Title: Winter Garden B&B: Find the Best Bed and Breakfast from CA $85 | Expedia.ca [Winter Garden Travel Guide](https://expedia.ca/Winter-Garden.dx7898)[Hotels in Winter Garden](https://expedia.ca/Winter-Garden-Hotels.d7898.Travel-Guide-Hotels)[Vacation Rentals in Winter Garden](https://expedia.ca/Winter-Garden-Vacation-Rentals.d7898.Travel-Guide-VacationRentals)[Flights to Winter Garden](https://expedia.ca/Cheap-Flights-To-Winter-Garden.d7898.Travel-Guide-Flights)[Things to do in Winter Garden](https://expedia.ca/Things-To-Do-In-Winter-Garden.d7898.Travel-Guide-Activities)[Winter Garden Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Garden.d7898.Car-Rental-Guide)[Winter Garden Vacation Packages](https://expedia.ca/Winter-Garden.d7898.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/37b5977531ce6620ae360dd863ce8f7c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find a Bed and Breakfast in Winter Garden from CA $85 ![](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=7898&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winter Garden B&B ![Porch](https://images.trvl-media.com/lodging/20000000/19540000/19536400/19536372/e1d103de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19540000/19536400/19536372/f1b84b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/20000000/19540000/19536400/19536372/ed578d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, 1 Queen Bed](https://images.trvl-media.com/lodging/20000000/19540000/19536400/19536372/43fcfff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kapp and Kappy B&B Historic Downtown Kissimmee 9.8/10 Exceptional (124) "It was perfect for us. The hosts were very friendly and accommodating. They just opened a brewery downtown that we were able to walk to, and we had a great time there as well. Overall a great B&B." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory CA $176 CA $200 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Orlando-Hotels-Kapp-And-Kappy-BB.h19536372.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119260000/119256700/119256613/2f5417cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/120000000/119260000/119256700/119256613/f3311fcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119260000/119256700/119256613/a1988ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/120000000/119260000/119256700/119256613/4da38cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Styled Bedrooms in a Resort Solterra Resort 4.0/10 (1) "The room wasn't clean and the sink was clogged, there was no way to control the temperature in the room, very disappointed " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Oscar E CA $75 CA $163 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-Styled-Bedrooms-In-A-Resort.h119256613.Hotel-Information) ![Design Room | Living area](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/7382f59b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/0452dd3d.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) ![Interior detail](https://images.trvl-media.com/lodging/91000000/90220000/90211700/90211686/e4da4ca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tiny Cottage in The Springs Altamonte Springs 9.8/10 Exceptional (26) "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 $224 CA $950 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-The-Tiny-Cottage-In-The-Springs.h90211686.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/34000000/33270000/33261100/33261014/991df193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/34000000/33270000/33261100/33261014/5fb804f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33270000/33261100/33261014/c3c6a856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33270000/33261100/33261014/07d7094d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adora Inn Mount Dora 9.8/10 Exceptional (85) "Friendly staff who made this short anniversary getaway a lovely time. Within walking distance to the shops and restaurants." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise CA $298 CA $364 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Mount-Dora-Hotels-Adora-Inn.h33261014.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2910000/2903000/2902975/6ad89d37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/3000000/2910000/2903000/2902975/3cad9453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2910000/2903000/2902975/f1ffe4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2910000/2903000/2902975/b67efe3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heron Cay Lakeview Bed & Breakfast Inn Mount Dora 9.4/10 Exceptional (150) "Lovely property, excellent breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $294 CA $326 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Leesburg-Hotels-Heron-Cay-Lakeview-Bed-Breakfast-Inn.h2902975.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/100000/90100/90038/0f4d12d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/100000/90100/90038/9d3fbe36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed (Dick's Room)](https://images.trvl-media.com/lodging/1000000/100000/90100/90038/01a46bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed (Dick's Room)](https://images.trvl-media.com/lodging/1000000/100000/90100/90038/141183b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mount Dora Historic Inn Mount Dora 9.6/10 Exceptional (233) "Beautiful and charming, room was very clean, great location with parking, owner is very friendly and accommodating." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bradford CA $361 CA $401 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Leesburg-Hotels-Mount-Dora-Historic-Inn.h90038.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/123000000/122070000/122064200/122064108/c14a8668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/123000000/122070000/122064200/122064108/8c3f0e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122070000/122064200/122064108/fd35d5d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/123000000/122070000/122064200/122064108/w1440h959x0y1-50c9b770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo at Lake Buena Vista Village Resort and Spa Orlando CA $349 CA $397 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-Condo-At-Lake-Buena-Vista-Village-Resort-And-Spa.h122064108.Hotel-Information) ![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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gerald CA $74 CA $180 total includes taxes & fees Oct 29 - Oct 30 [](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) ![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) ![Outdoor pool](https://images.trvl-media.com/lodging/121000000/120090000/120080400/120080386/4952149d.