Title: Winter Haven Chalets from CA $124 | 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://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22903-Legoland-Florida.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in Winter Haven from CA $124 - ![](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 [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winter Haven Chalets We don't have any properties that match your exact search [See all properties in Winter Haven](https://expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17®ionId=7464&adults=2) ## Recommended hotels in Winter Haven ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/f79fa46a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/1000000/10000/7900/7835/76950965.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) ### Holiday Inn Winter Haven by IHG Winter Haven 9.0/10 Wonderful (1012) "Clean and comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Willie CA $125 CA $140 total includes taxes & fees Nov 9 - Nov 10 [](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) ![Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/a05a4caf.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) ![Point of interest](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/575808b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Winter Haven Winter Haven 9.4/10 Exceptional (722) "Everything was excellent. Friendly staff. Very clean place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bill CA $178 CA $199 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Winter-Haven-Hotels-Courtyard-By-Marriott-Winter-Haven.h30469147.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) ![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) ![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 Winter Haven 9.0/10 Wonderful (1025) "Very good Hotel for the price and all its amenities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luis CA $137 CA $153 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Winter-Haven-Hotels-Hampton-Inn-Winter-Haven.h564220.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)   ![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, 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)   ![Property amenity](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/a610a46d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)   ### Best Western Plus Winter Haven Inn & Suites  Winter Haven 9.4/10 Exceptional (1029) "Excellent place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anita CA $177 CA $199 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Winter-Haven-Hotels-Best-Western-Plus-Winter-Haven-Inn-Suites.h91029909.Hotel-Information)  ![Exterior](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/123acaa7.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/31000000/30540000/30538000/30537958/228a563a.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 Winter Haven 9.0/10 Wonderful (125) "This is a child’s dream come true. I only wish it was around when I was little. We felt so safe, they have security on golf carts, life guards, the friendliest staff. We will definitely be back. It is the first time my daughter had independence, she would walk to the restaurant, make me coffee, and bring it to the bungalow. She made friends in other bungalows and they would play in the playground. We loved it. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LaineyNYC CA $314 CA $406 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Winter-Haven-Hotels-LEGOLAND-Beach-Retreat.h30537958.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) ![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) ![Pirate Theme](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/0f9ee2e4.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 Winter Haven 9.2/10 Wonderful (35) "Legoland was great! It’s a paradise for kids. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alshane CA $281 CA $370 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Winter-Haven-Hotels-Legoland-Florida-Hotel.h113243677.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/651e4f17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/533a79f7.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) ![Coffee/tea maker, eco-friendly cleaning products](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/320658cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites By Hilton Winter Haven Winter Haven 9.4/10 Exceptional (228) "Almost brand new property with clean rooms and friendly staff. We love Home2 Suites when we travel with our pets. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon CA $183 CA $205 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Winter-Haven-Hotels-Home2-Suites-By-Hilton-Winter-Haven.h106204409.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) ![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) ![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) ![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) ### Howard Johnson by Wyndham Winter Haven FL Winter Haven 6.8/10 (1031) "This hotel is always our go to !!! Breakfast in the morning is simple, clean, and basic " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniella CA $131 CA $147 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.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/114000000/113200000/113197300/113197257/7043d524.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) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113200000/113197300/113197257/8de6cedd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt Winter Haven 10/10 Exceptional (2) "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 $98 CA $138 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Winter-Haven-Hotels-Clean-And-Cozy-Waterfront-Apt-Near-Legoland.h113197257.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) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/a7d343f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn Winter Haven 10/10 Exceptional (2) "We absolutely loved our stay here! The house was well stocked with lots of games, movies, toys. All combined with the piano, foosball table, screened in porch and private backyard gave us plenty to do as a family with all ages. Everything was of very high quality and comfortable. We also really appreciated how responsive, friendly, and accommodating our hosts and their staff were. We will definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deanna N. CA $161 CA $391 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Winter-Haven-Hotels-Sweet-Cottage-5-Mi-To-Legoland-05-Mi-To-Dwntwn.h109301943.