Title: Book the Best Winter Haven, FL ALL INCLUSIVE Resorts and Hotels | 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](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22882-Legoland-Florida.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find All Inclusive Resorts and Hotels in Winter Haven, FL ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 All Inclusive Resorts and Hotels Tonight [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-09-28&endDate=2025-09-29&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-09-29&endDate=2025-09-30&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winter Haven All Inclusive Resorts and Hotels ![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) ![Reception](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/a0e09929.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 Winter Haven 9.0/10 Wonderful (1006) "Very nice stay " CA $141 CA $158 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Winter-Haven-Hotels-Hampton-Inn-Winter-Haven.h564220.Hotel-Information) ![Fitness facility](https://images.trvl-media.com/lodging/31000000/30330000/30322600/30322588/544ce345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30330000/30322600/30322588/7eb17e18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/31000000/30330000/30322600/30322588/1913cc66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/31000000/30330000/30322600/30322588/91495d52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Block215 Winter Haven 2.0/10 (1) "Don’t stay there. The hotel is for prostitude, homelessness, drug dealers…." [](https://www.expedia.ca/Winter-Haven-Hotels-The-Block215.h30322588.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) ![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/e4447b5f.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) ### Howard Johnson by Wyndham Winter Haven FL Winter Haven 7.0/10 Good (1008) "Room was very clean and great shower " CA $118 CA $133 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/66ef3784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/7dd4826d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/91512114.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) ### Lake Roy Beach Inn Winter Haven 7.0/10 Good (976) "Love this place, " CA $108 CA $122 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Winter-Haven-Hotels-Lake-Roy-Beach-Inn.h1887650.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=2025-10-13&endDate=2025-10-14®ionId=7464&adults=2&mealPlan=ALL_INCLUSIVE&sort=RECOMMENDED&openPlayBack=true) ## Top Winter Haven Hotel Reviews ![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 "Great " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.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 "I stayed one night only but everything looked good " [](https://expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information) ## Frequently asked questions ### Looking for Winter Haven all-inclusive resorts? > Winter Haven is known for its natural setting and offers a host of things to see and do such as The Circle B Bar Reserve and Rotary Park. Browse our all-inclusive accommodations where you can enjoy a range of amenities such as entertainment, kid's clubs, and of course food and beverages all included in the price. Many of our all-inclusive resorts also feature activities such as golf, yoga, water sports, and more, which you can enjoy without any additional cost. ### What is there to do near my all-inclusive resort in Winter Haven? > If you want to explore the area around your all-inclusive resort, visit The Circle B Bar Reserve and Rotary Park and see why travelers like the natural setting in Winter Haven. Other attractions include LEGOLAND® Florida, Theatre Winter Haven, and Chain of Lakes Park. ### When's the best time for an all-inclusive stay in Winter Haven? > There's nothing like an all-inclusive vacation in Winter Haven to refresh you, especially when you know what kind of weather to expect. Here's some info to help you choose when to book: The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. November and December are the driest months while August and July are the rainiest months. ### What's the best way to get to Winter Haven and explore the area? > With plenty of transportation options, making the most of your time in Winter Haven is simple. If you want to explore the larger area, hop on a train at Winter Haven Station. The closest major airport is Lakeland Intl. Airport (LAL), which is located 17.3 mi (27.8 km) from the city center. 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[Hotels with a Pool in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotel-With-Pool.0-n553248635976473287-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-A-Lazy-River.0-n553248635976473287-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Free-Airport-Shuttle.0-n553248635976473287-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Free-Breakfast.0-n553248635976473287-0-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Free-Parking.0-n553248635976473287-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Hot-Tubs.0-n553248635976473287-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Kitchenettes.0-n553248635976473287-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Waterslides.0-n553248635976473287-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Lake Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Lake-Hotels.0-n553248635976473287-0-tLakeHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Luxury-Hotel.0-n553248635976473287-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Mountain-Hotels.0-n553248635976473287-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Oceanfront-Hotels.0-n553248635976473287-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Pet-Friendly-Hotel.0-n553248635976473287-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Waterpark-Hotels.0-n553248635976473287-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Villa Sorrento](https://www.expedia.ca/Villa-Sorrento-Haines-City-Hotels-Boutique-Hotel.0-n553248635976472474-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Villa Sorrento](https://www.expedia.ca/Villa-Sorrento-Haines-City-Hotels-Hotel-With-Early-Check-In.0-n553248635976472474-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Villa Sorrento](https://www.expedia.ca/Villa-Sorrento-Haines-City-Hotels-Hotels-With-Free-Parking.0-n553248635976472474-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Historic Hotels in Windsor Hills](https://www.expedia.ca/Windsor-Hills-Orlando-Hotels-Historic-Hotel.0-n553248635976007891-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Windsor Hills](https://www.expedia.ca/Windsor-Hills-Orlando-Hotels-Winery-Hotel.0-n553248635976007891-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Book All Inclusive Resorts and Hotels in Winter Haven on Expedia.com](https://www.expedia.com/Winter-Haven-Hotels-All-Inclusive-Hotel.0-0-d7464-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)