Title: Winter Park B&B: Find the Best Bed and Breakfast from CA $890 | Expedia.ca [Hotels in Winter Park](https://expedia.ca/Winter-Park-Hotels.d7902.Travel-Guide-Hotels)[Vacation Rentals in Winter Park](https://expedia.ca/Winter-Park-Vacation-Rentals.d7902.Travel-Guide-VacationRentals)[Flights to Winter Park](https://expedia.ca/Cheap-Flights-To-Winter-Park.d7902.Travel-Guide-Flights)[Winter Park Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Park.d7902.Car-Rental-Guide)[Winter Park Vacation Packages](https://expedia.ca/Winter-Park.d7902.Destination-Travel-Guides) ![](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__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 [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-05-29&endDate=2026-05-31&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](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/747b8634.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) ![Highchair](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/218ee3ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Room | Living area](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/12771d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tiny Cottage in The Springs [](https://www.expedia.ca/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 CA $172 CA $890 total includes taxes & fees Apr 26 - Apr 27 [](https://www.expedia.ca/Orlando-Hotels-The-Tiny-Cottage-In-The-Springs.h90211686.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113040000/113039700/113039630/03f5acec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/114000000/113040000/113039700/113039630/93dfb53c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113040000/113039700/113039630/635d6269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113040000/113039700/113039630/a9e3153a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oakland Manor House [](https://www.expedia.ca/Winter-Garden-Hotels-Oakland-Manor-House.h113039630.Hotel-Information) Oakland CA $864 CA $1,388 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Winter-Garden-Hotels-Oakland-Manor-House.h113039630.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=2026-04-20&endDate=2026-04-21®ionId=7902&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-Park-Bed-And-Breakfast.d7902-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Park-Bed-And-Breakfast.d7902-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Winter Park Hotel Reviews ![DoubleTree by Hilton at the Entrance to Universal Orlando](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/cae40483_y.jpg) ### DoubleTree by Hilton at the Entrance to Universal Orlando 8/10 Good "The location was great. The rooms smelled musty and the water in shower dripped all night. The shower floor was flat and the entire bathroom got wet when you took a shower. The gift shop employee was rude, on his phone the whole time and didn’t greet or talk to customers. I asked a question and he looked annoyed and he had AirPods in. " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/ffaf091a_y.jpg) ### Westgate Lakes Resort & Spa Universal Studios Area 8/10 Good "Everything was good! " [](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) ![Universal's Cabana Bay Beach Resort](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/4c48bd3d_y.jpg) ### Universal's Cabana Bay Beach Resort 10/10 Excellent "Good experience " [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](https://images.trvl-media.com/lodging/1000000/540000/539500/539487/4ca8f177_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent "Everything was amazing as always :) !" [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ![Holiday Inn Resort Orlando Suites - Waterpark by IHG](https://images.trvl-media.com/lodging/1000000/290000/281700/281608/9a7827e4_y.jpg) ### Holiday Inn Resort Orlando Suites - Waterpark by IHG 6/10 Okay "Easy to find. Conveniently located near Disney, SeaWorld and Universal parks. FREE PARKING with stay. STAFF IS EXCELLENT! Water park is great. Rooms wereVERY CLEAN / tidy. Rating of 3 this stay because they seemed significantly understaffed for Easter weekend/ Spring break. Waited 1hr and 22 minutes in line to get room keys AFTER confirming stay online. No express line for people to just get room keys or for a poor man in front of me whose room key wasn’t working after he had stayed there the first night. He waited in the SAME line for over an hr to get a working key card. However- despite their shift being slammed like that ALL DAY AND EVENING- the staff was courteous, professional and smiling for every guest. That’s an excellent mark of staff that understands customer service. Room reservation was for 4 people. Room slept up to 6\. Only 3 sets of towels. When we asked for additional towels, after we had used them all, they were prompt but only delivered 3 more sets. No body wash in shower- the container was empty. Ice machine only seemed to be on the first floor. Perhaps they are getting new ones??? Overall a very good value for a family if 4 on a very busy weekend in Orlando. Have stayed there before and prob will again. Not looking for glamor just a clean room for 4 people. Bunk bed had full bed on bottom and twin bed on top. Small food court in lobby with ice cream and pizza. Movie theatre too!!" