Title: 20 Best B&B in Winter Park, FL - Bed and Breakfast from $699 | Expedia.com [Winter Park Travel Guide](https://expedia.com/Winter-Park.dx7902)[Hotels in Winter Park](https://expedia.com/Winter-Park-Hotels.d7902.Travel-Guide-Hotels)[Vacation Rentals in Winter Park](https://expedia.com/Winter-Park-Vacation-Rentals.d7902.Travel-Guide-VacationRentals)[Flights to Winter Park](https://expedia.com/Cheap-Flights-To-Winter-Park.d7902.Travel-Guide-Flights)[Things to do in Winter Park](https://expedia.com/Things-To-Do-In-Winter-Park.d7902.Travel-Guide-Activities)[Car Rentals in Winter Park](https://expedia.com/Car-Rentals-In-Winter-Park.d7902.Car-Rental-Guide)[Winter Park Vacation Packages](https://expedia.com/Winter-Park.d7902.Destination-Travel-Guides) ![Kraft Azalea Gardens showing a fountain, a park and a pond](https://images.trvl-media.com/place/553248621532654339/aef9d03a-cd86-4dcc-8e9d-049aef598da5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248621532654339/aef9d03a-cd86-4dcc-8e9d-049aef598da5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=7902&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=7902&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=7902&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=7902&startDate=2026-04-24&endDate=2026-04-26&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Park bed & breakfast ![Design Room | Living area | 40-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/747b8634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Room | Living area | 40-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/12771d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/e4da4ca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/8addfbd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tiny Cottage in The Springs [](https://www.expedia.com/Orlando-Hotels-The-Tiny-Cottage-In-The-Springs.h90211686.Hotel-Information) Altamonte Springs 9.8/10 Exceptional (26 reviews) "I really like this place, this is the second time I have booked here. I do consider it whenever I travel to the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anastasia $678 nightly $699 total Feb 27 - Feb 28 Total with taxes and fees [](https://www.expedia.com/Orlando-Hotels-The-Tiny-Cottage-In-The-Springs.h90211686.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.com/Hotel-Search?startDate=2026-03-12&endDate=2026-03-13®ionId=7902&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_7902) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Park-Bed-And-Breakfast.d7902-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Park-Bed-And-Breakfast.d7902-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Winter Park Hotel Reviews ![La Quinta Inn & Suites by Wyndham Orlando Airport North](https://images.trvl-media.com/lodging/1000000/130000/120400/120304/4fbafd8c_y.jpg) ### La Quinta Inn & Suites by Wyndham Orlando Airport North 10/10 Excellent "Yes" [](https://expedia.com/Orlando-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Orlando-Airport-North.h120304.Hotel-Information) ![Holiday Inn Resort Orlando Suites - Waterpark by IHG](https://images.trvl-media.com/lodging/1000000/290000/281700/281608/6cbf5753_y.jpg) ### Holiday Inn Resort Orlando Suites - Waterpark by IHG 10/10 Excellent "Good room, good food choices, fun play area for the children " [](https://expedia.com/Orlando-Hotels-Holiday-Inn-Resort-Orlando-Suites-Waterpark.h281608.Hotel-Information) ![DoubleTree by Hilton at the Entrance to Universal Orlando](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg) ### DoubleTree by Hilton at the Entrance to Universal Orlando 10/10 Excellent "I've gotta start with the staff, they were super helpful. Rooms were clean, amenities were nice. I'd like to go back in warmer weather as it was too cold at night to use the pool and hang out by the pool" [](https://expedia.com/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![Rosen Inn Lake Buena Vista](https://images.trvl-media.com/lodging/1000000/10000/1300/1264/2a9be677_y.jpg) ### Rosen Inn Lake Buena Vista 10/10 Excellent "The room was very clean and comfortable,great service." [](https://expedia.com/Orlando-Hotels-Rosen-Inn-Lake-Buena-Vista.h1264.Hotel-Information) ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](https://images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent "Wonderful stay" [](https://expedia.com/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ![Avanti International Resort](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/b0f81967_y.jpg) ### Avanti