Title: Book the Best Winter Park CASINO Hotels & Resorts in 2025 | 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 $107 - ![](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 [Nov 6 - Nov 7](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-11-06&endDate=2025-11-07&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 7 - Nov 8](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-11-07&endDate=2025-11-08&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winter Park Casino Hotels ![A heated pool](https://images.trvl-media.com/lodging/123000000/122290000/122289100/122289073/546d4845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122290000/122289100/122289073/0c81e5c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/123000000/122290000/122289100/122289073/bcc5db2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122290000/122289100/122289073/2b823113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4912 Stunning 4-Bedroom Townhome with Private Pool Kissimmee CA $528 CA $917 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Orlando-Hotels-4912-Stunning-4-Bedroom-Townhome-With-Private-Pool.h122289073.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/102000000/101420000/101419400/101419314/df8149e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101420000/101419400/101419314/9c1ad52f.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) ### The View Studio Suites and Event Venue Orlando 8.4/10 Very good (1349) "Great staff, good breakfast Calm and quiet hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nabil CA $95 CA $107 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Orlando-Hotels-The-View-Studio-Suites-And-Event-Venue.h101419314.Hotel-Information) ![3 outdoor pools](https://images.trvl-media.com/lodging/104000000/103990000/103982300/103982245/7ec5e393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/104000000/103990000/103982300/103982245/70a0432a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103990000/103982300/103982245/20c9a9ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Apartment | Private kitchen](https://images.trvl-media.com/lodging/104000000/103990000/103982300/103982245/e6469d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3919 Orlando Vacational Apartment Ventura [](https://www.expedia.ca/Orlando-Hotels-3919-Orlando-Vacational-Apartment.h103982245.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) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99720000/99711400/99711337/d5c0d8e8.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) ### Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748 Kissimmee 9.8/10 Exceptional (14) "We had a wonderful time staying at this property. The pool was great and all of the people that were there were so nice. We will definitely be staying again. The only thing that I would change is ask them to get more comfortable furniture for the living room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacey A. CA $121 CA $315 total includes taxes & fees Dec 5 - Dec 6 [](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) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100470000/100462700/100462682/e880dbab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100470000/100462700/100462682/4f3d4b24.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 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 $113 CA $305 total includes taxes & fees Dec 5 - Dec 6 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/101000000/100780000/100778400/100778392/d65181c3.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) ### SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769 Kissimmee 10/10 Exceptional (15) "Cute property in a safe neighborhood! I felt very at home here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LeAnn H. CA $113 CA $306 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Orlando-Hotels-1-BEDROOM-WITH-LOFT-DISNEY-AREA-VACATION-RENTAL-AWARD-WINNING-MILL-CREEK-RESORT.h100778392.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/101000000/100470000/100463800/100463789/9f065b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100470000/100463800/100463789/b6e53e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/101000000/100470000/100463800/100463789/853ca9ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100470000/100463800/100463789/3cdad547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763 Kissimmee 9.6/10 Exceptional (7) "You know those neighborhoods were everyone is nice and says "good morning" and "good night" to their neighbors? Well this is exactly that! My friend and I stayed in this amazing tiny house and had everything we needed! It was very comfortable and safe. Tracy and Neil were just a message away and made sure we were well taken care of. Despite being a tiny house, the shower pressure was also amazing which is a rarity! I can't wait to stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica M. CA $113 CA $306 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Orlando-Hotels-2-BEDROOM-DISNEY-AREA-VACATION-RENTAL-IN-AWARD-WINNING-MILL-CREEK-RESORT.h100463789.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) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100890000/100880500/100880482/9dabe4f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100890000/100880500/100880482/78f5bdf6.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 Kissimmee CA $113 CA $299 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Orlando-Hotels-1-BEDROOM-DISNEY-AREA-VACATION-RENTAL-IN-AWARD-WINNING-MILL-CREEK-RESORT.h100880482.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/63000000/62620000/62612200/62612114/2e36a553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62620000/62612200/62612114/11519a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/63000000/62620000/62612200/62612114/f965ca15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/63000000/62620000/62612200/62612114/6d0e1ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VCR1-303 Third Floor - Epic Universe & Convention Center Orlando 9.6/10 Exceptional (5) "Great condo with great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia W. CA $230 CA $593 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Orlando-Hotels-VCR1-303-Third-Floor-Epic-Universe-Convention-Center.h62612114.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95040000/95031200/95031190/171d03e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95040000/95031200/95031190/16836968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95040000/95031200/95031190/ac0bfe4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/96000000/95040000/95031200/95031190/d32257a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Close to Disney and Universal! Family-sized condo with pool, balcony & game room Orlando 9.0/10 Wonderful (6) "If you love Star Wars and even if you don’t :) this place does not disappoint!!! Very clean and comfortable and plenty of room for the 5 of us. The Star Wars theme was a huge hit with my guys and the outlets directly next store that my daughter and I could walk to and shop all day was amazing! Communication was quick and when our key cards would not open the gym door, we had new ones within 30 minutes brought directly to us so we could get our work outs in. Loved the huge pool and deck side... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex B. CA $141 CA $580 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Orlando-Hotels-Close-To-Disney-And-Universal-Family-Sized-Condo-With-Pool.h95031190.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=2025-11-21&endDate=2025-11-22®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? > Enjoy staying in a casino hotel in Winter Park, with hotels from CA $107 offering a wide range of amenities and casino access, subject to local legal and age restrictions. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays. ### Which area of Winter Park is best to stay in for casinos? > The two main areas in Winter Park with a high concentration of casino hotels are the Fraser Valley and the main Winter Park Resort base area. > > > > 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? > [One Key™](https://www.expedia.ca/welcome-one-key) members always get our best prices. Find our best Winter Park casino hotel deals by joining Expedia's free travel rewards program. As a member, you can unlock instant savings and member perks when you're logged in. Typically, booking in advance will help you save on your hotel booking. But, if you're making a last-minute reservation, be sure to check for last-minute deals. ### Is it cheaper to book casino hotel in Winter Park and flights as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. ### Can I cancel my casino hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. 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