Title: Winter Haven Chalets from CA $132 | 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 prices for these dates Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Winter Haven ![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) ![Exterior](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/592d15da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/7bce7d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach Theme](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/27b5995a.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) 9.0/10 Wonderful (150 reviews) "Overall great exsprience. Satff,rooms and amenities were great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tanisha CA $288 CA $377 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Winter-Haven-Hotels-LEGOLAND-Beach-Retreat.h30537958.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/0b478b3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/b5ebc952.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) ![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) ### Motel in Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information) 7.0/10 Good (1,012 reviews) "Nice hotel. Clean and great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raylene CA $118 CA $132 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/c27ab8ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Lobby](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/d11e7c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/e388974e.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) 9.6/10 Exceptional (1,118 reviews) "Excelent, clean room and Excelent breakfast, recommended this hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julian CA $204 CA $228 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Winter-Haven-Hotels-Best-Western-Plus-Winter-Haven-Inn-Suites.h91029909.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/df33a5ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/9edba44b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker, eco-friendly cleaning products](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/332270d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/b70697d6.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) 9.4/10 Exceptional (284 reviews) "The room and staff were amazing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra CA $204 CA $228 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Winter-Haven-Hotels-Home2-Suites-By-Hilton-Winter-Haven.h106204409.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/bd816925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/a3c84a7e.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/000f25b9.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) 9.0/10 Wonderful (1,001 reviews) "Location is very convenient to shopping & food options, everything was very close. Hotel is in a good location, safe & quiet" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) HOA CA $181 CA $203 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Winter-Haven-Hotels-Hampton-Inn-Winter-Haven.h564220.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/36c16991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/76950965.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) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/02b7d0cb.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) 9.0/10 Wonderful (1,001 reviews) "Was ok Regular Holiday inn experience Staff were nice " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nadav CA $193 CA $216 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Winter-Haven-Hotels-Holiday-Inn-Winter-Haven.h7835.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) 9.4/10 Exceptional (737 reviews) "Great staff, great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) katherine CA $247 CA $277 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Winter-Haven-Hotels-Courtyard-By-Marriott-Winter-Haven.h30469147.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/7dd4826d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/0535c9b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/a04ce40b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/5d347ea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Roy Beach Inn [](https://www.expedia.ca/Winter-Haven-Hotels-Lake-Roy-Beach-Inn.h1887650.Hotel-Information) 7.0/10 Good (996 reviews) "The views are great here. Porch also very nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $139 CA $156 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Winter-Haven-Hotels-Lake-Roy-Beach-Inn.h1887650.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/124000000/123120000/123115800/123115732/7edd67ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/124000000/123120000/123115800/123115732/b0eee200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/124000000/123120000/123115800/123115732/8258d901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/124000000/123120000/123115800/123115732/f6d52a49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-Spacious-4-Bedroom-House-In-Pleasant-Winter-Haven-With-AC.h123115732.Hotel-Information) 10/10 Exceptional (2 reviews) "An outstanding stay! The house was extremely clean, welcoming, and had all the amenities that made our family vacation unforgettable in our visit to Legoland park" ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Monica CA $128 CA $508 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Winter-Haven-Hotels-Spacious-4-Bedroom-House-In-Pleasant-Winter-Haven-With-AC.h123115732.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/13dc8494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/75562742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/acae569e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/39ee6e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-Lovely-Lakefront-Home-W-Grill-7-Mi-To-Legoland.h93532553.Hotel-Information) 10/10 Exceptional (3 reviews) "We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $237 CA $608 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Winter-Haven-Hotels-Lovely-Lakefront-Home-W-Grill-7-Mi-To-Legoland.h93532553.Hotel-Information) ![Lake](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/13ba7178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pirate Island Theme](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/35503caf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/58806235.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) ### Legoland Florida Hotel [](https://www.expedia.ca/Winter-Haven-Hotels-Legoland-Florida-Hotel.h113243677.Hotel-Information) 9.0/10 Wonderful (61 reviews) "Really enjoyable stay. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) John CA $410 CA $514 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Winter-Haven-Hotels-Legoland-Florida-Hotel.h113243677.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/ad468c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/1d7e29a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/6887a27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/a051d1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-Sweet-Cottage-5-Mi-To-Legoland-05-Mi-To-Dwntwn.h109301943.Hotel-Information) 10/10 Exceptional (2 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 $160 CA $385 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Winter-Haven-Hotels-Sweet-Cottage-5-Mi-To-Legoland-05-Mi-To-Dwntwn.h109301943.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/41f09c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/435432d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, books](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/ad804664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, books](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/4d2e3d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-Pool-Home-Near-Legoland.h91221257.Hotel-Information) 9.8/10 Exceptional (43 reviews) "We absolutely loved staying here! Convenient location, lots of space and activities at the house for various ages. The owner accommodated many of our requests and their communication was perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim B. CA $206 CA $489 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Winter-Haven-Hotels-Pool-Home-Near-Legoland.h91221257.