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) ![Exterior](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/4bd8799c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/b230cac0.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 Winter Haven 9.8/10 Exceptional (623) "Rooms were very spacious and clean! Breakfast was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terri CA $189 CA $212 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Winter-Haven-Hotels-Staybridge-Suites-Winter-Haven-Auburndale.h94674232.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/ac48e30a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/45f9c2f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, 3 Bedrooms, Garden View | Living area](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/3e620084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/9650f692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BlockHaven near Legoland & Disney Winter Haven CA $73 CA $337 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Winter-Haven-Hotels-BlockHaven-Near-Legoland-Disney.h116470105.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/db1d10af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/20bcb6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/66ef3784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Roy Beach Inn Winter Haven 7.0/10 Good (981) "Loved the lake , so pretty at night" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole CA $111 CA $124 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Winter-Haven-Hotels-Lake-Roy-Beach-Inn.h1887650.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301941/8c514172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301941/f22367fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301941/8b2d5008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301941/aefbf3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Unique cozy studio Winter Haven 10/10 Exceptional (1) "Cool little place, love the outdoor private patio.Very close to everything downtown" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cory M. CA $112 CA $256 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Winter-Haven-Hotels-The-Unique-Cozy-Studio.h109301941.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/108000000/107330000/107322400/107322352/16e796dd.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/w4032h2896x0y128-c1e2ff3a.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) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107330000/107322400/107322352/e09abecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny Paradise Winter Haven 9.4/10 Exceptional (8) "Comfortable stay at this CLEAN studio. Host was great with communication and has thought of every amenity you would need. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ricardo M. CA $88 CA $174 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Winter-Haven-Hotels-Tiny-Paradise.h107322352.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/15b81ff3.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/21d4d7a7.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) ### Summer Specials! Perfect Couple Oasis! Pet Friendly, 2 Beds Winter Haven 10/10 Exceptional (2) "Property was very clean and cozy. Had all the amenities needed and extras for great hospitality. Check in and out was smooth and seamless.Host was very responsive. Much more so than I am used to. Very appreciative of that.We will be back on our next visit. Thank you Christopher! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Its L. CA $165 CA $364 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Winter-Haven-Hotels-Chain-Of-Lakes-Cottage.h100604549.Hotel-Information) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/86323ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/89eaec5e.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) ### \*3/2\*GorgeousNEWLakeHome2AceLoc\*4mi\*LEGOLAND\*1724 Winter Haven 9.4/10 Exceptional (63) "Ideal place to stay next to Legoland. Nicely decorated condo." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen O. CA $175 CA $394 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Winter-Haven-Hotels-32GorgeousNEWLakeHome2AceLoc4miLEGOLAND1724.h36863729.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/0be5accb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/3fafbeea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/6624eafb.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 Winter Haven 9.6/10 Exceptional (8) "Everything was smooth for check-in. Kitchen supplies are adequate. I appreciated the condiments that were in the refrigerator. Everything was clean and tidy. There are walkable places in the neighborhood for snacks and a restraint as well." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darla S. CA $168 CA $417 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Winter-Haven-Hotels-The-Old-Haven-An-Enduring-Piece-Of-Nostalgia.h109301953.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/5af1b204.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) ![Exterior detail](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/435432d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heated Pool and Hot tub-near Legoland, Disney, Theme parks Winter Haven 9.8/10 Exceptional (38) "We really enjoyed staying here. The location was a great proximity to restaurants and Legoland, which was our main reason for being in the area. The pool was fun and the beds were comfortable. Would definitely recommend staying at Vince and Amy’s!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Makenzie H. CA $177 CA $460 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Winter-Haven-Hotels-Pool-Home-Near-Legoland.h91221257.Hotel-Information) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/114000000/113260000/113259800/113259758/2ed863bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113260000/113259800/113259758/w1125h1199x0y2-18eb5d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113260000/113259800/113259758/001816b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/114000000/113260000/113259800/113259758/87ed720d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Grand Room 1-bedroom apartment with WiFi, AC in charming Winter Haven Winter Haven CA $119 CA $203 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Winter-Haven-Hotels-Cozy-Grand-Room-1-Bedroom-Apartment-With-WiFi.h113259758.