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 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tier CA $74 CA $85 total includes taxes & fees Nov 26 - Nov 27 [](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=2025-11-11&endDate=2025-11-12®ionId=7898&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-Garden-Bed-And-Breakfast.d7898-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Garden-Bed-And-Breakfast.d7898-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Winter Garden Hotel Reviews ![Universal's Cabana Bay Beach Resort](//images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/63940f45_y.jpg) ### Universal's Cabana Bay Beach Resort 10/10 Excellent "My room wasnt available so they upgrade me to family suite. The good plenty parking and quiet dining has alot options. Theyalo have a malt shake shop. The bad no phone network and far from bus. It was the thunderbird section which was the furthest from anything. Pool was close. " [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![CoCo Key Hotel and Water Resort ](//images.trvl-media.com/lodging/1000000/10000/300/228/73a42af2_y.jpg) ### CoCo Key Hotel and Water Resort  10/10 Excellent "Construction was happening while i was staying here. Bit it was generally kept clean from dust. Free transportation to universal amd other attractions. Helpful staff. 10/10 would recommend." [](https://expedia.ca/Orlando-Hotels-CoCo-Key-Hotel-And-Water-Resort-Orlando.h228.Hotel-Information)  ![Rosen Inn at Pointe Orlando](//images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 10/10 Excellent "Very good" [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center](//images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/2b752fc1_y.jpg) ### Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center 10/10 Excellent "Close to Disney, great hotel reasonable price great breakfast with gluten free and healthy options" [](https://expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) ![DoubleTree by Hilton at the Entrance to Universal Orlando](//images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg) ### DoubleTree by Hilton at the Entrance to Universal Orlando 10/10 Excellent "Grounds were well kept, hotel is clean and modern. This hotel is walkable distance to Universal, perfect for families, couples, work groups....the location is absolutely perfect. Best value for the buck" [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.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 "I love it, will go there again " [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![DoubleTree by Hilton Hotel Orlando at SeaWorld](//images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10/10 Excellent "The device was amazing the lady in the front was the best. She deserves a raise. " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ![DoubleTree by Hilton Orlando Airport](//images.trvl-media.com/lodging/1000000/20000/12300/12270/5d85f82f_y.jpg) ### DoubleTree by Hilton Orlando Airport 10/10 Excellent "Very good location,clean,and friendly " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.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 "Great outdoor pool" [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ## Find out more about Winter Garden ## Winter Garden B&B information | Number of reviews | 598 | | --- | --- | | Accommodation | 16 B&B | | Lowest Price | CA $85 | | Highest Price | CA $950 | ## Frequently asked questions ### Searching for B&Bs in Winter Garden? > Whether you're on a romantic vacation and want to stay somewhere quiet, or you're traveling solo and hoping to get some local recommendations, a B&B can be a good choice for many different types of travelers. If you want to lose yourself exploring fascinating exhibits, you might consider stopping by Central Florida Railroad Museum and Winter Garden Heritage Museum while you're in town. ### Are you thinking about a B&B for your stay? > With attentive service, opportunities to meet guests from other places, and hearty breakfasts, B&Bs provide a truly one-of-a-kind setting. ### What are the top B&Bs in Winter Garden? > Here are some well-liked B&Bs in the area: [Oakland Manor House](https://www.expedia.ca/Winter-Garden-Hotels-Oakland-Manor-House.h113039630.Hotel-Information): 5 rooms. 2.5 mi (4.1 km) from the heart of Winter Garden.[Heron Cay Lakeview Bed & Breakfast Inn](https://www.expedia.ca/Leesburg-Hotels-Heron-Cay-Lakeview-Bed-Breakfast-Inn.h2902975.Hotel-Information): 8 rooms. 16.9 mi (27.1 km) from the downtown core. Enjoy the in-room pools and private yard. [Mount Dora Historic Inn](https://www.expedia.ca/Leesburg-Hotels-Mount-Dora-Historic-Inn.h90038.Hotel-Information): 4 rooms. 16.6 mi (26.7 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. ### What's the best time of year to book my B&B in Winter Garden? > When you're planning your getaway to Winter Garden, be sure to take into account the year-round temperatures. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Garden are August, July, September, and June, with each month seeing an average of 9 inches of rainfall. ### What is there to do in Winter Garden? > Travelers who want to experience Winter Garden should check out its fun-filled attractions and major shopping area. If you're looking for some activities to entertain you on your trip, consider visiting Orange County National Golf Club and Disney's Magnolia Golf Course. You might put Lake Butler and Lake Louisa State Park on your list if you want to see more of the area. ### How can I get to and around Winter Garden? > Mapping out your trip in and around Winter Garden is easy with these transportation options. Fly into Orlando Intl. Airport (MCO), which is located 19.3 mi (31 km) from the city center. Otherwise, you can search for flights to Kissimmee, FL (ISM-Kissimmee Gateway), which is 20.8 mi (33.5 km) away. 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