Smoking, Lake View | Living area](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/3f904c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking | Living area](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/9828479e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake view](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/a2866d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Ida Beach Resort [](https://www.expedia.ca/Winter-Haven-Hotels-Lake-Ida-Beach-Resort.h32732561.Hotel-Information) Winter Haven 7.2/10 Good (190 reviews) "We have stayed here several times. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martha CA $108 CA $121 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Winter-Haven-Hotels-Lake-Ida-Beach-Resort.h32732561.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/4f3bba2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/2bfb5768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/759e9c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/cac4e124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn [](https://www.expedia.ca/Winter-Haven-Hotels-Sweet-Cottage-5-Mi-To-Legoland-05-Mi-To-Dwntwn.h109301943.Hotel-Information) Winter Haven 8.6/10 Excellent (4 reviews) "Just what we needed for a weekend trip with our grandsons for the weekend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine B. CA $157 CA $384 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Winter-Haven-Hotels-Sweet-Cottage-5-Mi-To-Legoland-05-Mi-To-Dwntwn.h109301943.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100940000/100934800/100934790/1987c5bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100940000/100934800/100934790/eb8496ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/101000000/100940000/100934800/100934790/b5595392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100940000/100934800/100934790/791cc183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Family Home, Legoland, Pet Friendly, 7 Beds [](https://www.expedia.ca/Winter-Haven-Hotels-Summer-Specials-Pet-Friendly.h100934790.Hotel-Information) Winter Haven 10/10 Exceptional (23 reviews) "Everything was very nice and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary B. CA $351 CA $746 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Winter-Haven-Hotels-Summer-Specials-Pet-Friendly.h100934790.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98450000/98446800/98446741/607be1c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98450000/98446800/98446741/13e42009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/99000000/98450000/98446800/98446741/4cd1e877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/99000000/98450000/98446800/98446741/3322689d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events [](https://www.expedia.ca/Winter-Haven-Hotels-Historic.h98446741.Hotel-Information) Winter Haven 9.8/10 Exceptional (28 reviews) "Awesome look forward to future stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) cheryl d. CA $277 CA $659 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Winter-Haven-Hotels-Historic.h98446741.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/db42c925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/3a91b5c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/41f851eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/a1688b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-Courtyard-By-Marriott-Winter-Haven.h30469147.Hotel-Information) Winter Haven 9.4/10 Exceptional (746 reviews) "Clean rooms, great location and very friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alyssa CA $232 CA $260 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Winter-Haven-Hotels-Courtyard-By-Marriott-Winter-Haven.h30469147.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/74000000/73240000/73230300/73230248/cccedb1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/74000000/73240000/73230300/73230248/5a1482ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73240000/73230300/73230248/0ea4e03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73240000/73230300/73230248/7179b1ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home Away from Home Winter Haven! Disney, Legoland, Bok Tower, Golf, Medical Ctr [](https://www.expedia.ca/Winter-Haven-Hotels-Home-Away-From-Home-Winter-Haven-Disney.h73230248.Hotel-Information) Winter Haven 9.4/10 Exceptional (3 reviews) "I'm town for family graduation party. Perfect place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John S. CA $329 CA $586 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Winter-Haven-Hotels-Home-Away-From-Home-Winter-Haven-Disney.h73230248.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/a62d22f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/23efd9f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/c2fbf719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/f46a3f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Haven - An Enduring Piece of Nostalgia [](https://www.expedia.ca/Winter-Haven-Hotels-The-Old-Haven-An-Enduring-Piece-Of-Nostalgia.h109301953.Hotel-Information) Winter Haven 9.8/10 Exceptional (11 reviews) "Nice location, comfortable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karthik D. CA $164 CA $413 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Winter-Haven-Hotels-The-Old-Haven-An-Enduring-Piece-Of-Nostalgia.h109301953.