Title: Book the Best Winter Park CASINO Hotels & Resorts in 2026 | 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) ![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) # Find Casino Hotels in Winter Park, FL from CA $132 - ![](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 availability on Winter Park Casino Hotels Tonight [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-12-28&endDate=2025-12-29&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-12-29&endDate=2025-12-30&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Park hotels with a casino ![Lobby sitting area](https://images.trvl-media.com/lodging/102000000/101420000/101419400/101419314/e5a258a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Studio | Courtyard view](https://images.trvl-media.com/lodging/102000000/101420000/101419400/101419314/51af5f6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Suite](https://images.trvl-media.com/lodging/102000000/101420000/101419400/101419314/1d67d055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101420000/101419400/101419314/df8149e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The View Studio Suites and Event Venue [](https://www.expedia.ca/Orlando-Hotels-The-View-Studio-Suites-And-Event-Venue.h101419314.Hotel-Information) Orlando 8.4/10 Very good (1501) "Good sized room, nice staff, good breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $117 CA $132 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Orlando-Hotels-The-View-Studio-Suites-And-Event-Venue.h101419314.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76380000/76370400/76370315/51c47f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76380000/76370400/76370315/e9edb9a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76380000/76370400/76370315/51e7390f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76380000/76370400/76370315/w1021h674x3y9-8f46b665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Orlando Magic at 3608 Vacational Apt: Your Perfect Getaway!" [](https://www.expedia.ca/Orlando-Hotels-Orlando-Magic-At-3608-Vacational-Apt-Your-Perfect-Getaway.h76370315.Hotel-Information) Ventura 8.2/10 Very good (19) "This place is perfect if you want a relaxing, homelike stay while vacationing. It is within 20 minutes of the parks and the area offers many options for dining and shopping. We had everything we needed and the gated community was an added piece of comfort and safety." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chesney C. CA $163 CA $316 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Orlando-Hotels-Orlando-Magic-At-3608-Vacational-Apt-Your-Perfect-Getaway.h76370315.Hotel-Information) ![Game room](https://images.trvl-media.com/lodging/100000000/99720000/99711400/99711337/c8830453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99720000/99711400/99711337/9691cbb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/100000000/99720000/99711400/99711337/cbcaf15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99720000/99711400/99711337/d5c0d8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748 [](https://www.expedia.ca/Orlando-Hotels-DISNEY-AREA-RESORT-2-BEDROOM-VACATION-RENTAL-AWARD-WINNING-MILL-CREEK-RESORT.h99711337.Hotel-Information) Kissimmee 9.8/10 Exceptional (14) "The place was in a great community. We felt very safe and right at home. Very well maintained with so many things to do on property. Great communication from the property owner. You can’t go wrong booking a stay here! We will definitely be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily D. CA $122 CA $309 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Orlando-Hotels-DISNEY-AREA-RESORT-2-BEDROOM-VACATION-RENTAL-AWARD-WINNING-MILL-CREEK-RESORT.h99711337.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100470000/100462700/100462682/c55d3a6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100470000/100462700/100462682/a1f314b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, table tennis](https://images.trvl-media.com/lodging/101000000/100470000/100462700/100462682/887878d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100470000/100462700/100462682/e880dbab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2764 [](https://www.expedia.ca/Orlando-Hotels-1-BEDROOM-DISNEY-AREA-VACATION-RENTAL-IN-AWARD-WINNING-MILL-CREEK-RESORT.h100462682.Hotel-Information) Kissimmee 10/10 Exceptional (3) "Our stay was perfect! Clean unit and cozy. We were in town for a Volleyball tournament and just needed a place for me and my daughter. Would definitely stay here again if we have to come back next year." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan S. CA $122 CA $304 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Orlando-Hotels-1-BEDROOM-DISNEY-AREA-VACATION-RENTAL-IN-AWARD-WINNING-MILL-CREEK-RESORT.h100462682.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/101000000/100780000/100778400/100778392/4724e670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100780000/100778400/100778392/560f48e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100780000/100778400/100778392/d65181c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/101000000/100780000/100778400/100778392/af90a0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769 [](https://www.expedia.ca/Orlando-Hotels-1-BEDROOM-WITH-LOFT-DISNEY-AREA-VACATION-RENTAL-AWARD-WINNING-MILL-CREEK-RESORT.h100778392.Hotel-Information) Kissimmee 10/10 Exceptional (15) "We extremely enjoyed our stay! Nice, quite, and perfect for our small family" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $122 CA $312 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Orlando-Hotels-1-BEDROOM-WITH-LOFT-DISNEY-AREA-VACATION-RENTAL-AWARD-WINNING-MILL-CREEK-RESORT.h100778392.Hotel-Information) ![Smart TV, foosball, table tennis](https://images.trvl-media.com/lodging/100000000/99780000/99774700/99774655/48984dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99780000/99774700/99774655/9f7f38be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/100000000/99780000/99774700/99774655/8bec73fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/100000000/99780000/99774700/99774655/3a1b2dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2772 B [](https://www.expedia.ca/Orlando-Hotels-1-BEDROOM-FURNISHED-VACATION-HOME-RENTAL-IN-AWARD-WINNING-MILL-CREEK-RESORT.h99774655.Hotel-Information) Kissimmee 7.0/10 Good (2) "What we thought was going to be a not so good stay turned into a WONDERFUL stay. This home is beautiful and in a good location in the resort. The hosts were very responsive and helpful and even left us balloons, as we were celebrating our honeymoon. We will definitely be back at some point ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dad CA $122 CA $307 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Orlando-Hotels-1-BEDROOM-FURNISHED-VACATION-HOME-RENTAL-IN-AWARD-WINNING-MILL-CREEK-RESORT.h99774655.