Title: Winter Haven B&B: Find the Best Bed and Breakfast from CA $94 | 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) # Find a Bed and Breakfast in Winter Haven from CA $94 ![](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 [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winter Haven B&B ![Outdoor pool](https://images.trvl-media.com/lodging/110000000/109950000/109943300/109943268/6016af14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Single Room, 1 King Bed, Non Smoking | Bathroom](https://images.trvl-media.com/lodging/110000000/109950000/109943300/109943268/c442de12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared kitchen facilities](https://images.trvl-media.com/lodging/110000000/109950000/109943300/109943268/c550e596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/110000000/109950000/109943300/109943268/b8ed6251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Styled Bedrooms in a Villa Kissimmee 5.6/10 (5) "bad parking quiet hour not observed" CA $74 CA $180 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-Hotel-Styled-Bedrooms-In-A-Villa.h109943268.Hotel-Information) ![Shared kitchen](https://images.trvl-media.com/lodging/121000000/120090000/120080400/120080386/47d1bfd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/121000000/120090000/120080400/120080386/378ef345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared kitchen facilities](https://images.trvl-media.com/lodging/121000000/120090000/120080400/120080386/5b03de6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/121000000/120090000/120080400/120080386/0f6bd9e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gathering Place Kissimmee 2.0/10 (1) "Not to clean or to friendly " CA $82 CA $94 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Orlando-Hotels-The-Gathering-Place.h120080386.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=2025-10-25&endDate=2025-10-26®ionId=7464&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&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-Bed-And-Breakfast.d7464-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Haven-Bed-And-Breakfast.d7464-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Winter Haven Hotel Reviews ![Ramada by Wyndham Kissimmee Gateway](//images.trvl-media.com/lodging/1000000/50000/40600/40513/b94616ba_y.jpg) ### Ramada by Wyndham Kissimmee Gateway 10/10 Excellent "Great" [](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Kissimmee-Gateway.h40513.Hotel-Information) ![Hilton Vacation Club Mystic Dunes Orlando](//images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg) ### Hilton Vacation Club Mystic Dunes Orlando 10/10 Excellent "N/A" [](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information) ![Margaritaville Resort Orlando with H2O Waterpark](//images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg) ### Margaritaville Resort Orlando with H2O Waterpark 10/10 Excellent "Everything as expected. Recommended " [](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.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 "The staff are very friendly " [](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 "Stayed here for a conference and honestly, it felt more like a vacation! The resort was absolutely fabulous — beautiful pools, amazing dining options, and top-notch service. I could’ve easily stayed a few extra days just to relax. Perfect mix of business and leisure!" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) ![Galleria Palms Hotel](//images.trvl-media.com/lodging/1000000/90000/84700/84682/47b4a2b7_y.jpg) ### Galleria Palms Hotel 10/10 Excellent "The staff was very friendly! Great location and clean, spacious room. Bonus was the self parking and free breakfast." [](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 "Our stay was great!" [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Parkway International Resort](//images.trvl-media.com/lodging/1000000/700000/692700/692651/fd297cb8_y.jpg) ### Parkway International Resort 10/10 Excellent "Good location. Two bedroom apartment. Lots of room. Good facilities. " [](https://expedia.ca/Orlando-Hotels-Parkway-International-Resort.h692651.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 "Great job " [](https://expedia.ca/Orlando-Hotels-The-Grand-Orlando-Resort-At-Celebration.h256.Hotel-Information) ## Find out more about Winter Haven ## Winter Haven B&B information | Number of reviews | 6 | | --- | --- | | Accommodation | 8 B&B | | Lowest Price | CA $94 | | Highest Price | CA $180 | ## Frequently asked questions ### Searching for B&Bs in Winter Haven? > If you want to find a place to stay with fewer rooms than a hotel and an intimate environment, a B&B may be the perfect thing for your vacation to Winter Haven. If you're looking to play some golf while in Winter Haven, you can perfect your swing at Cypresswood Golf and Country Club and Baytree Golf Club. ### How do you know if a B&B is the best choice for your stay? > Every B&B has a unique charm. Whether it's a picturesque garden or a beautiful breakfast room, the quaint details are what make bed and breakfasts the perfect escape. ### What are the best bed and breakfasts in Winter Haven? > Below are some B&Bs in the area: [Charming bed & breakfast in wonderful Winter Haven with WiFi, fitness room](https://www.expedia.ca/Winter-Haven-Hotels-Charming-Bed-Breakfast-In-Wonderful-Winter-Haven-With-WiFi.h116604351.Hotel-Information): 7.1 mi (11.4 km) from the heart of Winter Haven.[Styled Bedrooms in a Resort](https://www.expedia.ca/Orlando-Hotels-Styled-Bedrooms-In-A-Resort.h119256613.Hotel-Information): 6 rooms. 16.8 mi (27 km) from the downtown core. [Capernaum Lakeside Lodge](https://www.expedia.ca/Lake-Wales-Hotels-Capernaum-Lakeside-Lodge.h19135142.Hotel-Information): 12 rooms. Located 12.6 mi (20.3 km) from the core of Winter Haven. ### What's the best time of year to book my B&B in Winter Haven? > When you're planning your trip to Winter Haven, be sure to take into account the year-round temperatures. 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. The rainiest months in Winter Haven are August, July, September, and June, with each month seeing an average of 8 inches of rainfall. ### What is there to do in Winter Haven? > Travelers enjoy Winter Haven for its beautiful lakeside setting and array of dining options. Spend some time exploring The Circle B Bar Reserve and Rotary Park if you're hoping to see some of the area's natural features. You might put LEGOLAND® Florida and Indigo's Family Fun Center on your list if you want to see more of the area. ### How can I get to and around Winter Haven? > You can map out your trip in and around Winter Haven ahead of time with these transportation options. Fly into Lakeland Intl. Airport (LAL), which is located 17.3 mi (27.8 km) away from the heart of the city. You can also search for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 26 mi (41.9 km) away. 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[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 B&B in Winter Haven on Expedia.com](https://www.expedia.com/Winter-Haven-Bed-And-Breakfast.d7464-aaBedAndBreakfast.Travel-Guide-Accommodation)