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301945/ce348ce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301945/a12a58e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301945/e06b618e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301945/38743b13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn [](https://www.expedia.ca/Winter-Haven-Hotels-Cozy-Bungalow-5-Mi-Legoland-05-Mi-Dwntwn.h109301945.Hotel-Information) Winter Haven 10/10 Exceptional (2 reviews) "Nice place very convenient for us. Would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John G. CA $171 CA $404 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Winter-Haven-Hotels-Cozy-Bungalow-5-Mi-Legoland-05-Mi-Dwntwn.h109301945.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/104000000/103950000/103944400/103944395/36070454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, offices](https://images.trvl-media.com/lodging/104000000/103950000/103944400/103944395/99af6bc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103950000/103944400/103944395/772bc81b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103950000/103944400/103944395/86f070ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Lakeside Retreat [](https://www.expedia.ca/Winter-Haven-Hotels-Peaceful-Lakeside-Retreat.h103944395.Hotel-Information) Winter Haven 9.2/10 Wonderful (11 reviews) "This property was very nice! It was very relaxing and provided me with a very nice host location for family that I was visiting in the area. The property manager was extremely professional and accommodating." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelby R. CA $222 CA $584 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Winter-Haven-Hotels-Peaceful-Lakeside-Retreat.h103944395.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118760000/118757000/118756937/4d01657c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/119000000/118760000/118757000/118756937/8ba218ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/119000000/118760000/118757000/118756937/7827a551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/119000000/118760000/118757000/118756937/f36d6e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Friendly Lake House W/ Pool Near Legoland [](https://www.expedia.ca/Winter-Haven-Hotels-Family-Friendly-Lake-House-W-Pool-Near-Legoland.h118756937.Hotel-Information) Winter Haven 10/10 Exceptional (2 reviews) "Great house, plenty of room and great view to wake up to!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jake S. CA $368 CA $881 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Winter-Haven-Hotels-Family-Friendly-Lake-House-W-Pool-Near-Legoland.h118756937.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=2026-03-31&endDate=2026-04-01®ionId=7464&adults=2&location_highlights_explore=on_lake&sort=RECOMMENDED&openPlayBack=true) ## Top Winter Haven Hotel Reviews ![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 8/10 Good "pool was great" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information) ![Hilton Vacation Club Aqua Sol Orlando West](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/175d4684_y.jpg) ### Hilton Vacation Club Aqua Sol Orlando West 10/10 Excellent "Super great " [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/4259dc2e_y.jpg) ### Holiday Inn Club Vacations at Orange Lake Resort by IHG 10/10 Excellent "Stayed in a 2bed room villa Nice property and staff " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Holiday Inn & Suites Orlando SW - Celebration Area by IHG](https://images.trvl-media.com/lodging/1000000/10000/7900/7855/c67467aa_y.jpg) ### Holiday Inn & Suites Orlando SW - Celebration Area by IHG 8/10 Good "Outdated " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Orlando-SW-Celebration-Area.h7855.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 6/10 Okay "Na" [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Delta Hotels by Marriott Orlando Celebration](https://images.trvl-media.com/lodging/1000000/10000/300/256/1c4f2ee5_y.jpg) ### Delta Hotels by Marriott Orlando Celebration 6/10 Okay "The rooms were clean but the tub is old with rust stains. The carpets in the hallway outside the room need to be cleaned and there was a musty smell like mildew/sour. I've stayed at lower value chains and have had a better experience. The building is old. Just much to me be done at this “resort” that I don't have the time to notate. The fees are ridiculous for the lack of quality. " [](https://expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information) ![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg) ### The Grove Resort & Water Park Orlando 10/10 Excellent "Good" [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/62319b88_y.jpg) ### Westgate Town Center Resort 10/10 Excellent "Perfect for a FAMILY vaca " [](https://expedia.ca/Orlando-Hotels-Westgate-Town-Center-Resort.h426819.Hotel-Information) ![Howard Johnson by Wyndham Winter Haven FL](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/71d67783_y.jpg) ### Howard Johnson by Wyndham Winter Haven FL 4/10 Poor "Rooms smelled like mold. " [](https://expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information) ## Frequently asked questions ### How much do lakeside hotels in Winter Haven cost? ### What are the best lakeside hotels in Winter Haven? ### How many lakeside hotels are there in Winter Haven? ### What are the best cheap hotels near lakes in Winter Haven? ### What are the top lakeside motels in Winter Haven? ### Are there any family-friendly lakeside hotels in Winter Haven? ### Why book your lakeside hotel in Winter Haven with Expedia? ### How can I find cheap lakeside hotels in Winter Haven? ### What is there to do in Winter Haven near my lakeside hotel? ## 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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