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100460000/100454400/100454338/9def6712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100460000/100454400/100454338/c1693541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/101000000/100460000/100454400/100454338/7e654073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100460000/100454400/100454338/d691a9fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2774 [](https://www.expedia.ca/Orlando-Hotels-1-BEDROOM-VACATION-RESORT-RENTAL-IN-AWARD-WINNING-MILL-CREEK-RESORT.h100454338.Hotel-Information) Kissimmee CA $122 CA $285 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Orlando-Hotels-1-BEDROOM-VACATION-RESORT-RENTAL-IN-AWARD-WINNING-MILL-CREEK-RESORT.h100454338.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/101000000/100890000/100880500/100880482/c1c5a336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/101000000/100890000/100880500/100880482/c45a063b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/101000000/100890000/100880500/100880482/c26fd60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100890000/100880500/100880482/9dabe4f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377 [](https://www.expedia.ca/Orlando-Hotels-1-BEDROOM-DISNEY-AREA-VACATION-RENTAL-IN-AWARD-WINNING-MILL-CREEK-RESORT.h100880482.Hotel-Information) Kissimmee CA $110 CA $290 total includes taxes & fees Jan 22 - Jan 23, 2026 [](https://www.expedia.ca/Orlando-Hotels-1-BEDROOM-DISNEY-AREA-VACATION-RENTAL-IN-AWARD-WINNING-MILL-CREEK-RESORT.h100880482.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/125000000/124140000/124131600/124131553/aca00139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124140000/124131600/124131553/485f870a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/125000000/124140000/124131600/124131553/697612a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124140000/124131600/124131553/5a588316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Family Suite With Waterpark Access | Orlando | Near Theme Parks [](https://www.expedia.ca/Orlando-Hotels-2BR-Family-Suite-With-Waterpark-Access-Orlando-Near-Theme-Parks.h124131553.Hotel-Information) Orlando CA $100 CA $178 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Orlando-Hotels-2BR-Family-Suite-With-Waterpark-Access-Orlando-Near-Theme-Parks.h124131553.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/38000000/37150000/37145500/37145476/5c0c5265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37150000/37145500/37145476/1992b316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/38000000/37150000/37145500/37145476/d7bb40a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37150000/37145500/37145476/12ce4643.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DELUXE STUDIO AT BEAUTIFUL RESORT WITH MANY AMENITIES TO ENJOY [](https://www.expedia.ca/Orlando-Hotels-DELUXE-STUDIO-AT-BEAUTIFUL-RESORT-WITH-MANY-AMENITIES-TO-ENJOY.h37145476.Hotel-Information) Orlando 9.6/10 Exceptional (54) "Enjoyable and relaxing stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brendan M. CA $149 CA $195 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Orlando-Hotels-DELUXE-STUDIO-AT-BEAUTIFUL-RESORT-WITH-MANY-AMENITIES-TO-ENJOY.h37145476.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=2026-01-11&endDate=2026-01-12®ionId=7902&adults=2&amenities=CASINO&sort=RECOMMENDED&openPlayBack=true) ## Top Winter Park Hotel Reviews ## Frequently asked questions ### How much does a casino hotel in Winter Park cost? ### Which area of Winter Park is best to stay in for casinos? > The Fraser Valley, a few miles from the resort, offers a selection of casino hotels that often provide a more relaxed atmosphere. These properties typically feature a casino floor, multiple dining options ranging from casual eateries to more upscale restaurants, and amenities such as indoor pools, fitness centres, and sometimes spas. Some hotels in this area also offer shuttle services to the ski resort. > > > The main Winter Park Resort base area provides convenient access to the slopes and a variety of casino hotels integrated into the resort village. These hotels usually include a casino, several restaurants, and bars, as well as amenities like ski-in/ski-out access, ski and snowboard rental shops, and sometimes a spa or wellness centre. ### How can I save on a casino hotel in Winter Park with Expedia? ### Is it cheaper to book casino hotel in Winter Park and flights as a package? ### Can I cancel my casino hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Spa Hotels in Aloma ](https://www.expedia.ca/Aloma-Orlando-Hotels-Spa-Hotel.0-n553248635975863638-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Baldwin Park ](https://www.expedia.ca/Baldwin-Park-Orlando-Hotels-Hotels-With-Balconies.0-n553248635976007760-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Central Florida ](https://www.expedia.ca/Central-Florida-Hotels-Adults-Only-Resorts.0-0-d6048177-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Central Florida ](https://www.expedia.ca/Central-Florida-Hotels-Beach-Hotel.0-0-d6048177-tBeachHotel.Travel-Guide-Filter-Hotels) - 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