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17®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](//images.trvl-media.com/lodging/1000000/90000/84700/84682/47b4a2b7_y.jpg) ### Galleria Palms Hotel 10/10 Excellent "Very surprised by how nice." [](https://expedia.ca/Orlando-Hotels-Galleria-Palms-Hotel.h84682.Hotel-Information) ![The Grove Resort & Water Park Orlando](//images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg) ### The Grove Resort & Water Park Orlando 10/10 Excellent "Amazing resort will recommend I will come Back every time here luxury style a few out dated balcony furniture but other than that amazing " [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Omni Orlando Resort at ChampionsGate](//images.trvl-media.com/lodging/2000000/1030000/1030000/1029950/a4fe8de4_y.jpg) ### Omni Orlando Resort at ChampionsGate 10/10 Excellent "Stayed for one night very relaxing did have to pay more at property thought FL had mandatory all in pricing." [](https://expedia.ca/Orlando-Hotels-Omni-Orlando-Resort-At-ChampionsGate.h1029950.Hotel-Information) ![Delta Hotels by Marriott Orlando Celebration](//images.trvl-media.com/lodging/1000000/10000/300/256/w4000h2663x0y0-bece67c9_y.jpg) ### Delta Hotels by Marriott Orlando Celebration 10/10 Excellent "Very clean, beautiful facility " [](https://expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information) ![Holiday Inn & Suites Orlando SW - Celebration Area by IHG](//images.trvl-media.com/lodging/1000000/10000/7900/7855/e4318c5d_y.jpg) ### Holiday Inn & Suites Orlando SW - Celebration Area by IHG 10/10 Excellent "Great place." [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Orlando-SW-Celebration-Area.h7855.Hotel-Information) ![Holiday Inn Club Vacations at Orange Lake Resort by IHG](//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 property was more than we expected and the stay was amazing! We loved everything about the place, and the ad doesn’t do it justice. " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Hilton Vacation Club Aqua Sol Orlando West](//images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c_y.jpg) ### Hilton Vacation Club Aqua Sol Orlando West 10/10 Excellent "We didn’t have breakfast here we cooked instead. However it’s always a pleasure to stay here. My family and I have been going here since I was a child, although it was called something different up until a few years ago it’s always a pleasure. The staff is very friendly and attentive, they always make you feel like you’re at home. We go at least once a year and we will continue to go as long as the service stays the same. ❤️" [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ![Staybridge Suites Winter Haven Auburndale by IHG](//images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/0585f081_y.jpg) ### Staybridge Suites Winter Haven Auburndale by IHG 10/10 Excellent "Everything from the room, parking, to complementary breakfast was excellent." [](https://expedia.ca/Winter-Haven-Hotels-Staybridge-Suites-Winter-Haven-Auburndale.h94674232.Hotel-Information) ![Comfort Inn & Suites Kissimmee by the Parks](//images.trvl-media.com/lodging/1000000/440000/430500/430452/578ae569_y.jpg) ### Comfort Inn & Suites Kissimmee by the Parks 10/10 Excellent "My bed was not re-made on the scheduled date designated & I had to sleep in an unchanged bed 5 days. Staff was notified & then a change was made. On the other hand the room was clean & front desk staff were very polite." [](https://expedia.ca/Orlando-Hotels-Comfort-Inn-Maingate.h430452.Hotel-Information) ## Find out more about Winter Haven ## Winter Haven Chalets information | Number of reviews | 6,913 | | --- | --- | | Accommodation | 7 Chalets | | Lowest Price | CA $124 | | Highest Price | CA $460 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [B&B in Auburndale](https://www.expedia.ca/Auburndale-Bed-And-Breakfast.d6048255-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Auburndale](https://www.expedia.ca/Auburndale-Guest-Houses.d6048255-aaGuestHouses.Travel-Guide-Accommodation) - [Resorts in Auburndale](https://www.expedia.ca/Auburndale-Resort-Hotels.d6048255-aaResortHotels.Travel-Guide-Accommodation) - [Inns in Cape Canaveral](https://www.expedia.ca/Cape-Canaveral-Inns.d6484-aaInns.Travel-Guide-Accommodation) - [Lodges in Cape Canaveral](https://www.expedia.ca/Cape-Canaveral-Lodges.d6484-aaLodges.Travel-Guide-Accommodation) - 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[Hotels near Winter Haven Station](https://www.expedia.ca/Winter-Haven-Station-Hotels.d6195285.Travel-Guide-Hotels) - [Flights to Florida](https://www.expedia.ca/Destinations-In-Florida.d211.Flight-Destinations) - [Flights from Waco (ACT) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/act/gif/waco-to-winter-haven) - [Flights from Cedar Rapids (CID) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/cid/gif/cedar-rapids-to-winter-haven) - [Flights from Daytona Beach (DAB) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/dab/gif/daytona-beach-to-winter-haven) - [Flights from Grand Rapids (GRR) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/grr/gif/grand-rapids-to-winter-haven) - [Flights from Washington (IAD) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/iad/gif/washington-to-winter-haven) - [Flights from McAllen (MFE) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/mfe/gif/mcallen-to-winter-haven) - [Flights from Miami (MIA) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/mia/gif/miami-to-winter-haven) - [Flights from Montreal (YUL) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/yul/gif/montreal-to-winter-haven) - [Flights from Toronto (YYZ) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/yyz/gif/toronto-to-winter-haven) - [Flights from Toronto (YYZ) to Orlando (MCO)](https://www.expedia.ca/lp/flights/yyz/mco/toronto-to-orlando) - [Chain of Lakes Park](https://www.expedia.ca/Chain-Of-Lakes-Park-Winter-Haven.d6127913.Vacation-Attraction) - [Indigo's Family Fun Center](https://www.expedia.ca/Indigos-Family-Fun-Center-Winter-Haven.d6259153.Vacation-Attraction) - [Legoland® Florida](https://www.expedia.ca/LEGOLAND-Florida-Winter-Haven.d6153639.Vacation-Attraction) - [Car rentals near LEGOLAND® Florida](https://www.expedia.ca/Car-Rentals-In-LEGOLAND-Florida.d6153639.Car-Rental-Guide) - [Rental cars Winter Haven Municipal airport](https://www.expedia.ca/Car-Rentals-In-Winter-Haven-Municipal.d6064276.Car-Rental-Guide) - [Hertz Rental Cars in Winter Haven Municipal](https://www.expedia.ca/Hertz-Car-Rentals-In-Winter-Haven-Municipal.d6064276-c40.Car-Rental-Guide-Suppliers) - [Things to do in Eagle Lake](https://www.expedia.ca/Things-To-Do-In-Eagle-Lake.d3000431007.Travel-Guide-Activities) - [Book Chalets in Winter Haven on Expedia.com](https://www.expedia.com/Winter-Haven-Chalets.d7464-aaChalets.Travel-Guide-Accommodation)