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Orlando-Suites-Waterpark.h281608.Hotel-Information) ![Caribe Royale Orlando](https://images.trvl-media.com/lodging/1000000/50000/40900/40865/075cd42b_y.jpg) ### Caribe Royale Orlando 10/10 Excellent "Good " [](https://expedia.ca/Orlando-Hotels-Caribe-Royale-Orlando.h40865.Hotel-Information) ![Rosen Inn at Pointe Orlando](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 4/10 Poor "Elevators smelled like Marijuana, bath tub had hair left in it. A/C unit was very noisy." [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Drury Plaza Hotel Orlando - Disney Springs Area](https://images.trvl-media.com/lodging/1000000/30000/24200/24103/6af5b762_y.jpg) ### Drury Plaza Hotel Orlando - Disney Springs Area 10/10 Excellent "It's a great place to stay with your family, all the staff super nice, they make you feel very comfortable. I will definitely come back and recommend it 💯%. " [](https://expedia.ca/Orlando-Hotels-Drury-Plaza-Hotel-Orlando-Lake-Buena-Vista.h24103.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 8/10 Good "Wish the extra amenities were a little less expensive. We already pay so much for everything else the least they can offer is free parking as opposed to charging per night. Same with cafeteria i got a small amount of stuff and paid almost 100$ " [](https://expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) ## Find out more about Winter Park ## Winter Park B&B information | Number of reviews | 26 | | ----------------- | --------- | | Accommodation | 18 B&B | | Lowest Price | CA $890 | | Highest Price | CA $1,388 | ## Frequently asked questions ### What is the nightly rate for a Bed & Breakfast in Winter Park? ### 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 - Vacation Rental - Other - More ways to book - [Hyatt Hotels in Aloma ](https://www.expedia.ca/Aloma-Orlando-Hotels-Hyatt-Hotels.0-n553248635975863638-0--bHyattHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Aloma ](https://www.expedia.ca/Aloma-Orlando-Hotels-Spa-Hotel.0-n553248635975863638-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Aloma Hotels ](https://www.expedia.ca/Aloma-Orlando-Hotels.0-n553248635975863638-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Altamonte Springs ](https://www.expedia.ca/Altamonte-Springs-Apart-Hotels.d5965-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Altamonte Springs ](https://www.expedia.ca/Altamonte-Springs-Guest-Houses.d5965-aaGuestHouses.Travel-Guide-Accommodation) - [Resorts in Altamonte Springs ](https://www.expedia.ca/Altamonte-Springs-Resort-Hotels.d5965-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Altamonte Springs ](https://www.expedia.ca/Altamonte-Springs-Townhomes.d5965-aaTownhomes.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) - [Ranches in Cape Canaveral ](https://www.expedia.ca/Cape-Canaveral-Ranches.d6484-aaRanches.Travel-Guide-Accommodation) - [Hotels near Casa Feliz Historic Home Museum ](https://www.expedia.ca/Casa-Feliz-Historic-Home-Museum-Hotels.0-l6154784-0.Travel-Guide-Filter-Hotels) - [Hotels near Crealde School of Art ](https://www.expedia.ca/Crealde-School-Of-Art-Hotels.0-l6239848-0.Travel-Guide-Filter-Hotels) - [Motels in Eatonville ](https://www.expedia.ca/Eatonville-Motels.d12161-aaMotels.Travel-Guide-Accommodation) - [Aparthotels in Fern Park ](https://www.expedia.ca/Fern-Park-Apart-Hotels.d7377-aaApartHotels.Travel-Guide-Accommodation) - [Holiday Park Resorts in Fern Park ](https://www.expedia.ca/Fern-Park-Holiday-Parks.d7377-aaHolidayParks.Travel-Guide-Accommodation) - [Houseboats in Fern Park ](https://www.expedia.ca/Fern-Park-Houseboats.d7377-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Fern Park ](https://www.expedia.ca/Fern-Park-Inns.d7377-aaInns.Travel-Guide-Accommodation) - [Resorts in Fern Park ](https://www.expedia.ca/Fern-Park-Resort-Hotels.d7377-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Fern Park ](https://www.expedia.ca/Fern-Park-Townhomes.d7377-aaTownhomes.Travel-Guide-Accommodation) - [Pensions in Florida ](https://www.expedia.ca/Florida-Pensions.d211-aaPensions.Travel-Guide-Accommodation) - [Pousadas in Florida ](https://www.expedia.ca/Florida-Pousadas.d211-aaPousadas.Travel-Guide-Accommodation) - [Hotels near Full Sail University ](https://www.expedia.ca/Full-Sail-University-Hotels.0-l6154770-0.Travel-Guide-Filter-Hotels) - [Hotels near Harry P. 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