International Resort 10/10 Excellent "Courteous staff" [](https://expedia.com/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information) ![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07_y.jpg) ### Westgate Lakes Resort & Spa Universal Studios Area 10/10 Excellent "Lovely room and hotel! Would go back!" [](https://expedia.com/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) ![Universal's Endless Summer Resort - Dockside Inn and Suites](https://images.trvl-media.com/lodging/34000000/33780000/33770400/33770341/c8859517_y.jpg) ### Universal's Endless Summer Resort - Dockside Inn and Suites 10/10 Excellent "Excelent." [](https://expedia.com/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) ![Caribe Royale Orlando](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/033f2fa5_y.jpg) ### Caribe Royale Orlando 10/10 Excellent "The room was awesome!!!!I really enjoyed my stay there. " [](https://expedia.com/Orlando-Hotels-Caribe-Royale-Orlando.h40865.Hotel-Information) ## Find out more about Winter Park ## Winter Park B&B information | Number of reviews | 26 | | ----------------- | ------ | | Accommodation | 18 B&B | | Lowest Price | $699 | | Highest Price | $699 | ## Frequently asked questions ### What is the nightly rate for a Bed and Breakfast in Winter Park? ### When is the best time to book a Bed & Breakfast in Winter Park? > February, in particular, stands out as the most popular month, offering a festive atmosphere with numerous events and plenty of fresh powder. During this time, you can enjoy not only skiing but also snowshoeing and snowmobiling, all while surrounded by the stunning Rocky Mountain scenery. The lively après-ski scene adds to the experience, making it an excellent choice for those looking to unwind after an active day. > > > For travelers seeking a more budget-friendly option, consider visiting in early May. During this shoulder season, you can enjoy the beauty of the mountains as the snow begins to melt and flowers start to bloom. It's a quieter time, great for exploring local trails and soaking in the serene landscapes without the crowds. ### What is the difference between a Winter Park Bed and Breakfast and a hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [Orlando Hotels ](https://www.expedia.com/Orlando-Hotels.d178294.Travel-Guide-Hotels) - [Resorts in Orlando ](https://www.expedia.com/Orlando-Resorts.d178294-aaResorts.Travel-Guide-Accommodation) - [Cheap Hotels in Orlando ](https://www.expedia.com/Orlando-Hotels-Cheap-Hotels.0-0-d178294-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Orlando ](https://www.expedia.com/Orlando-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d178294-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels near Albin Polasek Museum and Sculpture Gardens ](https://www.expedia.com/Albin-Polasek-Museum-And-Sculpture-Gardens-Hotels.0-l6154778-0.Travel-Guide-Filter-Hotels) - [Hotels near Universal Studios Florida ](https://www.expedia.com/Universal-Studios-Florida-Hotels.0-l6049239-0.Travel-Guide-Filter-Hotels) - [All-Inclusive Resorts in Orlando ](https://www.expedia.com/Orlando-Hotels-All-Inclusive-Hotel.0-0-d178294-tAllinclusiveHotel.Travel-Guide-Filter-Hotels) - [Hotels near Winter Park Country Club ](https://www.expedia.com/Winter-Park-Country-Club-Hotels.0-l6239878-0.Travel-Guide-Filter-Hotels) - [Hotels near Copland Tennis Stadium ](https://www.expedia.com/Copland-Tennis-Stadium-Hotels.0-l553248621563220224-0.Travel-Guide-Filter-Hotels) - [Hotels near Rollins College ](https://www.expedia.com/Rollins-College-Hotels.0-l6154361-0.Travel-Guide-Filter-Hotels) - [Hotels near Morse Museum of American Art ](https://www.expedia.com/Morse-Museum-Of-American-Art-Hotels.0-l6154772-0.Travel-Guide-Filter-Hotels) - [Hotels near Winter Park Corner Shopping Center ](https://www.expedia.com/Winter-Park-Corner-Shopping-Center-Hotels.0-l553248621532654341-0.Travel-Guide-Filter-Hotels) - [Hotels near Casa Feliz Historic Home Museum ](https://www.expedia.com/Casa-Feliz-Historic-Home-Museum-Hotels.0-l6154784-0.Travel-Guide-Filter-Hotels) - [Hotels near Winter Park Station ](https://www.expedia.com/Winter-Park-Station-Hotels.d6176530.Travel-Guide-Hotels) - [Hotels near Barker Stadium ](https://www.expedia.com/Barker-Stadium-Hotels.0-l553248621563220225-0.Travel-Guide-Filter-Hotels) - [Hotels near Kraft Azalea Gardens ](https://www.expedia.com/Kraft-Azalea-Gardens-Hotels.0-l553248621532654339-0.Travel-Guide-Filter-Hotels) - [Hotels near Virginia S. 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