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109410000/109405200/109405182/93888ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/110000000/109410000/109405200/109405182/95487cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109410000/109405200/109405182/0b0e24b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109410000/109405200/109405182/b66928f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-Live-Oak-Oasis-Getaway-Close-To-Legoland-Sleeps-8-Guests.h109405182.Hotel-Information) 10/10 Exceptional (2 reviews) "This house was perfect for our 1 night stay. We had ecerything we needed. Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen and Jenni H. CA $132 CA $406 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Winter-Haven-Hotels-Live-Oak-Oasis-Getaway-Close-To-Legoland-Sleeps-8-Guests.h109405182.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122920000/122916100/122916008/e2756784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/123000000/122920000/122916100/122916008/0ba8f3ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122920000/122916100/122916008/361a40f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122920000/122916100/122916008/9c1a2a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-Cozy-1-Bedroom-Home-In-Winter-Haven-Perfect-For-Your-Getaway.h122916008.Hotel-Information) 10/10 Exceptional (1 review) "Yes the dogs liked it and they enjoyed walking in the neighborhood." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John W. CA $122 CA $227 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Winter-Haven-Hotels-Cozy-1-Bedroom-Home-In-Winter-Haven-Perfect-For-Your-Getaway.h122916008.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/53bdba8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/eeab406a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/fd9c8147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/3a6c2050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-Chain-Of-Lakes-Cottage.h100604549.Hotel-Information) 10/10 Exceptional (3 reviews) "Great welcoming and answered every question I had. Highly recommend this lovely cottage. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristofer G. CA $120 CA $306 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Winter-Haven-Hotels-Chain-Of-Lakes-Cottage.h100604549.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/108000000/107330000/107322400/107322352/d17a813b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/108000000/107330000/107322400/107322352/bacea2a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107330000/107322400/107322352/a22bf56c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107330000/107322400/107322352/b6f089cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-Tiny-Paradise.h107322352.Hotel-Information) 9.4/10 Exceptional (8 reviews) "I have stayed on property a few times, first experience with tiny Paradise very quaint and clean enjoyed my stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SUSAN CA $87 CA $172 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Winter-Haven-Hotels-Tiny-Paradise.h107322352.Hotel-Information) ![Smart TV, foosball](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/9ca0bf77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/3f2914a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/b0a32758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/86323ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-32GorgeousNEWLakeHome2AceLoc4miLEGOLAND1724.h36863729.Hotel-Information) 9.4/10 Exceptional (66 reviews) "The accommodation at this property was exceptional. It felt safe, and was safe Parking was great, proximity to dinning and shopping was withing 5 minutes drive, and the location was peaceful and safe." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dwight CA $174 CA $389 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Winter-Haven-Hotels-32GorgeousNEWLakeHome2AceLoc4miLEGOLAND1724.h36863729.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113200000/113197300/113197257/547c4abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113200000/113197300/113197257/bab180eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, electric kettle](https://images.trvl-media.com/lodging/114000000/113200000/113197300/113197257/9a25558f_edited_4c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113200000/113197300/113197257/7043d524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-Clean-And-Cozy-Waterfront-Apt-Near-Legoland.h113197257.Hotel-Information) 10/10 Exceptional (3 reviews) "The place was clean and tidy, accessible to a lot of stores and attractions in the surrounding area, and the hosts were SO nice and easy to contact throughout our stay-even checking in on us to make sure everything was going good. Would totally stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaitlyn F. CA $144 CA $189 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Winter-Haven-Hotels-Clean-And-Cozy-Waterfront-Apt-Near-Legoland.h113197257.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/0585f081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 2 Queen Beds, Kitchen, Lake View](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/27c67729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/4caf2468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/a11ad9a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Staybridge Suites Winter Haven Auburndale by IHG [](https://www.expedia.ca/Winter-Haven-Hotels-Staybridge-Suites-Winter-Haven-Auburndale.h94674232.Hotel-Information) 9.8/10 Exceptional (690 reviews) "Grwat stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlos Manuel CA $217 CA $243 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Winter-Haven-Hotels-Staybridge-Suites-Winter-Haven-Auburndale.h94674232.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=2026-01-27&endDate=2026-01-28®ionId=7464&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Haven-Chalets.d7464-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Haven-Chalets.d7464-aaChalets.Travel-Guide-Accommodation) ## 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 "Everything was perfect " [](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 "The staff was very accommodating." [](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 "Did not use pool." [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.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 "Clean room, nice staff and service, nice accommodations!! Plenty of parking and great location!!" [](https://expedia.ca/Orlando-Hotels-Destiny-Palms-Hotel-Maingate-West.h427337.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 "Great property. " [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.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 "Great for families. Laundry in the room. Cooking options and bathtub were useful" [](https://expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) ![Kompose Boutique Resort at Theme Parks](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/3cf09a4a_y.jpg) ### Kompose Boutique Resort at Theme Parks 10/10 Excellent "Shout out to my man Gio for getting my family in quick and hassle free! Our previous hotel had some issue with the booking and he got me in at a moments notice and this place was far better than ever expected. 10/10 would recommend." [](https://expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ![Omni Orlando Resort at ChampionsGate](https://images.trvl-media.com/lodging/2000000/1030000/1030000/1029950/a4fe8de4_y.jpg) ### Omni Orlando Resort at ChampionsGate 10/10 Excellent "Car parking fees is very expensive " [](https://expedia.ca/Orlando-Hotels-Omni-Orlando-Resort-At-ChampionsGate.h1029950.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 "Great, low-pressure water in showers besides that its great" [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ## Find out more about Winter Haven ## Winter Haven Chalets information | Number of reviews | 7,148 | | ----------------- | --------- | | Accommodation | 8 Chalets | | Lowest Price | CA $132 | | Highest Price | CA $608 | ## Explore a world of travel with Expedia - 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